(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

• ChemBase编号: 175916
• 分子式: C40H58O4
• 平均质量: 602.88612
• 单一同位素质量: 602.43351034
• SMILES: C1C[C@@H](C([C@H]2[C@]31[C@]1([C@@H](CC2)[C@]2([C@](CC1)([C@H](CC2)[C@@H](CCC=C(C)C)C)C)C)C3)(C)C)OC(=O)/C=C/c1cc(c(cc1)O)OC
• Canonical SMILES: COc1cc(/C=C/C(=O)O[C@H]2CC[C@]34[C@H](C2(C)C)CC[C@@H]2[C@@]4(C3)CC[C@]3([C@@]2(C)CC[C@@H]3[C@@H](CCC=C(C)C)C)C)ccc1O
• InChI: InChI=1S/C40H58O4/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3/b17-13+/t27-,29-,32+,33+,34+,37-,38+,39-,40+/m1/s1
• InChIKey: FODTZLFLDFKIQH-FSVGXZBPSA-N

名称和登记号

名称

• IUPAC标准名: (1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0^1,^3.0^3,^8.0^1^2,^1^6]octadecan-6-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• IUPAC传统名: oryzanol
• 别名: Major compounds: Cycloartenylferulate and 24-Methylen Cycloartanylferulate; Other compounds: Campesterylferulate, Campestanylferulate, β-Sitosterylferulate and Cycloartanylferulate; γ-Oryzanol

登记号

• CAS号: 11042-64-1
• PubChem SID: 164231826
• PubChem CID: 5282164

理论计算性质

• Acid pKa: 9.867761
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 10.120298
• LogD (pH = 7.4): 10.11885
• Log P: 10.1203165
• 摩尔折射率: 180.045 cm^3
• 极化性: 70.960594 Å^3
• 极化表面积: 55.76 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate
• 外观: White to Off-White Solid
• 熔点: 156-160°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - O675500

Gamma Oryzanol is a mixture of 6 substances derived from rice bran oil, including sterols and ferulic acid, called Cycloartanyl Ferulate or Triterpene alcohol ferulate. It has been approved in Japan for several conditions, including menopausal symptoms, m

参考文献

• Somogyi, M., et al.: J. Biol. Chem., 195, 19 (1952)
• Wiseman, H., et al.: Biochemical. J., 313, 17 (1952)
• Banchuen, J., et al.: J. Agricul. Sci., 2009, 42, 191 (1952)