(7S,12R,13S,14R,15R,16R,17S,18S)-26-[N-(4-cyclopentylpiperazin-1-yl)carboximidoyl]-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-13-yl acetate

• ChemBase编号: 154787
• 分子式: C47H64N4O12
• 平均质量: 877.03066
• 单一同位素质量: 876.45207351
• SMILES: Cc1c(c2c3c4c1O[C@@](C4=O)(O/C=C\C([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]([C@H](/C=C\C=C(/C(=O)Nc(c2O)c(c3O)/C=N/N1CCN(CC1)C1CCCC1)\C)C)O)C)O)C)OC(=O)C)C)OC)C)O
• Canonical SMILES: COC1/C=C\O[C@@]2(C)Oc3c(C2=O)c2c(O)c(/C=N/N4CCN(CC4)C4CCCC4)c(c(c2c(c3C)O)O)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/C47H64N4O12/c1-24-13-12-14-25(2)46(59)49-37-32(23-48-51-20-18-50(19-21-51)31-15-10-11-16-31)41(56)34-35(42(37)57)40(55)29(6)44-36(34)45(58)47(8,63-44)61-22-17-33(60-9)26(3)43(62-30(7)52)28(5)39(54)27(4)38(24)53/h12-14,17,22-24,26-28,31,33,38-39,43,53-57H,10-11,15-16,18-21H2,1-9H3,(H,49,59)/t24-,26+,27+,28+,33?,38-,39+,43+,47-/m0/s1
• InChIKey: WDZCUPBHRAEYDL-COBRGFABSA-N

名称和登记号

名称

• IUPAC标准名: (7S,12R,13S,14R,15R,16R,17S,18S)-26-[N-(4-cyclopentylpiperazin-1-yl)carboximidoyl]-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1^4,^7.0^5,^2^8]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-13-yl acetate
• IUPAC传统名: (7S,12R,13S,14R,15R,16R,17S,18S)-26-[N-(4-cyclopentylpiperazin-1-yl)carboximidoyl]-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1^4,^7.0^5,^2^8]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-13-yl acetate
• 别名: DL 473; Rifapentine

登记号

• CAS号: 61379-65-5
• EC号: 262-743-9
• PubChem SID: 162248925
• PubChem CID: 71311982

理论计算性质

• Acid pKa: 7.0085845
• 质子受体: 14
• 质子供体: 6
• LogD (pH = 5.5): 2.4104726
• LogD (pH = 7.4): 3.6600382
• Log P: 3.5568845
• 摩尔折射率: 241.996 cm^3
• 极化性: 93.10482 Å^3
• 极化表面积: 220.15 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: JQ0902000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥93%
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C47H64N4O2

详细说明

Sigma Aldrich - R0533

Application
Rifapentine is an antibiotic clinically used to treat tuberculosis. It is used in tuberculosis research1.
Biochem/physiol Actions
Semisynthetic derivative of rifampicin with antibacterial activity against Gram-positive and Gram-negative bacterial and against Mycobacterium tuberculosis.2 Rifapentine inhibits DNA-dependant RNA polymerase and prevents RNA transcription.3
Rifapentine is a semisynthetic derivative of rifampicin with antibacterial activity against Gram-positive and Gram-negative bacteria and against Mycobacterium tuberculosis. Rifapentine inhibits DNA-dependant RNA polymerase and prevents RNA transcription. It interacts with bacterial RNA polymerase but does not inhibit the mammalian enzyme1.