(7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,36-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6,23-dioxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.14,7.05,35.026,34.027,32]heptatriaconta-1,3,5(35),9,19,21,25(36),26(34),28,30,32-undecaen-13-yl acetate

• ChemBase编号: 130456
• 分子式: C43H51N3O11
• 平均质量: 785.87854
• 单一同位素质量: 785.35235947
• SMILES: CC(=O)O[C@H]1[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)/C=C\C=C(\C)/C(=O)Nc2c3c(nc4cc(C)ccn34)c3c4C(=O)[C@@](C)(O/C=C\[C@H](OC)[C@H]1C)Oc4c(C)c(O)c3c2O
• Canonical SMILES: CO[C@H]1/C=C\O[C@@]2(C)Oc3c(C2=O)c2c(c(c3C)O)c(O)c(c3c2nc2n3ccc(c2)C)NC(=O)/C(=C\C=C/[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C
• InChI: InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11-,17-15-,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1
• InChIKey: NZCRJKRKKOLAOJ-LGPAXTBISA-N

名称和登记号

名称

• IUPAC标准名: (7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,36-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6,23-dioxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1^4,^7.0^5,^3^5.0^2^6,^3^4.0^2^7,^3^2]heptatriaconta-1,3,5(35),9,19,21,25(36),26(34),28,30,32-undecaen-13-yl acetate
• IUPAC传统名: (7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,36-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6,23-dioxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1^4,^7.0^5,^3^5.0^2^6,^3^4.0^2^7,^3^2]heptatriaconta-1,3,5(35),9,19,21,25(36),26(34),28,30,32-undecaen-13-yl acetate
• 商标名: Xifaxan, Xifaxanta
• 别名: Rifaximin

登记号

• CAS号: 80621-81-4
• PubChem SID: 162224735
• PubChem CID: 6436173; 46783403
• ATC码: A07AA11; QG51AA06; QJ51XX01; D06AX11
• CHEMBL: 1617
• Chemspider ID: 10482302
• DrugBank ID: DB01220
• KEGG ID: D02554
• 美国药典/FDA物质标识码: L36O5T016N
• 维基百科标题: Rifaximin
• Medline Plus: a604027

理论计算性质

• Acid pKa: 3.663994
• 质子受体: 11
• 质子供体: 5
• LogD (pH = 5.5): 1.8060577
• LogD (pH = 7.4): 0.07482538
• Log P: 3.2529616
• 摩尔折射率: 216.6926 cm^3
• 极化性: 84.08042 Å^3
• 极化表面积: 198.38 Å^2
• 可自由旋转的化学键: 3
• 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: < 0.4%
• 排泄: Fecal (97%)
• 半衰期: 6 hours
• 代谢: Hepatic
• 法定药品分级: Rx-only
• 妊娠期药物分类: C (US)