CHEBI:85416 - mitomycin B

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ChEBI Name mitomycin B
ChEBI ID CHEBI:85416
Definition A member of the family of mitomycins that exhibits antibiotic and antitumour properties.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H19N3O6
Net Charge 0
Average Mass 349.33860
Monoisotopic Mass 349.12739
InChI InChI=1S/C16H19N3O6/c1-6-11(20)10-9(12(21)13(6)24-3)7(5-25-15(17)22)16(23)14-8(18(14)2)4-19(10)16/h7-8,14,23H,4-5H2,1-3H3,(H2,17,22)/t7-,8-,14-,16+,18?/m0/s1
InChIKey UZUUQCBCWDBYCG-DQRAMIIBSA-N
SMILES COC1=C(C)C(=O)C2=C([C@H](COC(N)=O)[C@@]3(O)[C@@H]4[C@H](CN23)N4C)C1=O
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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.
(via mitomycin )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via mitomycin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing mitomycin B (CHEBI:85416) has role antimicrobial agent (CHEBI:33281)
mitomycin B (CHEBI:85416) has role antineoplastic agent (CHEBI:35610)
mitomycin B (CHEBI:85416) is a ether (CHEBI:25698)
mitomycin B (CHEBI:85416) is a mitomycin (CHEBI:25357)
mitomycin B (CHEBI:85416) is conjugate acid of mitomycin B(1−) (CHEBI:84590)
Incoming mitomycin B(1−) (CHEBI:84590) is conjugate base of mitomycin B (CHEBI:85416)
IUPAC Name
[(1aS,8R,8aR,8bS)-8a-hydroxy-6-methoxy-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
Synonym Source
HSDB 3419 ChemIDplus
Manual Xrefs Databases
C00018664 KNApSAcK
CPD-17521 MetaCyc
View more database links
Registry Numbers Types Sources
4055-40-7 CAS Registry Number ChemIDplus
4721893 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
27289 PubMed citation Europe PMC
3965712 PubMed citation Europe PMC
Last Modified
09 January 2023