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CHEBI:111544 - 2'-hydroxyrifampicin

ChEBI IDCHEBI:111544
ChEBI Name2'-hydroxyrifampicin
Stars
DefinitionA member of the class of rifamycins that is obtained by formal N-hydroxylation at position 2' of rifampicin.
Last Modified22 April 2021
SubmitterSteve
DownloadsMolfile
FormulaC43H58N4O13
Net Charge0
Average Mass838.952
Monoisotopic Mass838.40004
SMILESCO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(c3C2=O)C(=O)/C(=C/N(O)N2CCN(C)CC2)C(=C4O)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/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
InChIKeyKCQOVEKQXVJLSR-ZTWDQPHTSA-N
Species of MetaboliteComponentSourceComments
Nocardia farcinica (ncbitaxon:37329) - PubMed (19942945)
Roles Classification
Biological Role:
bacterial xenobiotic metabolite  Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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-hydroxyrifampicinMetaCyc
Manual XrefsDatabases
CPD-18728MetaCyc
Citations