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Oxalate

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reported acute oxalate nephropathy "almost certainly due to excessive consumption of iced tea" in a 56-year-old man, who drank "sixteen 8-ounce glasses of iced tea daily" (roughly 3.8 liters). The authors of the paper hypothesized that acute oxalate nephropathy is an underdiagnosed cause of kidney
2121:. Oxalic acid and oxalates can be oxidized by permanganate in an autocatalytic reaction. One of the main applications of oxalic acid is rust-removal, which arises because oxalate forms water-soluble derivatives with the ferric ion. 920:
species (also sometimes called sorrels). The root and/or leaves of rhubarb and buckwheat are high in oxalic acid. Other edible plants with significant concentrations of oxalate include, in decreasing order, star fruit
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Dinnebier, Robert E.; Vensky, Sascha; Panthöfer, Martin; Jansen, Martin (2003). "Crystal and Molecular Structures of Alkali Oxalates: First Proof of a Staggered Oxalate Anion in the Solid State".
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Ulmgren, Per; Rådeström, Rune (1999). "Solubility of calcium oxalate in the presence of magnesium ions, and solubility of magnesium oxalate in sodium chloride medium".
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units. This barrier to rotation about the C−C bond (which formally corresponds to the difference in energy between the planar and staggered forms) may be attributed to
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oxalate(2−) (CHEBI:30623) is conjugate base of oxalate(1−) (CHEBI:46904) … oxalate(1−) (CHEBI:46904) is conjugate acid of oxalate(2−) (CHEBI:30623)
2500: 2473: 3925: 2074:. When the oxalate chelates to a single metal center, it always adopts the planar conformation. As a bidentate ligand, it forms a 5-membered 2939:"A combined experimental and modelling study on solubility of calcium oxalate monohydrate at physiologically relevant pH and temperatures" 2169: 3981: 3296: 2725: 2700: 2282: 906:
are high in oxalic acid and can contribute to the formation of kidney stones in some individuals. Other oxalate-rich plants include
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Ibis, Fatma; Dhand, Priya; Suleymanli, Sanan; van der Heijden, Antoine E. D. M.; Kramer, Herman J. M.; Eral, Huseyin Burak (2020).
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in hot water typically contains only low to moderate amounts of oxalic acid due to the small mass of leaves used for brewing.
630:, no oxalic acid and only trace amounts of hydrogen oxalate exist. The literature is often unclear on the distinction between 3241: 989:) contain among the greatest measured concentrations of oxalic acid relative to other plants. However, the drink derived by 3042: 416: 3525: 236: 5273: 3942: 3616: 3336: 2174:
failure and suggested thorough examination of patient dietary history in cases of unexplained kidney failure without
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Although unusual, consumption of oxalates (for example, the grazing of animals on oxalate-containing plants such as
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Herbert, John M.; Ortiz, J. V. (2000). "Ab Initio Investigation of Electron Detachment in Dicarboxylate Dianions".
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have been identified by single-crystal X-ray diffraction: one contains a planar and the other a staggered oxalate.
585: 800: 4222: 3698: 3672: 3664: 971: 872: 611: = 1.27). The loss of the second proton, which yields the oxalate ion, has an equilibrium constant of 3035: 2205:
is a rare, inherited condition, resulting in increased excretion of oxalate, with oxalate stones being common.
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Dinnebier, R.E.; Vensky, S.; Panthofer, M.; Jansen, M. (2003). "CSD Entry QQQAZJ03: Di-potassium oxalate".
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In the figure 81(1)°, the (1) indicates that 1° is the standard uncertainty of the measured angle of 81°
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Pabuççuoğlu, Uğur (2005). "Aspects of oxalosis associated with aspergillosis in pathology specimens".
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Dinnebier, R.E.; Vensky, S.; Panthofer, M.; Jansen, M. (2003). "CSD Entry WUWTIR: Di-cesium oxalate".
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Clark, Timothy; Schleyer, Paul von Ragué (1981). "Conformational preferences of 34 valence electron A
2391: 2352: 2310: 581: 401: 4334: 3259: 2676: 2147: 82: 4477: 4346: 3550: 2997: 2596: 2337: 2178:(an excess of protein in the urine) and with large amounts of calcium oxalate in urine sediment. 1043: 690: 374: 128: 3712: 3115: 3110: 2911: 5263: 4775: 4437: 4275: 4205: 4178: 4171: 4152: 4074: 4053: 3967: 3794: 3565: 3555: 3545: 3540: 3535: 3510: 3083: 3070: 3062: 2989: 2960: 2889: 2848: 2807: 2772: 2721: 2696: 2692: 2680: 2450: 2278: 985: 907: 4678: 4420: 4359: 4289: 4194: 4082: 3768: 3599: 3560: 3530: 2981: 2950: 2879: 2838: 2799: 2762: 2754: 2658: 2623: 2588: 2504: 2477: 2442: 2399: 2360: 2318: 2270: 2071: 746: 577: 565: 525: 490: 463: 440: 317: 2004: 245: 168: 5081: 4589: 4527: 4453: 4236: 4186: 4101: 4035: 3572: 2025: 1662: 778: 702: 545: 361: 180: 92: 2654: 2395: 2356: 2314: 2235: 148: 5101: 4796: 4607: 4509: 4365: 4301: 4121: 4066: 3936: 3463: 3149: 3058: 2767: 2742: 2160: 2118: 1751: 1713: 1484: 856: 686: 513: 467: 410: 356: 2985: 5257: 3893: 3863: 3453: 3438: 3433: 3394: 3066: 2741:
Mitchell T, Kumar P, Reddy T, Wood KD, Knight J, Assimos DG, Holmes RP (March 2019).
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about this bond is calculated to be roughly 2–6 kcal/mol for the free dianion,
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is colorless. It occurs naturally, including in some foods. It forms a variety of
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Dean, Philip A. W. (2012). "The Oxalate Dianion, C2O42-: Planar or Nonplanar?".
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Siener, R.; Bangen, U.; Sidhu, H.; Hönow, R.; von Unruh, G.; Hesse, A. (2013).
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Dewar, Michael J.S.; Zheng, Ya-Jun (1990). "Structure of the oxalate ion".
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Any derivative of oxalic acid; chemical compound containing oxalate moiety
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Oxalate occurs in many plants, where it is synthesized by the incomplete
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The oxalate anion exists in a nonplanar conformation where the O–C–C–O
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Syed, Fahd; Mena Gutiérrez, Alejandra; Ghaffar, Umbar (2 April 2015).
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Except where otherwise noted, data are given for materials in their
200: 3135: 3024:- Oxalate content database based on the latest trustworthy studies 2263:
Riemenschneider, Wilhelm; Tanifuji, Minoru (2000). "Oxalic Acid".
2164: 2040: 2003: 1788: 1648: 1507: 1413: 1135: 962: 942: 626: = 4.28). These values imply, in solutions with neutral 569: 436: 139: 115: 105: 3780: 1805: 1361: 1324: 1204: 1112: 976: 946: 541: 191: 3963: 3031: 677:, and the collection of species is referred to as oxalic acid. 3021: 2156: 1544: 980: 875:
as unfavorable O−O repulsion is maximized in the planar form.
