86631-38-1 (肉桂鞣质A2,(2R,2'R,2''R,2'''R,3R,3'R,3''R,3'''R,4R,4'R,4''S)-2,2',2'',2'''-tetrakis(3,4-dihydroxyphenyl)-3,3',3'',3''',4,4',4'',4'''-octahydro-2H,2'H,2''H,2'''H-4,8':4',8'':4'',8'''-quaterchromene-3,3',3'',3''',5,5',5'',5''',7,7',7'',7'''-dodecol)

快速询单

结构式：

肉桂鞣质A2MOL文件

CAS号：

86631-38-1

中文名称：

肉桂鞣质A2

英文名称：

分子式：

C₆₀H₅₀O₂₄

分子量：

1155.02461957932

植物源：

薯莨

肉桂鞣质A2(86631-38-1)名称与标识符

名称

中文别名：

肉桂鞣质A2;

英文别名：

(2R,2'R,2''R,2'''R,3R,3'R,3''R,3'''R,4R,4'R,4''S)-2,2',2'',2'''-tetrakis(3,4-dihydroxyphenyl)-3,3',3'',3''',4,4',4'',4'''-octahydro-2H,2'H,2''H,2'''H-4,8':4',8'':4'',8'''-quaterchromene-3,3',3'',3''',5,5',5'',5''',7,7',7'',7'''-dodecol;[4,8':4',8'':4'',8'''-quater-2H-1-benzopyran]-3,3',3'',3''',5,5',5'',5''',7,7',7'',7'''-dodecol, 2,2',2'',2'''-tetrakis(3,4-dihydroxyphenyl)-3,3',3'',3''',4,4',4'',4'''-octahydro-, (2R,2'R,2''R,2'''R,3R,3'R,3''R,3'''R,4R,4'R,4''S)-;(2R,2'R,2''R,2'''R,3R,3'R,3''R,3'''R,4R,4'R,4''S)-2,2',2'',2'''-tetrakis(3,4-dihydroxyphenyl)-3,3',3'',3''',4,4',4'',4'''-octahydro-2H,2'H,2''H,2'''H-4,8':4',8'':4'',8'''-quaterchromene-3,3',3'',3''',;Cinnamtannin I;Epicatechin tetramer;(2R,2′R,2′′R,2′′′R,3R,3′R,3′′R,3′′′R,4R,4′R,4′′S)-2,2′,2′′,2′′′-Tetrakis(3,4-dihydroxyphenyl)-3,3′,3′′,3′′′,4,4′,4′′,4′′′-octahydro[4,8′:4′,8′′:4′′,8′′′-quater-2H-1-benzopyran]-3,3′,3′′,3′′′,5,5′,5′′,5′′′,7,7′,7′′,7′′′-dodecol (ACI);[4,8′:4′,8′′:4′′,8′′′-Quater-2H-1-benzopyran]-3,3′,3′′,3′′′,5,5′,5′′,5′′′,7,7′,7′′,7′′′-dodecol, 2,2′,2′′,2′′′-tetrakis(3,4-dihydroxyphenyl)-3,3′,3′′,3′′′,4,4′,4′′,4′′′-octahydro-, stereoisomer (ZCI);Cinnamtannin A2;HY-N9536;AKOS040758406;Q23048725;(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol;CHEBI:81227;Procyanidin tetramer;SCHEMBL6861829;(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-3,5,7-trihydroxy-chroman-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]chromane-3,5,7-triol;DTXSID201317088;C17625;86631-38-1;E88997;Tetrameric proanthocyanidin;(2R,2'R,2''R,2'''R,3R,3'R,3''R,3'''R,4R,4'S,4''S)-2,2',2'',2'''-Tetrakis(3,4-dihydroxyphenyl)-3,3',3'',3''',4,4',4'',4'''-octahydro-2H,2'H,2''H,2'''H-4,8':4',8'':4'',8'''-quaterchromene-3,3',3'',3''',5,5',5'',5''',7,7',7'',7'''-dodecol;(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol;(1(2)R,1(3)R,1(4)R,2(2)R,2(3)R,2(4)R,3(2)R,3(3)R,3(4)S,4(2)R,4(3)R)-1(2),2(2),3(2),4(2)-tetrakis(3,4-dihydroxyphenyl)-1(3),1(4),2(3),2(4),3(3),3(4),4(3),4(4)-octahydro-1(2)H,2(2)H,3(2)H,4(2)2H-[1(4),2(8):2(4),3(8):3(4),4(8)-quater-1-benzopyran]-1(3),1(5),1(7),2(3),2(5),2(7),3(3),3(5),3(7),4(3),4(5),4(7)-dodecol;CS-0198420;[Epicatechin(4b->8)]3-epicatechin;CHEMBL3409094;Procyanidin Tetramer EEEE;C60H50O24;DA-62331;

标识符

InChIKey：

QFLMUASKTWGRQE-JNIIMKSASA-N

Inchi：

1S/C60H50O24/c61-23-13-34(71)42-41(14-23)81-55(20-2-6-26(63)31(68)10-20)51(78)48(42)44-36(73)17-38(75)46-50(53(80)57(83-59(44)46)22-4-8-28(65)33(70)12-22)47-39(76)18-37(74)45-49(52(79)56(84-60(45)47)21-3-7-27(64)32(69)11-21)43-35(72)16-29(66)24-15-40(77)54(82-58(24)43)19-1-5-25(62)30(67)9-19/h1-14,16-18,40,48-57,61-80H,15H2/t40-,48-,49+,50-,51-,52-,53-,54-,55-,56-,57-/m1/s1

