CAS: 55497-79-5; (4As,6Ar,6Br,8Ar,10S,12Ar,12Br,14Bs)-6A-((((E)-3-(3,4-Dihydroxyphenyl)Acryloyl)Oxy)Methyl)-10-Hydroxy-2,2,6B,9,9,12A-Hexamethyl-1,3,4,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-Octadecahydropicene-4A(2H)-Carboxylic Acid

英文名称(4As,6Ar,6Br,8Ar,10S,12Ar,12Br,14Bs)-6A-((((E)-3-(3,4-Dihydroxyphenyl)Acryloyl)Oxy)Methyl)-10-Hydroxy-2,2,6B,9,9,12A-Hexamethyl-1,3,4,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-Octadecahydropicene-4A(2H)-Carboxylic Acid
中文名称蜡果杨梅酸 B
IUPAC名称(4aS,6aR,6bR,8aR,10S,12aR,12bR,14bS)-6a-((((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)methyl)-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid
其它别名Myriceric Acid B; Wax Fruit Myric Acid B; Olean-12-En-28-Oic Acid,27-[[(2E)-3-(3,4-Dihydroxyphenyl)-1- Oxo-2-Propenyl]Oxy]-3-Hydroxy-,(3A)-; Olean-12-En-28-Oic Acid, 27-[[(2E)-3-(3,4-Dihydroxyphenyl)-1-Oxo-2-Propen-1-Yl]Oxy]-3-Hydroxy-, (3β)-
CAS编号55497-79-5
MFCD编号:MFCD20274875
分子式:C39H54O7分子量:634.85
产品CID: 2512434
产品分类天然产物 → 萜类

相似结构搜索
产品信息参考;;;;
InChIKey: IZCSLJUDQLFLNO-YYGQYJBBSA-N
InChI=1S/C39H54O7/c1-34(2)17-18-38(33(44)45)19-20-39(23-46-32(43)12-8-24-7-10-27(40)28(41)21-24)25(26(38)22-34)9-11-30-36(5)15-14-31(42)35(3,4)29(36)13-16-37(30,39)6/h7-1
计算化学: 氢键受体数7.0氢键供体数4.0可旋转键数6.0

MSDS等安全信息

危险描述H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
防范说明P264+P280+P305+P351+P338+P337+P313
安全声明H303+H313+H333

合成工艺路线路线简述

📜在 Potassium Tri-Sec-Butyl-Borohydride体系中,用四氢呋喃作为反应溶剂,化学反应 4.0H,以2.3%的收率获得产物蜡果杨梅酸 B
参考文献:Endothelin Receptor Antagonist Triterpenoid,Myriceric Acid A,Isolated From Myrica Cerifera,And Structure Activity Relationships Of Its Derivatives.
标题:Endothelin Receptor Antagonist Triterpenoid,Myriceric Acid A,Isolated From Myrica Cerifera,And Structure Activity Relationships Of Its Derivatives.
摘要:作为第一种非肽类内皮素受体拮抗剂,新的三萜类化合物--美洲杜鹃酸a(myiceric Acid A,50-235)(1)是从海梅果(myrica Cerifera)中分离得到的.美洲杜鹃酸a(1)不仅抑制了内皮素-1诱导的细胞质游离ca<2+>浓度的增加(ic50 = 11+/-2 Nm),还抑制了[<125&i]内皮素-1在大鼠主动脉平滑肌细胞中的结合(ki = 66+/-15 Nm).此外,还分离出了两种新的相关三萜类化合物,美洲杜鹃酸c(6)和美洲杜鹃酸d(8).进一步地,对这些天然产物的化学修饰导致合成了硫酸酯衍生物(13,14,15),其对内皮素受体的亲和力提高了1.5到20倍.讨论了美洲杜鹃酸及其衍生物的结构活性关系.
DOI:10.1248/cpb.44.343