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from oxalic acid proceeds in a stepwise manner; as for other
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Excess consumption of oxalate-rich foods has been linked to
627: 521: 2117:-based drugs, avoiding the dose-limiting side-effect of 697:. When chelated to cations, oxalate adopts the planar, D 3015: 894:
Several plant foods such as the root and/or leaves of
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exhibits improved water solubility relative to older
2133:, and high levels of oxalate in the urine is termed 544:, loss of a single proton results in the monovalent 3892: 3793: 3736: 3663: 3615: 3504: 3492: 3402: 3393: 3363: 3335: 3278: 3240: 3202: 3134: 3091: 3082: 2684: 2008:Scanning electron micrograph of the surface of a 719:the O–C–C–O dihedral angle is 81(1)°. Therefore, 2747:American Journal of Physiology. Renal Physiology 2497:Cambridge Structural Database: Access Structures 2470:Cambridge Structural Database: Access Structures 278:InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-2 268:InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-2 224: 2919:Table: Solubility product constants near 25 °C" 2716:Resnick, Martin I.; Pak, Charles Y. C. (1990). 2129:An excess oxalate level in the blood is termed 806:Planar conformation found in potassium oxalate 91: 2718:Urolithiasis, A Medical and Surgical Reference 2266:Ullmann's Encyclopedia of Industrial Chemistry 745:planes are staggered. Two structural forms of 528:, oxalic acid converts completely to oxalate. 3975: 3043: 8: 2743:"Dietary oxalate and kidney stone formation" 2296: 2294: 2428: 2426: 2424: 701:conformation. However, in the structure of 3982: 3968: 3960: 3501: 3399: 3088: 3050: 3036: 3028: 2155:or, specifically in excessive quantities, 995: 167: 29: 2954: 2883: 2842: 2766: 2403: 244: 5129: 5125: 5121: 5111: 5107: 5103: 4789: 4785: 4781: 4777: 4684: 4680: 4638: 4634: 4630: 4626: 4613: 4609: 4599: 4595: 4591: 4567: 4563: 4533: 4529: 4519: 4515: 4511: 4467: 4463: 4459: 4455: 4443: 4439: 4371: 4367: 4352: 4348: 4295: 4291: 4281: 4277: 4267: 4263: 4242: 4238: 4228: 4224: 4215: 4211: 4207: 4158: 4154: 4144: 4140: 4131: 4127: 4123: 4059: 4055: 4045: 4041: 4037: 2974:Nordic Pulp & Paper Research Journal 2616:Journal of Molecular Structure: THEOCHEM 2104: 2100: 2096: 2092: 2081: 2077: 834: 817: 813: 809: 791: 787: 783: 759: 755: 751: 741: 730: 726: 722: 715: 711: 707: 664: 648: 641: 637: 633: 551: 508: 504: 500: 496: 481: 477: 473: 445: 325: 2213: 299: 264: 4024: 2720:. W.B. Saunders Company. p. 158. 2501:Cambridge Crystallographic Data Centre 2474:Cambridge Crystallographic Data Centre 4763: 2378:Beagley, B.; Small, R. W. H. (1964). 2338:"Sodium oxalate structure refinement" 2336:Reed, D. A.; Olmstead, M. M. (1981). 2066:where it is sometimes abbreviated as 281:Key: MUBZPKHOEPUJKR-UHFFFAOYSA-L 271:Key: MUBZPKHOEPUJKR-UHFFFAOYSA-L 147: 7: 4002: 2643:The Journal of Physical Chemistry A 2170:The New England Journal of Medicine 738:symmetry structure because the two 734:is more closely approximated by a D 215: 199: 2581:Journal of Computational Chemistry 2380:"The structure of lithium oxalate" 2070:. It is commonly encountered as a 593:) for loss of the first proton is 43:The structure of the oxalate anion 25: 2986:10.3183/npprj-1999-14-04-p330-335 2792:Pathology – Research and Practice 2687:Introduction to Organic Chemistry 2085:ring. An illustrative complex is 2024:formation of metal ions, such as 3665:Direct thrombin (IIa) inhibitors 3093:Glycoprotein IIb/IIIa inhibitors 2827:"A Case of Iced-Tea Nephropathy" 2345:Acta Crystallographica Section B 2058:Transition metal oxalate complex 799: 777:Nonplanar conformation found in 770: 36: 3288:Thromboxane synthase inhibitors 2831:New England Journal of Medicine 2012:showing tetragonal crystals of 413:(at 25 °C , 100 kPa). 689:approach 90° with approximate 1: 2303:Journal of Chemical Education 1547:, leaves (4-minute infusion) 3526:Low-molecular-weight heparin 3337:Phosphodiesterase inhibitors 3250:Acetylsalicylic acid/Aspirin 2628:10.1016/0166-1280(90)85053-P 2759:10.1152/ajprenal.00373.2018 2236:"oxalate(2−) (CHEBI:30623)" 532:Relationship to oxalic acid 5290: 4765: 2195: 2167:due to oxalate poisoning. 