CAS 13292-46-1|Rifampicin|Rifampin|(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(E)-N-(4-methylpiperazin-1-yl)carboximidoy...

基本信息

化学结构

分子式

C₄₃H₅₈N₄O₁₂

分子量

822.94022

精确质量

822.40512332

电荷

InChI

InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1

InChIKey

JQXXHWHPUNPDRT-WLSIYKJHSA-N

Canonic Smiles

CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(O)c(/C=N/N4CCN(CC4)C)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

Isomeric Smiles

[C@@H]1([C@@H]([C@@H]([C@@H]([C@H](/C=C/O[C@]2(Oc3c(c(c4c(c(NC(=O)/C(=C\C=C\[C@@H]([C@@H]([C@H]1C)O)C)/C)c(c(c4c3C2=O)O)/C=N/N1CCN(CC1)C)O)O)C)C)OC)C)OC(=O)C)C)O

计算属性

JChem

Acid pKa

6.8984513

质子受体

质子供体

LogD (pH = 5.5)

1.6852435

LogD (pH = 7.4)

2.7622907

Log P

2.7698967

摩尔折射率

225.5828

极化性

86.47999

极化表面积

220.15

可自由旋转的化学键

里宾斯基五规则

false

数据来源

产品目录

学术数据

数据来源

名称和标识

IUPAC标准名

(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(E)-N-(4-methylpiperazin-1-yl)carboximidoyl]-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1^{4,7}.0^{5,28}]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl acetate (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(E)-N-(4-methylpiperazin-1-yl)carboximidoyl]-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1⁴,⁷.0⁵,²⁸]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl acetate

别名

RifampinRifampicinRifadinRimactaneRifampicinRifaldazine

IUPAC传统名

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

名称和标识

数据登录号

CAS号

13292-46-1

PubChem SID

162037720

PubChem CID

5381226

数据登录号

化合物性质

安全信息

保存条件

-20°C

产品相关信息

成盐信息

Free Base

应用领域

Possesses antibacterial and antitubercular props.

Antibiotic

Antileprotic

生物来源

Prod. from Streptomyces mediterranei

药理学性质

生物活性机理

RNA polymerase inhibitor

Inhibits DNA dependent RNA polymerase activity in susceptible cells

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

Selleck Chemicals

S1764

Research Area: Infection
Biological Activity:
Rifampin (Rifadin, Rimactane) is a bactericidal antibiotic agent of the rifamycin group. It is a semisynthetic compound derived from Amycolatopsis rifamycinica. RRifampicin is typically used to treat Mycobacterium infections, including tuberculosis and leprosy.With multidrug therapy used as the standard treatment of leprosy, Rifampin is always used in combination with dapsone and clofazimine to avoid eliciting agent resistance. [1]

描述信息

参考文献

PubChem文献

数据源提供

• http://en.wikipedia.org/wiki/Rifampicin

• Gallo, E.G. et al., Anal. Profiles Drug Subst., 1976, 5, 467, (rev, synth, anal)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 8227, (synonyms)

• IARC Monog., 1980, 24, 243; Suppl. 7, 71, (rev)

• Sensi, P., Chron. Drug Discovery, 1982, 1, 201, (rev)

• Kirk-Othmer Encycl. Chem. Technol., 4th edn., Wiley, 1991, 2, 937

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 197

• Taguchi, M. et al., Chem. Pharm. Bull., 1988, 36, 4157, (pmr, cmr)