(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28Z,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone

• ChemBase编号: 130480
• 分子式: C51H79NO13
• 平均质量: 914.17186
• 单一同位素质量: 913.55514159
• SMILES: C[C@@H]1CC[C@H]2C[C@H](/C(=C\C=C\C=C\[C@H](C[C@H](C(=O)[C@H]([C@@H](/C(=C/[C@H](C(=O)C[C@@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@@H]1CC[C@H]([C@@H](C1)OC)O)C)/C)O)OC)C)C)/C)OC
• Canonical SMILES: CO[C@@H]1C[C@@H](CC[C@H]1O)C[C@H]([C@@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H](CC[C@H]2C)C[C@@H](OC)/C(=C\C=C\C=C\[C@H](C[C@H](C(=O)[C@H]([C@@H](/C(=C/[C@H](C(=O)C1)C)/C)O)OC)C)C)/C)C
• InChI: InChI=1S/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12+,31-17-,35-25+/t30-,32-,33-,34-,36-,37+,38+,39+,40-,42+,43+,44-,46-,47+,51-/m1/s1
• InChIKey: QFJCIRLUMZQUOT-QERAZRLGSA-N

名称和登记号

名称

• IUPAC标准名: (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28Z,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.0^4,^9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
• IUPAC传统名: (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28Z,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.0^4,^9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
• 别名: Sirolimus

登记号

• CAS号: 53123-88-9
• PubChem SID: 162224759
• PubChem CID: 44634693; 5284616
• CHEBI ID: 9168
• ATC码: L04AA10
• CHEMBL: 413
• Chemspider ID: 10482078
• DrugBank ID: DB00877
• KEGG ID: D00753
• 美国药典/FDA物质标识码: W36ZG6FT64
• 维基百科标题: Sirolimus

理论计算性质

• Acid pKa: 9.963728
• 质子受体: 12
• 质子供体: 3
• LogD (pH = 5.5): 7.4508247
• LogD (pH = 7.4): 7.4496565
• Log P: 7.45084
• 摩尔折射率: 250.6632 cm^3
• 极化性: 97.655174 Å^3
• 极化表面积: 195.43 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

药理学性质

• 给药途径: Oral
• 生物利用度: 20%, less after eating food rich in fat
• 排泄: Mostly faecal
• 半衰期: 57–63 hours
• 代谢: Hepatic
• 蛋白结合率: 92%
• 法定药品分级: Rx-only (US)
• 妊娠期药物分类: C (Australia); C (US)
• 美国（FDA）药品许可证: Sirolimus
• 欧盟（EMEA）药品许可证: Rapamune