2151:, or human consumption of 2055: 2052:As a ligand for metal ions 1997: 997:Common high-oxalate foods 873:electrostatic interactions 4026: 3999: 3920: 3498:(with some II inhibition) 2804:10.1016/j.prp.2005.03.005 2405:10.1107/S0365110X64002079 2365:10.1107/S0567740881004676 2188:may help alleviate this. 972:Tetragonia tetragonioides 407: 387: 367: 310: 290: 255: 75: 63: 53: 48: 35: 2677:Streitweiser, Andrew Jr. 2275:10.1002/14356007.a18_247 576:, monobasic oxalate, or 431:(systematic IUPAC name: 1138:, Swiss, leaves cooked 969:, New Zealand spinach ( 572:is sometimes called an 3808:Plasminogen activators 3280:Thromboxane inhibitors 3204:Prostaglandin analogue 2384:Acta Crystallographica 2181:Oxalobacter formigenes 2087:potassium ferrioxalate 2064:coordination compounds 2017: 3870:serine endopeptidases 3404:Vitamin K antagonists 2956:10.3390/cryst10100924 2691:. Macmillan. p.  2681:Heathcock, Clayton H. 2593:10.1002/jcc.540020106 2203:Primary hyperoxaluria 2198:Primary hyperoxaluria 2048:produce oxalic acid. 2007: 1994:Physiological effects 1614:, Idaho white, baked 910:("lamb's quarters"), 65:Systematic IUPAC name 3617:Direct Xa inhibitors 3449:Ethyl biscoumacetate 3315:Receptor antagonists 2872:Kidney International 2844:10.1056/NEJMc1414481 1719:1 bar (1.02 oz) 879:Occurrence in nature 582:equilibrium constant 536:The dissociation of 402:Dinitrogen tetroxide 3260:Carbasalate calcium 2885:10.1038/ki.2013.104 2878:(June): 1144–1149. 2655:2000JPCA..10411786H 2649:(50): 11786–11795. 2435:Inorganic Chemistry 2396:1964AcCry..17..783B 2357:1981AcCrB..37..938R 2315:2012JChEd..89..417D 2148:Bassia hyssopifolia 2062:Oxalate also forms 2032:for kidney stones. 1069:, stewed, no sugar 998: 829:barrier to rotation 351: g·mol 129:Beilstein Reference 32: 5274:Carboxylate anions 3947:Never to phase III 3795:Thrombolytic drugs 3511:glycosaminoglycans 3084:Antiplatelet drugs 3071:antiplatelet drugs 3022:Oxalatecontent.com 2018: 996: 417:Infobox references 388:Related compounds 30: 5251: 5250: 5245: 5244: 3990:Compounds of the 3957: 3956: 3789: 3788: 3659: 3658: 3389: 3388: 2837:(14): 1377–1378. 2663:10.1021/jp002657c 2447:10.1021/ic0205536 2323:10.1021/ed200202r 1991: 1990: 1754:, edible portion 1046:, leaves, cooked 986:Camellia sinensis 851:is regarded as a 425:Chemical compound 423: 422: 117:Interactive image 18:Potassium oxalate 16:(Redirected from 5281: 5133: 5115: 4793: 4688: 4642: 4617: 4603: 4571: 4537: 4523: 4471: 4447: 4375: 4356: 4299: 4285: 4271: 4246: 4232: 4219: 4162: 4148: 4135: 4063: 4049: 4003: 3984: 3977: 3970: 3961: 3769:Drotrecogin alfa 3749:Antithrombin III 3600:Dermatan sulfate 3573:Oligosaccharides 3502: 3400: 3136:ADP receptor/P2Y 3089: 3052: 3045: 3038: 3029: 3005: 2968: 2958: 2933: 2931: 2929: 2898: 2897: 2887: 2863: 2857: 2856: 2846: 2822: 2816: 2815: 2787: 2781: 2780: 2770: 2753:(3): F409–F413. 2738: 2732: 2731: 2713: 2707: 2706: 2690: 2673: 2667: 2666: 2638: 2632: 2631: 2622:(1–2): 157–162. 2611: 2605: 2604: 2578: 2577: 2576: 2568: 2567: 2519: 2513: 2512: 2492: 2486: 2485: 2465: 2459: 2458: 2441:(5): 1499–1507. 2430: 2419: 2416: 2410: 2409: 2407: 2375: 2369: 2368: 2342: 2333: 2327: 2326: 2298: 2289: 2288: 2260: 2254: 2253: 2248: 2246: 2232: 2226: 2225: 2218: 2159:) may result in 2108: 2084: 2072:bidentate ligand 1984:cup (4 oz) 1983: 1982: 1978: 1946: 1945: 1941: 1909: 1908: 1904: 1887: 1886: 1882: 1864: 1863: 1859: 1842: 1841: 1837: 1819: 1818: 1814: 1779: 1778: 1774: 1742: 1741: 1737: 1690: 1689: 1685: 1663:Brussels sprouts 1651:, raw with skin 1639: 1638: 1634: 1602: 1601: 1597: 1580: 1579: 1575: 1535: 1534: 1530: 1527: 1521: 1520: 1516: 1498: 1497: 1493: 1475: 1474: 1470: 1464:, diced, cooked 1438: 1437: 1433: 1412: 1411: 1407: 1404: 1398: 1397: 1393: 1375: 1374: 1370: 1352: 1351: 1347: 1315: 1314: 1310: 1292: 1291: 1287: 1241: 1240: 1236: 1218: 1217: 1213: 1195: 1194: 1190: 1172: 1171: 1167: 1149: 1148: 1144: 1126: 1125: 1121: 1103: 1102: 1098: 1080: 1079: 1075: 1057: 1056: 1052: 1032: 1031: 1027: 999: 979:. Leaves of the 870: 869: 868: 865: 859:between the two 846: 845: 844: 841: 820: 803: 794: 774: 762: 747:rubidium oxalate 744: 733: 718: 676: 675: 674: 671: 660: 659: 658: 655: 644: 618: 616: 600: 598: 578:hydrogen oxalate 563: 562: 561: 558: 542:polyprotic acids 526:aqueous solution 511: 491:dimethyl oxalate 484: 457: 456: 455: 452: 441:chemical formula 350: 337: 336: 335: 332: 318:Chemical formula 248: 228: 217: 203: 181:Gmelin Reference 171: 151: 119: 95: 40: 33: 21: 5289: 5288: 5284: 5283: 5282: 5280: 5279: 5278: 5254: 5253: 5252: 5247: 5246: 5231: 5227: 5223: 5219: 5211: 5207: 5203: 5199: 5191: 5187: 5183: 5179: 5171: 5167: 5163: 5159: 5148: 5144: 5140: 5131: 5127: 5123: 5118: 5113: 5109: 5105: 5100: 5093: 5089: 5085: 5077: 5073: 5069: 5065: 5052: 5048: 5044: 5040: 5032: 5028: 5024: 5020: 5012: 5008: 5004: 5000: 4992: 4988: 4984: 4980: 4972: 4968: 4964: 4960: 4952: 4948: 4944: 4940: 4932: 4928: 4924: 4920: 4912: 4908: 4904: 4900: 4892: 4888: 4884: 4880: 4872: 4868: 4864: 4860: 4852: 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3078: 3059:Antithrombotics 3056: 3012: 2971: 2936: 2927: 2925: 2918: 2909: 2906: 2904:Further reading 2901: 2865: 2864: 2860: 2824: 2823: 2819: 2789: 2788: 2784: 2740: 2739: 2735: 2728: 2715: 2714: 2710: 2703: 2675: 2674: 2670: 