(acetyloxy)[(6Z,16Z)-4,9,14-tris(2-carbamoylethyl)-3,8,19-tris(carbamoylmethyl)-18-{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}-2,3,6,8,13,13,16,18-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: 170237
• 分子式: C64H91CoN13O16P
• 平均质量: 1388.391801
• 单一同位素质量: 1387.57763053
• SMILES: N1=C2C(C(/C/1=C(/C1=NC(C(C1CCC(=O)N)(CC(=O)N)C)(C1C(C(/C(=C(/C3=N/C(=C/2)/C(C3CCC(=O)N)(C)C)\C)/N1[Co+]OC(=O)C)(CCC(=O)NCC(OP(=O)([O-])O[C@H]1[C@H]([C@@H](n2c3c(cc(c(c3)C)C)nc2)O[C@@H]1CO)O)C)C)CC(=O)N)C)\C)(CC(=O)N)C)CCC(=O)N
• Canonical SMILES: OC[C@H]1O[C@@H]([C@@H]([C@@H]1OP(=O)(OC(CNC(=O)CCC1(C)C(CC(=O)N)C2N(/C/1=C(/C)\C1=N/C(=C/C3=N/C(=C(\C4=NC2(C)C(C)(CC(=O)N)C4CCC(=O)N)/C)/C(C3CCC(=O)N)(C)CC(=O)N)/C(C1CCC(=O)N)(C)C)[Co+]OC(=O)C)C)[O-])O)n1cnc2c1cc(C)c(c2)C
• InChI: InChI=1S/C62H90N13O14P.C2H4O2.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(3)4;/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);1H3,(H,3,4);/q;;+3/p-3/t31?,34?,35?,36?,37?,41-,52-,53-,56?,57+,59?,60?,61?,62?;;/m1../s1
• InChIKey: KPFAAKYTRSSOQN-ATSHILDLSA-K

名称和登记号

名称

• IUPAC标准名: (acetyloxy)[(6Z,16Z)-4,9,14-tris(2-carbamoylethyl)-3,8,19-tris(carbamoylmethyl)-18-{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}-2,3,6,8,13,13,16,18-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: (acetyloxy)[(6Z,16Z)-4,9,14-tris(2-carbamoylethyl)-3,8,19-tris(carbamoylmethyl)-18-{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}-2,3,6,8,13,13,16,18-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: Cobinamide Acetate (Salt) Dihydrogen Phosphate (Ester) Inner Salt 3'-Ester with 5,6-Dimethyl-1-α-D-ribofuranosyl-1H-benzimidazole; Acetatocobalamin; Depo-gamma; Docelan; Fresmin S; Novidroxin; Twelvmin; Hydroxocobalamin Acetate

登记号

• CAS号: 22465-48-1
• PubChem SID: 164226147
• PubChem CID: 71748889

理论计算性质

• Acid pKa: 1.857509
• 质子受体: 18
• 质子供体: 9
• LogD (pH = 5.5): -7.804751
• LogD (pH = 7.4): -4.080143
• Log P: -3.653749
• 摩尔折射率: 342.2351 cm^3
• 极化性: 137.25618 Å^3
• 极化表面积: 480.36 Å^2
• 可自由旋转的化学键: 29
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Dark-Red Solid
• 熔点: >300°C.

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - H826800

Physiological analog of vitamin B12 where the CN group is replaced with OH. Exists in aqueous solution as an equilibrium mixture of the hydroxy isomer and the ionic aqua isomer (aquacobalamin). Precursor of the coenzymes methylcobalamin and cobamamide.

参考文献

• Kaczka, E.A., et al.: Science, 112, 354 (1950)
• Friedrich, W., et al.: Vitamins, 837 (1950)
• Forsyth, J.C., et al.: Clin. Toxicol., 31, 277 (1950)