白桦脂醇

白桦脂醇
	IUPAC名; Lup-20(29)-ene-3β,28-diol
	系统名; (1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-hydroxymethyl-1,2,14,18,18-hexamethyl-8-(1-methylethenyl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosan-17-ol; (1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-1,2,14,18,18-五甲基-5-羟甲基-8-(1-甲基乙烯基)五环[11.8.0.02,10.05,9.014,19]-17-二十一醇
英文名	Betulin
别名	桦木醇
识别
CAS号	473-98-3
PubChem	72326
ChemSpider	65272
SMILES	O[C@H]5CC[C@@]4([C@@H]3[C@@]([C@]2([C@@H]([C@@H]1[C@](CO)(CC[C@H]1C(=C)C)CC2)CC3)C)(C)CC[C@H]4C5(C)C)C;
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;
InChIKey	FVWJYYTZTCVBKE-ROUWMTJPBQ
KEGG	C08618
性质
化学式	C30H50O2
摩尔质量	442.72 g·mol−1
外观	针状晶体
熔点	256—257 °C（493—495 °F；529—530 K）
溶解性（水）	不溶
溶解性	微溶于乙醇和苯，易溶于二乙醚、乙酸乙酯和石油英（英语：Ligroin）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

白桦脂醇（英語：Betulin，也译作桦木醇）是一种天然的羽扇豆烷型五环三萜化合物，大量存在于桦树的树皮中，比如占到垂枝桦（Betula pendula）树皮干重的30%^[2]，白樺茸（Inonotus obliquus）^[3]和红桤木（Alnus rubra）也有白桦脂醇^[4]。

白桦脂醇于1788年由约汉·托比阿斯·洛维茨（英语：Johann Tobias Lowitz）发现。^[5]^[6]

参考文献

^ ^1.0 ^1.1 ^1.2 Haynes, William M.; Lide, David R.; Bruno, Thomas J. 3. CRC Handbook of Chemistry and Physics 95th. Boca Raton, Florida: CRC Press. 2014: 340. ISBN 9781482208689. OCLC 908078665.
^ Green, Brian; Bentley, Michael D.; Chung, Bong Y.; Lynch, Nicholas G.; Jensen, Bruce L. Isolation of Betulin and Rearrangement to Allobetulin. A Biomimetic Natural Product Synthesis. Journal of Chemical Education. 2007-12-01, 84 (12): 1985. Bibcode:2007JChEd..84.1985G. doi:10.1021/ed084p1985 （英语）.
^ Gao, Yuan; Xu, Hongyu; Lu, Zhenming; Xu, Zhenghong. Quantitative determination of steroids in the fruiting bodies and submerged-cultured mycelia of Inonotus obliquus. Se Pu. November 2009, 27 (6): 745–749. ISSN 1000-8713. PMID 20352924.
^ Gregory L., Tilford. Edible and medicinal plants of the West. Missoula, Mont.: Mountain Press Pub. 1997: 12 [2019-12-21]. ISBN 9780878423590. LCCN 97000842. OCLC 36307825. （原始内容存档于2021-04-27）.
^ Lowitz, J. T. Űber eine neue, fast benzoeartige substanz der briken. Crell's Chem. Ann. 1788, 1: 312–317.
^ Król, Sylwia Katarzyna; Kiełbus, Michał; Rivero-Müller, Adolfo; Stepulak, Andrzej. Comprehensive Review on Betulin as a Potent Anticancer Agent. BioMed Research International. 2015, 2015: 584189. PMC 4383233 . PMID 25866796. doi:10.1155/2015/584189 .

[:crc-1] 1.0 ^1.1 ^1.2 Haynes, William M.; Lide, David R.; Bruno, Thomas J. 3. CRC Handbook of Chemistry and Physics 95th. Boca Raton, Florida: CRC Press. 2014: 340. ISBN 9781482208689. OCLC 908078665.

[2] Green, Brian; Bentley, Michael D.; Chung, Bong Y.; Lynch, Nicholas G.; Jensen, Bruce L. Isolation of Betulin and Rearrangement to Allobetulin. A Biomimetic Natural Product Synthesis. Journal of Chemical Education. 2007-12-01, 84 (12): 1985. Bibcode:2007JChEd..84.1985G. doi:10.1021/ed084p1985 （英语）.

[3] Gao, Yuan; Xu, Hongyu; Lu, Zhenming; Xu, Zhenghong. Quantitative determination of steroids in the fruiting bodies and submerged-cultured mycelia of Inonotus obliquus. Se Pu. November 2009, 27 (6): 745–749. ISSN 1000-8713. PMID 20352924.

[:0-4] Gregory L., Tilford. Edible and medicinal plants of the West. Missoula, Mont.: Mountain Press Pub. 1997: 12 [2019-12-21]. ISBN 9780878423590. LCCN 97000842. OCLC 36307825. （原始内容存档于2021-04-27）.

[5] Lowitz, J. T. Űber eine neue, fast benzoeartige substanz der briken. Crell's Chem. Ann. 1788, 1: 312–317.

[6] Król, Sylwia Katarzyna; Kiełbus, Michał; Rivero-Müller, Adolfo; Stepulak, Andrzej. Comprehensive Review on Betulin as a Potent Anticancer Agent. BioMed Research International. 2015, 2015: 584189. PMC 4383233 . PMID 25866796. doi:10.1155/2015/584189 .

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