2640: 2639: 2635: 2613: 2612: 2608: 2575: 2572: 2571: 2570: 2566: 2563: 2562: 2561: 2559: 2557: 2553: 2549: 2545: 2541: 2537: 2529: 2525: 2521: 2520: 2516: 2509:10.5517/cc6fzcy 2494: 2493: 2489: 2482:10.5517/cc6fzf0 2467: 2466: 2462: 2432: 2431: 2422: 2417: 2413: 2377: 2376: 2372: 2340: 2335: 2334: 2330: 2300: 2299: 2292: 2285: 2262: 2261: 2257: 2244: 2242: 2234: 2233: 2229: 2220: 2219: 2215: 2211: 2200: 2194: 2143: 2127: 2106: 2102: 2098: 2094: 2090: 2083: 2079: 2075: 2060: 2054: 2026:calcium oxalate 2002: 1996: 1980: 1976: 1975: 1943: 1939: 1938: 1906: 1902: 1901: 1884: 1880: 1879: 1861: 1857: 1856: 1839: 1835: 1834: 1816: 1812: 1811: 1791:, raw, chopped 1776: 1772: 1771: 1739: 1735: 1734: 1720: 1687: 1683: 1682: 1636: 1632: 1631: 1599: 1595: 1594: 1577: 1573: 1572: 1532: 1528: 1525: 1523: 1518: 1514: 1513: 1495: 1491: 1490: 1472: 1468: 1467: 1435: 1431: 1430: 1427:greens, cooked 1409: 1405: 1402: 1400: 1395: 1391: 1390: 1372: 1368: 1367: 1349: 1345: 1344: 1312: 1308: 1307: 1304:greens, cooked 1289: 1285: 1284: 1270:20 long leaves 1238: 1234: 1233: 1230:greens, cooked 1215: 1211: 1210: 1192: 1188: 1187: 1169: 1165: 1164: 1146: 1142: 1141: 1123: 1119: 1118: 1100: 1096: 1095: 1077: 1073: 1072: 1054: 1050: 1049: 1029: 1025: 1024: 1021:greens, cooked 1012: 1010: 1006: 881: 866: 863: 862: 860: 842: 839: 838: 836: 832: 825: 824: 823: 822: 821: 819: 815: 811: 807: 804: 796: 795: 793: 789: 785: 781: 779:caesium oxalate 775: 761: 757: 753: 749: 743: 739: 737: 732: 728: 724: 720: 717: 713: 709: 705: 703:caesium oxalate 700: 694: 683: 672: 669: 668: 666: 662: 656: 653: 652: 650: 646: 643: 639: 635: 631: 625: 614: 612: 609: 596: 594: 591: 559: 556: 555: 553: 549: 546:hydrogenoxalate 534: 510: 506: 502: 498: 494: 485:), and several 483: 479: 475: 471: 453: 450: 449: 447: 443: 426: 419: 414: 398: 383: 377: 362:Hydrogenoxalate 348: 333: 330: 329: 327: 323: 320: 306: 303: 298: 297: 286: 283: 282: 279: 273: 272: 269: 263: 262: 251: 231: 218: 206: 183: 174: 154: 131: 122: 109: 98: 85: 71: 70: 59: 44: 41: 28: 23: 22: 15: 12: 11: 5: 5287: 5285: 5277: 5276: 5271: 5269:Anticoagulants 5266: 5256: 5255: 5249: 5248: 5243: 5242: 5239: 5236: 5233: 5229: 5225: 5221: 5217: 5213: 5209: 5205: 5201: 5197: 5193: 5189: 5185: 5181: 5177: 5173: 5169: 5165: 5161: 5157: 5153: 5150: 5146: 5142: 5138: 5134: 5116: 5098: 5095: 5091: 5087: 5083: 5079: 5075: 5071: 5067: 5063: 5059: 5055: 5054: 5050: 5046: 5042: 5038: 5034: 5030: 5026: 5022: 5018: 5014: 5010: 5006: 5002: 4998: 4994: 4990: 4986: 4982: 4978: 4974: 4970: 4966: 4962: 4958: 4954: 4950: 4946: 4942: 4938: 4934: 4930: 4926: 4922: 4918: 4914: 4910: 4906: 4902: 4898: 4894: 4890: 4886: 4882: 4878: 4874: 4870: 4866: 4862: 4858: 4854: 4850: 4846: 4842: 4838: 4834: 4830: 4826: 4822: 4818: 4814: 4810: 4806: 4802: 4798: 4794: 4772: 4768: 4767: 4764: 4761: 4760: 4757: 4754: 4751: 4748: 4745: 4742: 4739: 4736: 4733: 4730: 4727: 4724: 4721: 4718: 4715: 4712: 4709: 4706: 4702: 4701: 4698: 4695: 4692: 4689: 4675: 4672: 4669: 4666: 4661: 4658: 4655: 4652: 4649: 4646: 4643: 4621: 4618: 4604: 4585: 4584: 4581: 4578: 4575: 4572: 4558: 4554: 4550: 4546: 4542: 4538: 4524: 4506: 4503: 4500: 4497: 4494: 4491: 4487: 4483: 4479: 4475: 4472: 4450: 4448: 4434: 4430: 4426: 4422: 4417: 4416: 4413: 4410: 4407: 4404: 4401: 4397: 4393: 4389: 4385: 4381: 4376: 4362: 4357: 4343: 4330: 4315: 4311: 4307: 4303: 4286: 4272: 4258: 4255: 4252: 4249: 4247: 4233: 4201: 4200: 4197: 4192: 4188: 4184: 4180: 4173: 4169: 4166: 4163: 4149: 4117: 4116: 4113: 4110: 4107: 4103: 4096: 4092: 4088: 4084: 4080: 4076: 4072: 4068: 4064: 4050: 4031: 4030: 4027: 4025: 4023: 4021: 4016: 4012: 4008: 4001: 4000: 3997: 3996: 3989: 3987: 3986: 3979: 3972: 3964: 3955: 3954: 3951: 3950: 3949: 3948: 3945: 3934: 3928: 3922: 3921: 3918: 3917: 3915: 3914: 3909: 3904: 3898: 3896: 3890: 3889: 3887: 3886: 3881: 3876: 3866: 3861: 3856: 3851: 3850: 3849: 3844: 3836: 3835: 3834: 3829: 3824: 3819: 3804: 3802: 3791: 3790: 3787: 3786: 3784: 3783: 3778: 3773: 3772: 3771: 3761: 3756: 3751: 3746: 3740: 3738: 3734: 3733: 3731: 3730: 3725: 3720: 3715: 3710: 3705: 3696: 3695: 3694: 3689: 3684: 3669: 3667: 3661: 3660: 3657: 3656: 3654: 3653: 3648: 3643: 3638: 3633: 3628: 3622: 3620: 3613: 3612: 3610: 3609: 3608: 3607: 3602: 3597: 3587: 3586: 3585: 3580: 3570: 3569: 3568: 3563: 3558: 3553: 3548: 3543: 3538: 3533: 3522: 3520: 3499: 3490: 3489: 3487: 3486: 3480: 3475: 3470: 3461: 3456: 3451: 3446: 3441: 3436: 3426: 3424: 3397: 3395:Anticoagulants 3391: 3390: 3387: 3386: 3384: 3383: 3378: 3373: 3367: 3365: 3361: 3360: 3358: 3357: 3352: 3347: 3341: 3339: 3333: 3332: 3330: 3329: 3328: 3327: 3322: 3312: 3311: 3310: 3305: 3300: 3284: 3282: 3276: 3275: 3273: 3272: 3267: 3262: 3257: 3252: 3246: 3244: 3242:COX inhibitors 3238: 3237: 3235: 3234: 3229: 3224: 3219: 3213: 3211: 3200: 3199: 3197: 3196: 3195: 3194: 3189: 3184: 3169: 3168: 3167: 3162: 3157: 3146: 3144: 3137: 3132: 3131: 3129: 3128: 3123: 3118: 3113: 3108: 3103: 3097: 3095: 3086: 3080: 3079: 3067:anticoagulants 3057: 3055: 3054: 3047: 3040: 3032: 3026: 3025: 3019: 3011: 3010:External links 3008: 3007: 3006: 2980:(4): 330–335. 