EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:85418 - 7-demethylmitomycin B

ChEBI IDCHEBI:85418
ChEBI Name7-demethylmitomycin B
Stars
DefinitionA member of the family of mitomycins that is mitomycin B in which the methoxy group on the quinone ring is replaced by a hydroxy group.
Last Modified9 January 2023
SubmitterSteve
DownloadsMolfile
FormulaC15H17N3O6
Net Charge0
Average Mass335.316
Monoisotopic Mass335.11174
SMILES[H][C@]12N(C)[C@@]1([H])CN1C3=C(C(=O)C(O)=C(C)C3=O)[C@H](COC(N)=O)[C@]12O
InChIInChI=1S/C15H17N3O6/c1-5-10(19)9-8(12(21)11(5)20)6(4-24-14(16)22)15(23)13-7(17(13)2)3-18(9)15/h6-7,13,20,23H,3-4H2,1-2H3,(H2,16,22)/t6-,7-,13-,15+,17?/m0/s1
InChIKeySSPKMGDJOCSPSC-YBQQBMQWSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
intercalator  A role played by a chemical agent which exhibits the capability of occupying space between DNA base pairs due to particular properties in size, shape and charge. Intercalation of chemical compounds in DNA helix can result in replication errors (shift, mutation) or DNA damages.
ChEBI Ontology
Outgoing Relation(s)
7-demethylmitomycin B (CHEBI:85418) is a hemiaminal (CHEBI:73080)
7-demethylmitomycin B (CHEBI:85418) is a mitomycin (CHEBI:25357)
7-demethylmitomycin B (CHEBI:85418) is conjugate acid of 7-demethylmitomycin B(1−) (CHEBI:84591)
Incoming Relation(s)
7-demethylmitomycin B(1−) (CHEBI:84591) is conjugate base of 7-demethylmitomycin B (CHEBI:85418)
IUPAC Name 
[(1aS,8R,8aR,8bS)-6,8a-dihydroxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate
Synonyms  Source
7-hydroxymitomycin BChEBI
6-hydroxymitomycin BChEBI
Registry NumbersSources
Reaxys:5636659Reaxys
Citations