白桦脂酸

白桦脂酸
	IUPAC名; (3β)-3-Hydroxy-lup-20(29)-en-28-oic acid
	系统名; (1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-17-hydroxy-1,2,14,18,18-hexamethyl-8-(1-methylethenyl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosane-5-carboxylic acid; (1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-1,2,14,18,18-五甲基-8-(1-甲基乙烯基)-17-羟基五环[11.8.0.02,10.05,9.014,19]二十一烷-5-甲酸
别名	白桦酯酸; 桦木酸; 表白桦脂酸
识别
CAS号	472-15-1
PubChem	64971
ChemSpider	58496
SMILES	O=C(O)[C@@]54[C@@H]([C@@H]3[C@@]([C@]1([C@@H]([C@]2(C)[C@@H](CC1)C(C)(C)[C@@H](O)CC2)CC3)C)(C)CC4)[C@H](C(=C)C)CC5;
InChI	1/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1;
InChIKey	QGJZLNKBHJESQX-FZFNOLFKBI
EINECS	207-448-8
ChEBI	3087
IUPHAR配体	3945
性质
化学式	C30H48O3
摩尔质量	456.7 g·mol−1
熔点	316-318 °C（589-591 K）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

白桦脂酸（英语：Betulinic acid，也称作白桦酯酸、桦木酸、表白桦脂酸）是一种天然的羽扇豆烷型五环三萜化合物，具有抗逆转录病毒活性，抗疟疾活性和抗炎活性，最近又有报道称能通过抑制拓扑异构酶而具有抗癌活性^[1]，最早发现于桦木属的一些物种，如毛桦（Betula pubescens）的树皮中^[2]因而得名。

另见[编辑]

白桦脂醇
其它化学式为C₃₀H₄₈O₃的五环三萜酸
- 齐墩果酸
- 熊果酸
化学式为C₃₀H₄₆O₃的五环三萜酸
- 模绕酮酸

参考文献[编辑]

^ Chowdhury AR, Mandal S, Mittra B, Sharma S, Mukhopadhyay S, Majumder HK. Betulinic acid, a potent inhibitor of eukaryotic topoisomerase I: identification of the inhibitory step, the major functional group responsible and development of more potent derivatives. Medical Science Monitor. July 2002, 8 (7): BR254–65. PMID 12118187.
^ Tan Y, Yu R, Pezzuto JM. Betulinic acid-induced programmed cell death in human melanoma cells involves mitogen-activated protein kinase activation. Clinical Cancer Research. July 2003, 9 (7): 2866–75 [2019-11-23]. PMID 12855667. （原始内容存档于2013-02-23）.

[Chowdhury-1] Chowdhury AR, Mandal S, Mittra B, Sharma S, Mukhopadhyay S, Majumder HK. Betulinic acid, a potent inhibitor of eukaryotic topoisomerase I: identification of the inhibitory step, the major functional group responsible and development of more potent derivatives. Medical Science Monitor. July 2002, 8 (7): BR254–65. PMID 12118187.

[Tan-2] Tan Y, Yu R, Pezzuto JM. Betulinic acid-induced programmed cell death in human melanoma cells involves mitogen-activated protein kinase activation. Clinical Cancer Research. July 2003, 9 (7): 2866–75 [2019-11-23]. PMID 12855667. （原始内容存档于2013-02-23）.

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