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CHEBI:28077 - rifampicin

ChEBI IDCHEBI:28077
ChEBI Namerifampicin
Stars
DefinitionA member of the class of rifamycins that is a a semisynthetic antibiotic derived from Amycolatopsis rifamycinica (previously known as Amycolatopsis mediterranei and Streptomyces mediterranei).
Secondary ChEBI IDsCHEBI:8858, CHEBI:26577, CHEBI:45308
Last Modified28 October 2021
DownloadsMolfile

FormulaC43H58N4O12
Net Charge0
Average Mass822.953
Monoisotopic Mass822.40512
SMILESCO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(c(/C=N/N5CCN(C)CC5)c(O)c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C
InChIInChI=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
InChIKeyJQXXHWHPUNPDRT-WLSIYKJHSA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Roles Classification

ChEBI Ontology
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)imino]methyl}-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),1(29),2,4,9,19,21,25,27-nonaen-13-yl acetate
INNs  Source
rifampicinKEGG DRUG
rifampicina  esDrugBank
rifampicinum  laDrugBank
Synonyms  Source
RifampicinKEGG COMPOUND
RifampinKEGG COMPOUND
3-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SVChemIDplus
RFPDrugBank
rifamcinChEBI
Manual XrefsDatabases
C06688KEGG COMPOUND
RFPPDBeChem
DB01045DrugBank
NL6509961Patent
US3342810Patent
D00211KEGG DRUG
HMDB0015179HMDB
RifampicinWikipedia
Registry NumbersSources
Reaxys:5723476Reaxys
CAS:13292-46-1KEGG COMPOUND
CAS:13292-46-1ChemIDplus
Citations