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220:
24:
521:
150:
157:
710:
Green, Brian; Bentley, Michael D.; Chung, Bong Y.; Lynch, Nicholas G.; Jensen, Bruce L. (2007-12-01). "Isolation of
Betulin and Rearrangement to Allobetulin. A Biomimetic Natural Product Synthesis".
356:
InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
366:
InChI=1/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
534:
745:
Gao, Yuan; Xu, Hongyu; Lu, Zhenming; Xu, Zhenghong (November 2009). "Quantitative determination of steroids in the fruiting bodies and submerged-cultured mycelia of
382:
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585:
The compound in the bark gives the tree its white color which appears to protect the tree from
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629:
structure. It has a pentacyclic ring structure, and hydroxyl groups in positions C3 and C28.
826:
816:
727:
470:
410:
299:
197:
803:
Król, Sylwia
Katarzyna; Kiełbus, Michał; Rivero-Müller, Adolfo; Stepulak, Andrzej (2015).
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23:
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784:
Lowitz, J. T. (1788). "Űber eine neue, fast benzoeartige substanz der briken".
593:. As a result, birches are some of the northernmost occurring deciduous trees.
557:
481:
438:
188:
762:
696:
91:)-3a-(Hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1
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Except where otherwise noted, data are given for materials in their
254:
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139:
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245:
805:"Comprehensive Review on Betulin as a Potent Anticancer Agent"
681:(95th ed.). Boca Raton, Florida: CRC Press. p. 340.
590:
673:
Haynes, William M.; Lide, David R.; Bruno, Thomas J. (2014).
316:
464:
256 to 257 °C (493 to 495 °F; 529 to 530 K)
104:
Betulinol, betuline, betulol, betulinic alcohol, trochol
529:
390:
O5CC4(3(2((1(CO)(CC1C(=C)C)CC2)CC3)C)(C)CC4C5(C)C)C
395:CC(=C)1CC2(13CC45(CC(C(5CC4(3(CC2)C)C)(C)C)O)C)CO
278:
568:trees. It forms up to 30% of the dry weight of
125:
8:
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15:
830:
820:
625:Chemically, betulin is a triterpenoid of
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209:
679:CRC Handbook of Chemistry and Physics
359:Key: FVWJYYTZTCVBKE-ROUWMTJPSA-N
176:
7:
556:is an abundant, naturally occurring
560:. It is commonly isolated from the
369:Key: FVWJYYTZTCVBKE-ROUWMTJPBQ
269:
253:
14:
519:
454:solid with needle-like crystals
422:
22:
515:(at 25 °C , 100 kPa).
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416:
1:
809:BioMed Research International
712:Journal of Chemical Education
902:
601:Betulin was discovered in
572:bark. It is also found in
509:
403:
378:
343:
109:
101:
45:
40:Lup-20(29)-ene-3β,28-diol
35:
30:
21:
95:-cyclopentachrysen-9-ol
871:Pentacyclic compounds
866:Isopropenyl compounds
47:Systematic IUPAC name
615:Johann Tobias Lowitz
486:slightly soluble in
822:10.1155/2015/584189
724:2007JChEd..84.1985G
589:overheating by the
471:Solubility in water
446: g·mol
18:
886:Secondary alcohols
732:10.1021/ed084p1985
582:contains betulin.
542:Infobox references
16:
786:Crell's Chem. Ann
747:Inonotus obliquus
579:Inonotus obliquus
550:Chemical compound
548:
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312:CompTox Dashboard
158:Interactive image
151:Interactive image
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881:Primary alcohols
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500:ethyl acetate
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496:diethyl ether
494:; soluble in
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460:Melting point
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718:(12): 1985.
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649:Phytosterols
644:Stanol ester
639:Abietic acid
624:
600:
584:
577:
570:silver birch
553:
552:
110:Identifiers
102:Other names
92:
88:
84:
80:
76:
72:
68:
64:
60:
56:
52:
861:Triterpenes
451:Appearance
404:Properties
216:100.006.797
178:ChEMBL23236
855:Categories
815:: 584189.
792:: 312–317.
655:References
587:mid-winter
558:triterpene
482:Solubility
476:insoluble
439:Molar mass
300:6W70HN7X7O
189:ChemSpider
138:3D model (
117:CAS Number
37:IUPAC name
763:1000-8713
697:908078665
621:Chemistry
574:birch sap
237:207-475-5
229:EC Number
841:25866796
771:20352924
633:See also
613:chemist
127:473-98-3
17:Betulin
832:4383233
720:Bibcode
611:Russian
597:History
554:Betulin
535:what is
533: (
504:ligroin
492:benzene
488:ethanol
444:442.728
267:PubChem
839:
829:
769:
761:
695:
685:
627:lupane
607:German
530:verify
527:
383:SMILES
255:C08618
169:ChEMBL
31:Names
876:Diols
751:Se Pu
566:birch
348:InChI
280:72326
198:65272
140:JSmol
837:PMID
813:2015
767:PMID
759:ISSN
693:OCLC
683:ISBN
603:1788
562:bark
502:and
490:and
291:UNII
246:KEGG
87:,13b
83:,13a
79:,11b
75:,11a
827:PMC
817:doi
749:".
728:doi
675:"3"
605:by
591:sun
564:of
317:EPA
270:CID
67:,7a
63:,5b
59:,5a
55:,3a
857::
835:.
825:.
811:.
807:.
788:.
765:.
755:27
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726:.
716:84
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663:^
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426:50
420:30
71:,9
51:(1
843:.
819::
790:1
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734:.
730::
722::
699:.
609:-
525:Y
432:2
429:O
423:H
417:C
319:)
315:(
142:)
93:H
89:R
85:R
81:R
77:R
73:S
69:R
65:R
61:R
57:S
53:R
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