API reference
Rifampicin
- CAS number
- 13292-46-1
- Molecular formula
- C43H58N4O12
- Molecular weight
- 822.9 g/mol
About this molecule
Rifampicin is a member of the class of rifamycins that is a a semisynthetic antibiotic derived from Amycolatopsis rifamycinica (previously known as Amycolatopsis mediterranei and Streptomyces mediterranei). It has a role as an antiamoebic agent, a geroprotector, an antitubercular agent, an antineoplastic agent, a leprostatic drug, an EC 2.7.7.6 (RNA polymerase) inhibitor, a protein synthesis inhibitor, an angiogenesis inhibitor, a DNA synthesis inhibitor, a neuroprotective agent, an Escherichia coli metabolite and a pregnane X receptor agonist. It is a member of rifamycins, a hydrazone, a N-iminopiperazine, a N-methylpiperazine, a cyclic ketal and a semisynthetic derivative. It is a tautomer of a rifampicin zwitterion.
Source: ChEBI, via PubChem.
Identifiers
- IUPAC name
- [(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)-(4-methylpiperazin-1-yl)iminomethyl]-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
- InChIKey
- JQXXHWHPUNPDRT-WLSIYKJHSA-N
- SMILES
- C[C@H]1/C=C/C=C(\C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)/C=N/N5CCN(CC5)C)/C
- PubChem CID
- 135398735
Also known as
Rifampicin · rifampin · Rifaldazine · Rifamycin AMP · Rifaprodin · Rifoldin · Rifa · Rifampicinum
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