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CHEBI:81887 - jadomycin A

ChEBI IDCHEBI:81887
ChEBI Namejadomycin A
Stars
DefinitionA organic heteropentacyclic compound that is 1,2,8,13-tetrahydro-3aH-benzo[b][1,3]oxazolo[3,2-f]phenanthridine which carries oxo groups at positions 2, 8 and 13, methyl group at position 5, hydroxy groups at positions 7 and 12, and a (2R)-butan-2-yl group at position 1. It is a mixture of epimers at the hemiaminal carbon (position 3a).
Last Modified5 November 2018
DownloadsMolfile
FormulaC24H21NO6
Net Charge0
Average Mass419.433
Monoisotopic Mass419.13689
SMILES[H]C12OC(=O)[C@]([H])([C@@H](C)CC)N1C1=C(C(=O)c3cccc(O)c3C1=O)c1c(O)cc(C)cc12
InChIInChI=1S/C24H21NO6/c1-4-11(3)19-24(30)31-23-13-8-10(2)9-15(27)16(13)18-20(25(19)23)22(29)17-12(21(18)28)6-5-7-14(17)26/h5-9,11,19,23,26-27H,4H2,1-3H3/t11-,19-,23?/m0/s1
InChIKeyAVMSKCRHMKXYOO-ZSISJILLSA-N
Roles Classification
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
jadomycin A (CHEBI:81887) is a p-quinones (CHEBI:25830)
jadomycin A (CHEBI:81887) is a jadomycin (CHEBI:48217)
jadomycin A (CHEBI:81887) is a organic heteropentacyclic compound (CHEBI:38164)
jadomycin A (CHEBI:81887) is a polyphenol (CHEBI:26195)
Incoming Relation(s)
jadomycin B (CHEBI:31738) has functional parent jadomycin A (CHEBI:81887)
IUPAC Name 
(1S)-1-[(2S)-butan-2-yl]-7,12-dihydroxy-5-methyl-3aH-benzo[b][1,3]oxazolo[3,2-f]phenanthridine-2,8,13(1H)-trione
Synonyms  Source
jadomycin B aglyconKEGG COMPOUND
jadomycin AKEGG COMPOUND
jadomycin B aglyconeChEBI
Manual XrefsDatabases
C18680KEGG COMPOUND
CPD-12938MetaCyc
Registry NumbersSources
Reaxys:10732142Reaxys
Citations