2969: 2934: 2916: 2905: 2902: 2900: 2899: 2858: 2817: 2798:(5): 363–368. 2782: 2733: 2726: 2708: 2701: 2668: 2633: 2606: 2573: 2564: 2555: 2551: 2547: 2543: 2539: 2535: 2530:molecules: An 2527: 2523: 2514: 2487: 2460: 2420: 2411: 2390:(6): 783–788. 2370: 2351:(4): 938–939. 2328: 2309:(3): 417–418. 2290: 2283: 2255: 2227: 2212: 2210: 2207: 2196:Main article: 2193: 2190: 2161:kidney disease 2142: 2139: 2126: 2123: 2119:nephrotoxicity 2056:Main article: 2053: 2050: 1998:Main article: 1995: 1992: 1989: 1988: 1985: 1973: 1966: 1965: 1962: 1961:1 large stalk 1959: 1952: 1951: 1948: 1936: 1929: 1928: 1925: 1922: 1915: 1914: 1911: 1899: 1893: 1892: 1889: 1877: 1870: 1869: 1866: 1854: 1852:Concord grapes 1848: 1847: 1844: 1832: 1825: 1824: 1821: 1809: 1802: 1801: 1798: 1792: 1785: 1784: 1781: 1769: 1762: 1761: 1758: 1755: 1748: 1747: 1744: 1732: 1725: 1724: 1721: 1717: 1714:Milk chocolate 1710: 1709: 1706: 1703: 1696: 1695: 1692: 1680: 1673: 1672: 1669: 1666: 1659: 1658: 1655: 1652: 1645: 1644: 1641: 1629: 1622: 1621: 1618: 1615: 1608: 1607: 1604: 1592: 1586: 1585: 1582: 1570: 1563: 1562: 1559: 1548: 1541: 1540: 1537: 1511: 1510:, halves, raw 1504: 1503: 1500: 1488: 1485:Collard greens 1481: 1480: 1477: 1465: 1458: 1457: 1454: 1451: 1450:, unsweetened 1444: 1443: 1440: 1428: 1421: 1420: 1417: 1388: 1381: 1380: 1377: 1365: 1358: 1357: 1354: 1342: 1335: 1334: 1331: 1328: 1321: 1320: 1317: 1305: 1298: 1297: 1294: 1282: 1275: 1274: 1271: 1268: 1261: 1260: 1257: 1254: 1247: 1246: 1243: 1231: 1224: 1223: 1220: 1208: 1201: 1200: 1197: 1185: 1178: 1177: 1174: 1162: 1155: 1154: 1151: 1139: 1132: 1131: 1128: 1116: 1109: 1108: 1105: 1093: 1086: 1085: 1082: 1070: 1063: 1062: 1059: 1047: 1040: 1039: 1036: 1022: 1015: 1014: 1007: 1003: 967:fishtail palms 914:, and several 880: 877: 857:π interactions 805: 798: 797: 776: 769: 768: 767: 766: 765: 735: 698: 692: 682: 679: 623: 607: 589: 533: 530: 514:conjugate base 468:sodium oxalate 466:, for example 424: 421: 420: 415: 411:standard state 408: 405: 404: 399: 393: 390: 389: 385: 384: 381: 378: 373: 370: 369: 365: 364: 359: 357:Conjugate acid 353: 352: 346: 340: 339: 321: 316: 313: 312: 308: 307: 305: 304: 301: 293: 292: 291: 288: 287: 285: 284: 280: 277: 276: 274: 270: 267: 266: 258: 257: 256: 253: 252: 250: 249: 241: 239: 233: 232: 230: 229: 221: 219: 211: 208: 207: 205: 204: 196: 194: 188: 187: 184: 179: 176: 175: 173: 172: 164: 162: 156: 155: 153: 152: 144: 142: 136: 135: 132: 127: 124: 123: 121: 120: 112: 110: 103: 100: 99: 97: 96: 88: 86: 81: 78: 77: 73: 72: 68: 67: 61: 60: 57: 51: 50: 46: 45: 42: 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 5286: 5275: 5272: 5270: 5267: 5265: 5262: 5261: 5259: 5240: 5237: 5234: 5232: 5214: 5212: 5194: 5192: 5174: 5172: 5154: 5151: 5149: 5135: 5132: 5117: 5114: 5099: 5096: 5094: 5080: 5078: 5060: 5057: 5056: 5053: 5035: 5033: 5015: 5013: 4995: 4993: 4975: 4973: 4955: 4953: 4935: 4933: 4915: 4913: 4895: 4893: 4875: 4873: 4855: 4853: 4835: 4833: 4815: 4813: 4795: 4792: 4773: 4770: 4769: 4762: 4758: 4755: 4752: 4749: 4746: 4743: 4740: 4737: 4734: 4731: 4728: 4725: 4722: 4719: 4716: 4713: 4710: 4707: 4704: 4703: 4699: 4696: 4693: 4690: 4687: 4676: 4673: 4670: 4667: 4665: 4662: 4659: 4656: 4653: 4650: 4647: 4644: 4641: 4622: 4619: 4616: 4605: 4602: 4587: 4586: 4582: 4579: 4576: 4573: 4570: 4559: 4557: 4539: 4536: 4525: 4522: 4507: 4504: 4501: 4498: 4495: 4492: 4490: 4476: 4473: 4470: 4451: 4449: 4446: 4435: 4433: 4419: 4418: 4414: 4411: 4408: 4405: 4402: 4400: 4382: 4380: 4377: 4374: 4363: 4361: 4358: 4355: 4344: 4342: 4339: 4336: 4333: 4326: 4322: 4318: 4298: 4287: 4284: 4273: 4270: 4259: 4256: 4253: 4250: 4248: 4245: 4234: 4231: 4218: 4203: 4202: 4198: 4196: 4193: 4191: 4185: 4183: 4176: 4170: 4167: 4164: 4161: 4150: 4147: 4134: 4119: 4118: 4114: 4111: 4108: 4106: 4099: 4081: 4079: 4073: 4071: 4065: 4062: 4051: 4048: 4033: 4032: 4028: 4022: 4020: 4005: 4004: 3998: 3993: 3985: 3980: 3978: 3973: 3971: 3966: 3965: 3962: 3946: 3944: 3941: 3940: 3938: 3935: 3932: 3929: 3927: 3924: 3923: 3919: 3913: 3910: 3908: 3905: 3903: 3900: 3899: 3897: 3895: 3894:Non-medicinal 3891: 3885: 3882: 3880: 3877: 3875: 3871: 3867: 3865: 3864:Streptokinase 3862: 3860: 3857: 3855: 3852: 3848: 3845: 3843: 3840: 3839: 3837: 3833: 3830: 3828: 3825: 3823: 3820: 3818: 3815: 3814: 3813: 3809: 3806: 3805: 3803: 3801: 3800:fibrinolytics 3796: 3792: 3782: 3779: 3777: 3774: 3770: 3767: 3766: 3765: 3762: 3760: 3757: 3755: 