cyano[(1R,2R,3R,4R,8S,13S,14S,18S,19S)-8,13,18-tris(2-carbamoylethyl)-3,14,19-tris(carbamoylmethyl)-4-{2-[(2-{[(2R,3S,4R,5S)-5-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphonato]oxy}propyl)carbamoyl]ethyl}-1,4,6,9,9,14,16,19-octamethyl-20,21,22,23-tetraazapentacyclo[15.2.1.12,5.17,10.112,15]tricosa-5(23),6,10(22),11,15(21),16-hexaen-20-yl]cobaltylium

• ChemBase编号: 130159
• 分子式: C63H88CoN14O14P
• 平均质量: 1355.365181
• 单一同位素质量: 1354.5674002
• SMILES: NC(=O)C[C@@]1(C)[C@H](CCC(=O)N)/C/2=C/C3=N/C(=C(/C4=N[C@@H]([C@]5([C@@]([C@@H](/C(=C(/C1=N2)\C)/N5[Co+]C#N)CCC(=O)N)(C)CC(=O)N)C)[C@@H]([C@@]4(C)CCC(=O)NCC(C)OP(=O)([O-])O[C@@H]1[C@@H](CO)O[C@H](n2cnc4cc(C)c(C)cc24)[C@@H]1O)CC(=O)N)\C)/[C@H](C3(C)C)CCC(=O)N
• Canonical SMILES: OC[C@H]1O[C@@H]([C@@H]([C@@H]1OP(=O)(OC(CNC(=O)CC[C@@]1(C)C2=N[C@H]([C@@H]1CC(=O)N)[C@]1(C)N([Co+]C#N)/C(=C(/C)\C3=N/C(=C\C4=N/C(=C/2\C)/[C@@H](CCC(=O)N)C4(C)C)/[C@H]([C@]3(C)CC(=O)N)CCC(=O)N)/[C@H]([C@]1(C)CC(=O)N)CCC(=O)N)C)[O-])O)n1cnc2c1cc(C)c(c2)C
• InChI: InChI=1S/C62H90N13O14P.CN.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-2;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;/q;;+2/p-2/t31?,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1
• InChIKey: RMRCNWBMXRMIRW-WYVZQNDMSA-L

名称和登记号

名称

• IUPAC标准名: cyano[(1R,2R,3R,4R,8S,13S,14S,18S,19S)-8,13,18-tris(2-carbamoylethyl)-3,14,19-tris(carbamoylmethyl)-4-{2-[(2-{[(2R,3S,4R,5S)-5-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphonato]oxy}propyl)carbamoyl]ethyl}-1,4,6,9,9,14,16,19-octamethyl-20,21,22,23-tetraazapentacyclo[15.2.1.1^2,^5.1^7,^1^0.1^1^2,^1^5]tricosa-5(23),6,10(22),11,15(21),16-hexaen-20-yl]cobaltylium
• IUPAC传统名: cyano[(1R,2R,3R,4R,8S,13S,14S,18S,19S)-8,13,18-tris(2-carbamoylethyl)-3,14,19-tris(carbamoylmethyl)-4-{2-[(2-{[(2R,3S,4R,5S)-5-(5,6-dimethyl-1,3-benzodiazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphonato]oxy}propyl)carbamoyl]ethyl}-1,4,6,9,9,14,16,19-octamethyl-20,21,22,23-tetraazapentacyclo[15.2.1.1^2,^5.1^7,^1^0.1^1^2,^1^5]tricosa-5(23),6,10(22),11,15(21),16-hexaen-20-yl]cobaltylium
• 别名: Vitamin B12

登记号

• CAS号: 68-19-9
• PubChem SID: 162224443
• PubChem CID: 5479203; 71308299
• ATC码: B03BA01
• CHEMBL: 1697777
• Chemspider ID: 10469504
• DrugBank ID: DB00115
• KEGG ID: D00166
• 维基百科标题: Vitamin_B12

理论计算性质

• Acid pKa: 1.8546375
• 质子受体: 18
• 质子供体: 9
• LogD (pH = 5.5): -7.42668
• LogD (pH = 7.4): -3.669606
• Log P: -3.237631
• 摩尔折射率: 337.4833 cm^3
• 极化性: 134.45374 Å^3
• 极化表面积: 477.85 Å^2
• 可自由旋转的化学键: 27
• 里宾斯基五规则: false

分子性质

药理学性质

• 给药途径: oral, IV, IM
• 生物利用度: readily absorbed in distal half of the ileum
• 排泄: renal
• 半衰期: Approximately 6 days; (400 days in the liver)
• 代谢: hepatic
• 蛋白结合率: Very high to specific transcobalamins plasma proteins; Binding of hydroxocobalamin is slightly higher than cyanocobalamin.
• 法定药品分级: OTC (US); POM (UK)