CHEBI:111544 - 2'-hydroxyrifampicin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 2'-hydroxyrifampicin
ChEBI ID CHEBI:111544
Definition A member of the class of rifamycins that is obtained by formal N-hydroxylation at position 2' of rifampicin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C43H58N4O13
Net Charge 0
Average Mass 838.941
Monoisotopic Mass 838.40004
InChI InChI=1S/C43H58N4O13/c1-21-12-11-13-22(2)42(55)44-33-28(20-47(56)46-17-15-45(9)16-18-46)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,60-40)58-19-14-29(57-10)23(3)39(59-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-51,53,56H,15-18H2,1-10H3,(H,44,55)/b12-11+,19-14+,22-13-,28-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1
InChIKey KCQOVEKQXVJLSR-ZTWDQPHTSA-N
SMILES C=12C(=C(C=3O[C@]4(C(C3C1C(/C(/C(=C2O)NC(C(=CC=C[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]([C@H](C=CO4)OC)C)OC(C)=O)C)O)C)O)C)C)=O)=C/N(N5CCN(CC5)C)O)=O)=O)C)C)O
Metabolite of Species Details
Nocardia farcinica (NCBI:txid37329) See: PubMed
Roles Classification
Biological Role(s): bacterial xenobiotic metabolite
Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2'-hydroxyrifampicin (CHEBI:111544) has functional parent rifampicin (CHEBI:28077)
2'-hydroxyrifampicin (CHEBI:111544) has role bacterial xenobiotic metabolite (CHEBI:76976)
2'-hydroxyrifampicin (CHEBI:111544) is a rifamycins (CHEBI:26580)
2'-hydroxyrifampicin (CHEBI:111544) is conjugate acid of 2'-hydroxyrifampicin(1−) (CHEBI:90884)
Incoming 2'-hydroxyrifampicin(1−) (CHEBI:90884) is conjugate base of 2'-hydroxyrifampicin (CHEBI:111544)
IUPAC Name
(2S,8E,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,6,17,19-tetrahydroxy-8-{[hydroxy(4-methylpiperazin-1-yl)amino]methylidene}-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,9,11-trioxo-1,2,8,9-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate
Synonym Source
2'-N-hydroxyrifampicin MetaCyc
Manual Xref Database
CPD-18728 MetaCyc
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Citations Waiting for Citations Types Sources
19942945 PubMed citation Europe PMC
8980786 PubMed citation Europe PMC
Last Modified
22 April 2021