3752: 3750: 3747: 3745: 3742: 3741: 3739: 3735: 3729: 3726: 3724: 3721: 3719: 3716: 3714: 3711: 3709: 3706: 3704: 3700: 3697: 3693: 3690: 3688: 3685: 3683: 3680: 3679: 3678: 3674: 3671: 3670: 3668: 3666: 3662: 3652: 3649: 3647: 3644: 3642: 3639: 3637: 3634: 3632: 3629: 3627: 3624: 3623: 3621: 3618: 3614: 3606: 3603: 3601: 3598: 3596: 3593: 3592: 3591: 3588: 3584: 3581: 3579: 3576: 3575: 3574: 3571: 3567: 3564: 3562: 3559: 3557: 3554: 3552: 3549: 3547: 3544: 3542: 3539: 3537: 3534: 3532: 3529: 3528: 3527: 3524: 3523: 3521: 3518: 3512: 3507: 3503: 3500: 3495: 3491: 3485: 3481: 3479: 3476: 3474: 3471: 3469: 3465: 3462: 3460: 3457: 3455: 3454:Phenprocoumon 3452: 3450: 3447: 3445: 3442: 3440: 3439:Coumatetralyl 3437: 3435: 3434:Acenocoumarol 3431: 3428: 3427: 3425: 3422: 3418: 3414: 3410: 3405: 3401: 3398: 3396: 3392: 3382: 3379: 3377: 3374: 3372: 3369: 3368: 3366: 3362: 3356: 3353: 3351: 3348: 3346: 3343: 3342: 3340: 3338: 3334: 3326: 3323: 3321: 3318: 3317: 3316: 3313: 3309: 3306: 3304: 3301: 3298: 3294: 3291: 3290: 3289: 3286: 3285: 3283: 3281: 3277: 3271: 3268: 3266: 3263: 3261: 3258: 3256: 3253: 3251: 3248: 3247: 3245: 3243: 3239: 3233: 3230: 3228: 3225: 3223: 3220: 3218: 3215: 3214: 3212: 3209: 3205: 3201: 3193: 3190: 3188: 3185: 3183: 3180: 3179: 3177: 3173: 3170: 3166: 3163: 3161: 3158: 3156: 3153: 3152: 3151: 3148: 3147: 3145: 3143: 3140: 3133: 3127: 3124: 3122: 3119: 3117: 3114: 3112: 3109: 3107: 3104: 3102: 3099: 3098: 3096: 3094: 3090: 3087: 3085: 3081: 3076: 3072: 3068: 3064: 3063:thrombolytics 3060: 3053: 3048: 3046: 3041: 3039: 3034: 3033: 3030: 3023: 3020: 3017: 3014: 3013: 3009: 3003: 2999: 2995: 2991: 2987: 2983: 2979: 2975: 2970: 2966: 2962: 2957: 2952: 2948: 2944: 2940: 2935: 2924: 2920: 2915: 2908: 2907: 2903: 2895: 2891: 2886: 2881: 2877: 2873: 2869: 2862: 2859: 2854: 2850: 2845: 2840: 2836: 2832: 2828: 2821: 2818: 2813: 2809: 2805: 2801: 2797: 2793: 2786: 2783: 2778: 2774: 2769: 2764: 2760: 2756: 2752: 2748: 2744: 2737: 2734: 2729: 2727:0-7216-2439-1 2723: 2719: 2712: 2709: 2704: 2702:9780024180100 2698: 2694: 2689: 2688: 2682: 2678: 2672: 2669: 2664: 2660: 2656: 2652: 2648: 2644: 2637: 2634: 2629: 2625: 2621: 2617: 2610: 2607: 2602: 2598: 2594: 2590: 2586: 2582: 2533: 2518: 2515: 2510: 2506: 2502: 2498: 2491: 2488: 2483: 2479: 2475: 2471: 2464: 2461: 2456: 2452: 2448: 2444: 2440: 2436: 2429: 2427: 2425: 2421: 2415: 2412: 2406: 2401: 2397: 2393: 2389: 2385: 2381: 2374: 2371: 2366: 2362: 2358: 2354: 2350: 2346: 2339: 2332: 2329: 2324: 2320: 2316: 2312: 2308: 2304: 2297: 2295: 2291: 2286: 2284:3-527-30673-0 2280: 2276: 2272: 2268: 2267: 2259: 2256: 2252: 2241: 2240:www.ebi.ac.uk 2237: 2231: 2228: 2223: 2217: 2214: 2208: 2206: 2204: 2199: 2191: 2189: 2187: 2183: 2182: 2177: 2172: 2171: 2166: 2162: 2158: 2154: 2150: 2149: 2140: 2138: 2136: 2135:hyperoxaluria 2132: 2131:hyperoxalemia 2124: 2122: 2120: 2116: 2112: 2088: 2073: 2069: 2065: 2059: 2051: 2049: 2047: 2046: 2042: 2038: 2033: 2031: 2027: 2023: 2015: 2011: 2006: 2001: 1993: 1986: 1974: 1971: 1968: 1967: 1963: 1960: 1957: 1954: 1953: 1949: 1937: 1934: 1931: 1930: 1926: 1923: 1920: 1917: 1916: 1912: 1900: 1898: 1895: 1894: 1890: 1878: 1875: 1872: 1871: 1867: 1855: 1853: 1850: 1849: 1845: 1833: 1830: 1827: 1826: 1822: 1810: 1807: 1804: 1803: 1799: 1797: 1793: 1790: 1787: 1786: 1782: 1770: 1767: 1764: 1763: 1759: 1756: 1753: 1750: 1749: 1745: 1733: 1731:, black, raw 1730: 1727: 1726: 1722: 1718: 1715: 1712: 1711: 1707: 1704: 1701: 1698: 1697: 1693: 1681: 1678: 1675: 1674: 1670: 1667: 1664: 1661: 1660: 1656: 1653: 1650: 1647: 1646: 1642: 1630: 1627: 1624: 1623: 1619: 1616: 1613: 1610: 1609: 1605: 1593: 1591: 1588: 1587: 1583: 1571: 1568: 1565: 1564: 1560: 1557: 1553: 1549: 1546: 1543: 1542: 1538: 1512: 1509: 1506: 1505: 1501: 1489: 1486: 1483: 1482: 1478: 1466: 1463: 1460: 1459: 1455: 1452: 1449: 1446: 1445: 1441: 1429: 1426: 1423: 1422: 1418: 1415: 1389: 1386: 1383: 1382: 1378: 1366: 1363: 1360: 1359: 1355: 1343: 1340: 1337: 1336: 1332: 1329: 1326: 1323: 1322: 1318: 1306: 1303: 1300: 1299: 1295: 1283: 1280: 1277: 1276: 1272: 1269: 1266: 1263: 1262: 1258: 1255: 1252: 1249: 1248: 1244: 1232: 1229: 1226: 1225: 1221: 1209: 1206: 1203: 1202: 1198: 1186: 1183: 1180: 1179: 1175: 1163: 1160: 1157: 1156: 1152: 1140: 1137: 1134: 1133: 1129: 1117: 1114: 1111: 1110: 1106: 1094: 1091: 1088: 1087: 1083: 1071: 1068: 1065: 1064: 1060: 1048: 1045: 1042: 1041: 1037: 1035: 1023: 1020: 1017: 1016: 1008: 1004: 1001: 1000: 994: 992: 988: 987: 982: 978: 974: 973: 968: 964: 960: 956: 952: 948: 944: 940: 936: 932: 928: 924: 919: 918: 913: 909: 905: 901: 897: 892: 890: 886: 878: 876: 874: 858: 855:with minimal 854: 850: 830: 802: 780: 773: 764: 748: 704: 696: 688: 680: 678: 629: 622: 610: 606: 592: 588: 583: 579: 575: 571: 567: 547: 543: 539: 