SMILES：

O[C@H]1[C@@H](C2C=CC(O)=C(O)C=2)OC2C([C@@H]3[C@@H](O)[C@@H](C4C=CC(O)=C(O)C=4)OC4C=C(C=C(C3=4)O)O)=C(C=C(C=2[C@@H]1C1C(O)=CC(O)=C2[C@H](C3C(O)=CC(O)=C4C[C@H]([C@@H](C5C=CC(O)=C(O)C=5)OC=34)O)[C@H]([C@@H](C3C=CC(O)=C(O)C=3)OC=12)O)O)O

肉桂鞣质A2(86631-38-1)物化性质

计算特性

精确分子量 : 1154.26920246g/mol
氢键供体数量 : 20
氢键受体数量 : 24
可旋转化学键数量 : 7
同位素质量 : 1154.26920246g/mol
重原子数量 : 84
复杂度 : 2210
同位素原子数量 : 0
确定原子立构中心数量 : 11
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 4.3
拓扑分子极性表面积 : 442Å²

肉桂鞣质A2(86631-38-1)安全信息

危险品运输编号： NONH for all modes of transport
储存条件： −20°C

肉桂鞣质A2(86631-38-1)推荐厂家更多厂家(15)

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成都草源康生物科技有限公司	13438890071 028-13438890071	草源康销售--瞿雪梅	3003796343	询单
上海源叶生物科技有限公司	15026964105 15026964105	汤思磊	2881489226	询单
江苏永健医药科技有限公司	17701422016	韩经理	3587493084	询单
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成都普睿法药物研发有限公司	18982077548 18982077548	蔡文彬	3003910971	询单
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上海维亦特生物科技有限公司	15317051735	赵静	2033721411	询单

肉桂鞣质A2(86631-38-1)合成路线

合成路线：1 步

477565-85-8

_89%

86631-38-1

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Tetrahydrofuran , Water ; 75 min, 1 bar, rt

参考文献：

Studies in Polyphenol Chemistry and Bioactivity. 4. Synthesis of Trimeric, Tetrameric, Pentameric, and Higher Oligomeric Epicatechin-Derived Procyanidins Having All-4β,8-Interflavan Connectivity and Their Inhibition of Cancer Cell Growth through Cell Cycle Arrest

Kozikowski, Alan P.; et al, Journal of Organic Chemistry, 2003, 68(5), 1641-1658

合成路线：1 步

477565-85-8

_74%

86631-38-1

反应条件：

1.1 Reagents: Hydrogen Catalysts: Carbon , Palladium dihydroxide Solvents: Methanol , Tetrahydrofuran , Water ; 8 h, rt

参考文献：

Versatile synthesis of epicatechin series procyanidin oligomers, and their antioxidant and DNA polymerase inhibitory activity

Saito, Akiko; et al, Tetrahedron, 2009, 65(36), 7422-7428

合成路线：2 步

1872466-33-5

86631-38-1

反应条件：

1.1 Reagents: Tetrabutylammonium hydroxide Solvents: Tetrahydrofuran ; 140 h, rt
1.2 Reagents: Water ; rt
2.1 Reagents: Hydrogen Catalysts: Palladium dihydroxide Solvents: Methanol , Tetrahydrofuran , Water ; 4 h, rt

参考文献：

Concise Synthesis of Cinnamtannin A2 from Dimeric Epicatechin Electrophile and Nucleophile Prepared by Zn(OTf)2-Mediated Self-Condensation

Ichikawa, Mikihiro; et al, Synthesis, 2016, 48(10), 1525-1532

合成路线：2 步

256236-25-6

223387-28-8

86631-38-1

反应条件：

1.1 Reagents: Titanium tetrachloride Solvents: Dichloromethane , Tetrahydrofuran ; 0 °C; 1.5 h, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ; rt
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Tetrahydrofuran , Water ; 75 min, 1 bar, rt

参考文献：

Kozikowski, Alan P.; et al, Journal of Organic Chemistry, 2003, 68(5), 1641-1658

合成路线：2 步

664351-39-7

223387-30-2

86631-38-1

反应条件：

1.1 Reagents: Trimethylsilyl triflate Solvents: Dichloromethane ; -40 °C; 5 min, -40 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ; -40 °C
2.1 Reagents: Hydrogen Catalysts: Carbon , Palladium dihydroxide Solvents: Methanol , Tetrahydrofuran , Water ; 8 h, rt

参考文献：

Versatile synthesis of epicatechin series procyanidin oligomers, and their antioxidant and DNA polymerase inhibitory activity

Saito, Akiko; et al, Tetrahedron, 2009, 65(36), 7422-7428

合成路线：2 步

477565-95-0

86631-38-1

反应条件：

1.1 Reagents: Tetrabutylammonium hydroxide Solvents: Tetrahydrofuran , Water ; 94 h, rt
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Tetrahydrofuran , Water ; 75 min, 1 bar, rt

参考文献：

Kozikowski, Alan P.; et al, Journal of Organic Chemistry, 2003, 68(5), 1641-1658