白桦脂醇

白桦脂醇英語:,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]红桤木Alnus rubra)也有白桦脂醇[4]

Betulin
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

别名 betulinol, betuline, betulol, betulinic alcohol, trochol
识别
CAS号 473-98-3  checkY
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 solid with needle-like crystals[1]
熔点 256 - 257 °C(272 K)
溶解性 insoluble[1]
溶解性 微溶于乙醇,易溶于二乙醚乙酸乙酯石油英[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. Haynes, William M.; Lide, David R.; Bruno, Thomas J. . 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. . 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. . Se Pu. November 2009, 27 (6): 745–749. ISSN 1000-8713. PMID 20352924.
  4. Gregory L., Tilford. . 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).
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