325:
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24:
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D-pinitol is the most widely distributed inositol ether in plants. In
Angiosperms, D-pinitol has a relatively straight forward and short biosynthesis which proceeds via the Loewus pathway. The precursor to the biosynthesis pathway is glucose-6-phosphate, which is converted to D-ononitol
177:
1006:
675:
Sanz ML, Martínez-Castro I, Moreno-Arribas MV (2008). "Identification of the origin of commercial enological tannins by the analysis of monosaccharides and polyalcohols".
462:
866:
Kim DK, Lim YJ, Kim JS, Park JH, Kim ND, Im KS, et al. (May 1999). "A cyclitol derivative as a replication inhibitor from the marine sponge
Petrosia sp".
364:
647:
582:(1-D-4-O-methyl-myo-inositol) via myo-inositol. Ononitol is epimerized to yield D-pinitol via a D-ononitol epimerase using NADPH as a cofactor.
339:
796:
Ley SV, Sternfeld F, Taylor S (1987). "Microbial oxidation in synthesis: A six step preparation of (±)-pinitol from benzene".
282:
831:
Quemener B, Brillouet JM (1983). "Ciceritol, a pinitol digalactoside from seeds of chickpea, lentil and white lupin".
585:
303:
469:
608:
23:
506:
plant tannins can be differentiated by their content of pinitol. It was first identified in the sugar pine (
498:
909:
Sánchez-Hidalgo M, León-González AJ, Gálvez-Peralta M, González-Mauraza NH, Martin-Cordero C (2021-02-01).
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950:"Water Deficit Elicits a Transcriptional Response of Genes Governing d-pinitol Biosynthesis in Soybean (
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747:"Ultrasound-assisted extraction of D-pinitol from carob pods using Response Surface Methodology"
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InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5-,6+,7+/m0/s1
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911:"d-Pinitol: a cyclitol with versatile biological and pharmacological activities"
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Anderson AB, MacDonald DL, Fischer HO (1952). "The structure of pinitol".
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Except where otherwise noted, data are given for materials in their
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512:). It is also found in other plants, such as in the pods of the
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179 to 185 °C (354 to 365 °F; 452 to 458 K)
609:"Pinitol—A new anti-diabetic compound from the leaves of
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A cyclitol derivative can be found in the marine sponge
607:
Narayanan CR, Joshi DD, Mujumdar AM, Dhekne VV (1987).
457:
648:"Introduction Sutherlandia frutesoens—Kankerbossie"
948:Dumschott K, Dechorgnat J, Merchant A (May 2019).
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958:International Journal of Molecular Sciences
529:, the first example being the oxidation of
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712:Journal of the American Chemical Society
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83:)-6-Methoxycyclohexane-1,2,3,4,5-pentol
351:Key: DSCFFEYYQKSRSV-KLJZZCKASA-N
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7:
552:that can be isolated from seeds of
252:
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537:in the synthesis of (±)-pinitol.
519:Certain variants of the bacteria
1007:Pinitol on Sigma Aldrich website
745:Tetik N, Yüksel E (March 2014).
447:
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22:
443:(at 25 °C , 100 kPa).
764:10.1016/j.ultsonch.2013.09.008
689:10.1016/j.foodchem.2008.04.050
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1:
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810:10.1016/S0040-4039(00)95692-2
657:. 2005-08-04. Archived from
868:Journal of Natural Products
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927:10.1007/s11101-020-09677-6
751:Ultrasonics Sonochemistry
611:Bougainvillea spectabilis
589:Biosynthesis of D-Pinitol
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499:Sutherlandia frutescens
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55:Systematic IUPAC name
971:10.3390/ijms20102411
496:agent isolated from
798:Tetrahedron Letters
724:10.1021/ja01126a036
423: g·mol
18:
655:Afrikaanse Kruiden
591:
525:have been used in
522:Pseudomonas putida
470:Infobox references
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880:10.1021/np9804785
527:organic synthesis
509:Pinus lambertiana
478:Chemical compound
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372:CO1(O)(O)(O)(O)1O
304:CompTox Dashboard
178:Interactive image
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550:digalactoside
548:is a pinitol
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218:ChEMBL493737
137:Identifiers
125:-(+)-Pinitol
110:
101:
93:
90:Other names
80:
76:
72:
68:
64:
60:
45:
952:Glycine max
562:white lupin
488:, a cyclic
381:Properties
198:CHEBI:28548
127:(+)-Pinitol
594:References
541:Glycosides
535:Steven Ley
514:carob tree
416:Molar mass
292:TF9HZN9T0M
229:ChemSpider
165:3D model (
154:10284-63-6
144:CAS Number
37:IUPAC name
1022:Cyclitols
935:1572-980X
732:101698212
546:Ciceritol
113:-Inositol
104:-inositol
48:-Inositol
1016:Category
990:31096655
896:20297208
888:10346968
853:84765529
818:83944164
782:28123933
773:24090831
697:84922451
633:24091051
570:Petrosia
554:chickpea
502:leaves.
486:cyclitol
266: (3
238:10369209
131:Pinnitol
129:Sennitol
118:-Pinitol
96:-Methyl-
17:Pinitol
981:6566849
531:benzene
482:Pinitol
463:what is
461: (
421:194.183
250:PubChem
120:Inzitol
988:
978:
933:
894:
886:
851:
816:
779:
771:
730:
695:
630:
558:lentil
490:polyol
458:verify
455:
365:SMILES
263:164619
209:ChEMBL
31:Names
892:S2CID
849:S2CID
814:S2CID
777:S2CID
728:S2CID
693:S2CID
662:(PDF)
651:(PDF)
628:JSTOR
616:(PDF)
484:is a
340:InChI
189:ChEBI
167:JSmol
111:chiro
109:-(+)-
102:chiro
46:chiro
986:PMID
931:ISSN
884:PMID
769:PMID
573:sp.
560:and
504:Gall
283:UNII
976:PMC
966:doi
923:doi
876:doi
841:doi
806:doi
759:doi
720:doi
685:doi
681:111
309:EPA
253:CID
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453:N
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400:H
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307:(
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272:Ξ
268:Ξ
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123:D
116:D
107:D
100:-
98:D
94:O
81:S
77:S
73:S
69:R
65:S
61:R
44:-
42:D
40:1
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