531: 529: 527: 523: 520:. At neutral 519: 515: 492: 488: 469: 465: 461: 442: 438: 434: 430: 418: 412: 406: 403: 400: 397: 396:isoelectronic 392: 391: 386: 379: 376: 372: 371: 366: 363: 360: 358: 355: 354: 347: 345: 342: 341: 322: 319: 315: 314: 309: 300: 296: 289: 275: 265: 261: 254: 247: 243: 242: 240: 238: 235: 234: 227: 223: 222: 220: 214: 210: 209: 202: 198: 197: 195: 193: 190: 189: 185: 182: 178: 177: 170: 166: 165: 163: 161: 158: 157: 150: 146: 145: 143: 141: 138: 137: 133: 130: 126: 125: 118: 114: 113: 111: 107: 102: 101: 94: 90: 89: 87: 84: 80: 79: 74: 66: 62: 56: 52: 47: 39: 34: 19: 3991: 3911: 3884:Fibrinolysin 3854:Anistreplase 3832:Desmoteplase 3827:Tenecteplase 3728:Ximelagatran 3578:Fondaparinux 3517:antithrombin 3473:Diphenadione 3350:Dipyridamole 3293:Dipyridamole 3232:Treprostinil 3227:Prostacyclin 3106:Eptifibatide 2977: 2973: 2946: 2942: 2926:. Retrieved 2922: 2913: 2875: 2871: 2861: 2834: 2830: 2820: 2795: 2791: 2785: 2750: 2746: 2736: 2717: 2711: 2686: 2671: 2646: 2642: 2636: 2619: 2615: 2609: 2584: 2580: 2531: 2517: 2496: 2490: 2469: 2463: 2438: 2434: 2414: 2387: 2383: 2373: 2348: 2344: 2331: 2306: 2302: 2265: 2258: 2250: 2243:. Retrieved 2239: 2230: 2216: 2201: 2179: 2168: 2146: 2144: 2130: 2128: 2067: 2061: 2043: 2034: 2022:kidney stone 2019: 2010:kidney stone 2000:Kidney stone 1829:Blackberries 1677:Strawberries 1590:Gooseberries 1339:Sweet potato 984: 970: 927:black pepper 915: 893: 882: 826: 684: 620: 604: 586: 574:acid oxalate 535: 433:ethanedioate 432: 428: 427: 302:C(=O)(C(=O)) 76:Identifiers 69:Ethanedioate 4379:Katsarosite 4325:humboldtine 3933:from market 3754:Defibrotide 3682:Bivalirudin 3651:Rivaroxaban 3590:Heparinoids 3583:Idraparinux 3484:Tioclomarol 3478:Phenindione 3468:Clorindione 3371:Cloricromen 3165:Ticlopidine 3155:Clopidogrel 3016:Oxalate.org 2949:(10): 924. 2923:chm.uri.edu 2176:proteinuria 2153:wood sorrel 2111:oxaliplatin 2109:. The drug 2045:Aspergillus 2030:risk factor 1935:, red, raw 1933:Raspberries 1897:Redcurrants 1874:Blueberries 1766:Green beans 1729:Raspberries 1668:6–8 medium 1567:Cereal germ 889:saccharides 853:single bond 518:oxalic acid 512:). It is a 375:Point group 311:Properties 149:CHEBI:30623 5258:Categories 3859:Monteplase 3776:Ramatroban 3759:Nafamostat 3744:Abelacimab 3723:Melagatran 3708:Dabigatran 3703:Argatroban 3646:Otamixaban 3631:Betrixaban 3619:("xabans") 3605:Sulodexide 3595:Danaparoid 3566:Tinzaparin 3556:Parnaparin 3551:Nadroparin 3546:Enoxaparin 3541:Dalteparin 3536:Certoparin 3496:inhibitors 3444:Dicoumarol 3345:Cilostazol 3325:Terutroban 3303:Picotamide 3192:Ticagrelor 3176:nucleoside 3172:Nucleotide 3142:inhibitors 3121:Sibrafiban 2534:Study of B 2209:References 2192:Congenital 2014:weddellite 1796:tablespoon 1569:, toasted 1207:, pickled 1002:Food item 935:poppy seed 568:with this 368:Structure 344:Molar mass 246:PQ7QG47K6T 160:ChemSpider 104:3D model ( 83:CAS Number 55:IUPAC name 3943:Phase III 3931:Withdrawn 3847:Urokinase 3842:Saruplase 3822:Reteplase 3817:Alteplase 3764:Protein C 3718:Inogatran 3713:Efegatran 3699:Univalent 3692:Lepirudin 3687:Desirudin 3636:Darexaban 3561:Reviparin 3531:Bemiparin 3494:Factor Xa 3430:Coumarins 3407:(inhibit 3381:Vorapaxar 3355:Triflusal 3320:Terbogrel 3308:Terbogrel 3297:+ aspirin 3270:Triflusal 3265:Indobufen 3255:Aloxiprin 3217:Beraprost 3187:Elinogrel 3182:Cangrelor 3160:Prasugrel 3126:Tirofiban 3116:Roxifiban 3111:Orbofiban 3101:Abciximab 2994:2000-0669 2965:2073-4352 2587:: 20–29. 2532:ab initio 2245:2 January 2222:"Oxalate" 2186:gut flora 2157:black tea 2095:[Fe(C 1970:Cranberry 1958:, cooked 1924:2 medium 1768:, cooked 1757:1 medium 1705:2 stalks 1665:, cooked 1654:1 medium 1628:, cooked 1617:1 medium 1487:, cooked 1448:Chocolate 1364:, cooked 1341:, cooked 1330:8–9 pods 1327:, cooked 1302:Dandelion 1184:, frozen 1161:, canned 1115:, cooked 1092:, cooked 955:chocolate 923:carambola 904:buckwheat 885:oxidation 687:dihedrals 681:Structure 439:with the 5264:Oxalates 3673:Bivalent 3641:Edoxaban 3626:Apixaban 3459:Warfarin 3376:Ditazole 3222:Iloprost 3178:analogs 3002:96834193 2943:Crystals 2894:23536130 2853:25830441 2812:16047945 2777:30566003 2683:(1976). 2601:98744097 2455:12611516 2163:or even 2141:Acquired 2115:platinum 1956:Broccoli 1919:Apricots 1550:1 level 1462:Parsnips 1044:Purslane 1019:Beetroot 991:infusion 939:amaranth 849:C−C bond 695:symmetry 489:such as 435:) is an 394:Related 134:1905970 93:338-70-5 31:Oxalate 4766:  3992:oxalate 3912:Oxalate 3902:Citrate 3879:Brinase 3677:Hirudin 3506:Heparin 3482:Other: 2928:10 June 2910:Euler. 2768:6459305 2651:Bibcode 2392:Bibcode 2353:Bibcode 2311:Bibcode 2184:in the 2039:of the 1979:⁄ 1942:⁄ 1905:⁄ 1883:⁄ 1860:⁄ 1838:⁄ 1820:medium 1815:⁄ 1775:⁄ 1738:⁄ 1686:⁄ 1635:⁄ 1626:Carrots 1598:⁄ 1576:⁄ 1531:⁄ 1517:⁄ 1494:⁄ 1471:⁄ 1434:⁄ 1408:⁄ 1394:⁄ 1385:Peanuts 1371:⁄ 1348:⁄ 1311:⁄ 1288:⁄ 1237:⁄ 1214:⁄ 1191:⁄ 1182:Spinach 1168:⁄ 1159:Rhubarb 1145:⁄ 1122:⁄ 1099:⁄ 1090:Spinach 1076:⁄ 1067:Rhubarb 1053:⁄ 1028:⁄ 1011:content 1009:Oxalate 1005:Serving 983:plant ( 975:), and 963:berries 961:, most 957:, most 931:parsley 908:fat hen 900:rhubarb 896:spinach 538:protons 460:dianion 458:. This 429:Oxalate 338: 213:PubChem 58:Oxalate 3926:WHO-EM 3874:Ancrod 3868:Other 3515:(bind 3508:group/ 3000:  2992:  2963:  2892:  2851:  2810:  2775:  2765:  2724:  2699:  2599:  2558:, and 2453:  2281:  2125:Excess 1972:juice 1921:, raw 1876:, raw 1831:, raw 1808:, raw 1789:Chives 1752:Orange 1702:, raw 1700:Celery 1679:, raw 1612:Potato 1558:water 1508:Pecans 1425:Turnip 1387:, raw 1281:, dry 1267:, raw 1265:Endive 1253:, raw 1251:Almond 917:Oxalis 912:sorrel 902:, and 661:, and 580:. The 548:anion 487:esters 349:88.018 295:SMILES 201:C00209 49:Names 4478:Nb(HC 3812:r-tPA 3737:Other 3364:Other 2998:S2CID 2597:S2CID 2341:(PDF) 2165:death 2041:genus 2037:fungi 2035:Some 1806:Leeks 1649:Apple 1556:fl oz 1554:in 7 1522:cup ( 1453:1 oz 1399:cup ( 1279:Cocoa 1256:1 oz 1136:Chard 1013:(mg) 977:beans 951:cocoa 947:beets 943:chard 570:anion 464:salts 437:anion 260:InChI 226:71081 186:2207 169:64235 140:ChEBI 106:JSmol 5137:Pu(C 5120:Np(C 5082:Th(C 4139:NaHC 3907:EDTA 3838:UPA 3781:REG1 3208:PGI2 3069:and 2990:ISSN 2961:ISSN 2930:2021 2890:PMID 2849:PMID 2808:PMID 2773:PMID 2722:ISBN 2697:ISBN 2451:PMID 2279:ISBN 2247:2019 2028:, a 1947:cup 1910:cup 1888:cup 1865:cup 1843:cup 1780:cup 1743:cup 1716:bar 1691:cup 1640:cup 1603:cup 1581:cup 1536:oz) 1499:cup 1476:cup 1442:110 1439:cup 1419:113 1379:125 1376:cup 1362:Kale 1356:141 1353:cup 1333:146 1325:Okra 1319:246 1316:cup 1296:254 1293:cup 1273:273 1259:296 1245:476 1242:cup 1228:Poke 1222:500 1219:cup 1205:Beet 1199:600 1196:cup 1176:600 1173:cup 1153:660 1150:cup 1130:675 1127:cup 1113:Beet 1107:750 1104:cup 1084:860 1081:cup 1061:910 1058:cup 1038:916 959:nuts 827:The 613:5.25 595:5.37 566:salt 564:. A 237:UNII 192:KEGG 5241:No 5238:Md 5235:Fm 5152:Am 5097:Pa 5058:** 4759:Og 4756:Ts 4753:Lv 4750:Mc 4747:Fl 4744:Nh 4741:Cn 4738:Rg 4735:Ds 4732:Mt 4729:Hs 4726:Bh 4723:Sg 4720:Db 4717:Rf 4714:Lr 4711:** 4708:Ra 4705:Fr 4700:Rn 4697:At 4694:Po 4691:Bi 4679:PbC 4674:Tl 4671:Hg 4668:Au 4664:-Pt 4660:Ir 4657:Os 4654:Re 4648:Ta 4645:Hf 4608:BaC 4583:Xe 4577:Te 4574:Sb 4562:SnC 4528:CdC 4505:Pd 4502:Rh 4499:Ru 4496:Tc 4493:Mo 4474:Zr 4438:SrC 4415:Kr 4412:Br 4409:Se 4406:As 4403:Ge 4366:CuC 4360:-Ni 4347:CoC 4335:+Na 4329:+NH 4321:+Fe 4290:FeC 4276:MnC 4262:CrC 4254:Ti 4251:Sc 4237:CaC 4223:KHC 4199:Ar 4195:+Cl 4187:+SO 4179:+PO 4172:+PO 4168:Si 4165:Al 4153:MgC 4115:Ne 4102:+NO 4083:(NH 4075:+CO 4067:+BO 4054:BeC 4029:He 3994:ion 3413:VII 3075:B01 3073:) ( 2982:doi 2951:doi 2880:doi 2839:doi 2835:372 2800:doi 2796:201 2763:PMC 2755:doi 2751:316 2693:737 2659:doi 2647:104 2624:doi 2620:209 2589:doi 2579:". 2550:, N 2542:, B 2505:doi 2478:doi 2443:doi 2400:doi 2361:doi 2319:doi 2271:doi 1950:10 1927:10 1913:11 1891:11 1868:13 1846:13 1823:15 1800:19 1783:23 1760:24 1746:33 1723:34 1708:34 1694:35 1671:37 1657:41 1643:45 1620:64 1606:66 1584:67 1561:72 1552:tsp 1545:Tea 1539:74 1502:74 1479:81 1456:91 1034:cup 981:tea 925:), 887:of 524:in 516:of 495:(CH 216:CID 5260:: 5220:(C 5216:Es 5200:(C 5196:Cf 5180:(C 5176:Bk 5160:(C 5156:Cm 5102:UO 5066:(C 5062:Ac 5041:(C 5037:Yb 5021:(C 5017:Tm 5001:(C 4997:Er 4981:(C 4977:Ho 4961:(C 4957:Dy 4941:(C 4937:Tb 4921:(C 4917:Gd 4901:(C 4897:Eu 4881:(C 4877:Sm 4861:(C 4857:Pm 4841:(C 4837:Nd 4821:(C 4817:Pr 4801:(C 4797:Ce 4780:(C 4776:La 4771:* 4651:W 4629:(C 4625:Lu 4620:* 4590:Cs 4580:I 4545:(C 4541:In 4510:Ag 4458:(C 4421:Rb 4388:(C 4384:Ga 4341:+K 4338:+K 4306:(C 4302:Fe 4257:V 4122:Na 4112:F 4109:O 4036:Li 4007:(H 3939:: 3872:: 3810:: 3701:: 3675:: 3466:: 3432:: 3419:, 3417:IX 3415:, 3411:, 3409:II 3138:12 3065:, 2996:. 2988:. 2978:14 2976:. 2959:. 2947:10 2945:. 2941:. 2921:. 2917:sp 2888:. 2876:83 2874:. 2870:. 2847:. 2833:. 2829:. 2806:. 2794:. 2771:. 2761:. 2749:. 2745:. 2695:. 2679:; 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Index

Potassium oxalate
two capital Cs connected to each other by a solid line and each connected to two separate Os by a solid line and a dashed line next to the solid line, the whole thing in brackets with a −2 to the top-right
IUPAC name
Systematic IUPAC name
CAS Number
338-70-5
JSmol
Interactive image
Beilstein Reference
ChEBI
CHEBI:30623
ChemSpider
64235
Gmelin Reference
KEGG
C00209
PubChem
71081
UNII
PQ7QG47K6T
InChI
SMILES
Chemical formula
Molar mass
Conjugate acid
Hydrogenoxalate
Point group
isoelectronic
Dinitrogen tetroxide
standard state

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