CHEBI:85412 - mitomycin A

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ChEBI Name mitomycin A
ChEBI ID CHEBI:85412
Definition A member of the family of mitomycins that exhibits antibiotic and antitumour properties as well as a high level of toxicity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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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)23-2)7(5-25-15(17)22)16(24-3)14-8(18-14)4-19(10)16/h7-8,14,18H,4-5H2,1-3H3,(H2,17,22)/t7-,8+,14+,16-/m1/s1
InChIKey HYFMSAFINFJTFH-NGSRAFSJSA-N
SMILES COC1=C(C)C(=O)C2=C([C@@H](COC(N)=O)[C@@]3(OC)[C@H]4N[C@H]4CN23)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.
alkylating agent
Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
toxin
Poisonous substance produced by a biological organism such as a microbe, animal or plant.
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 A (CHEBI:85412) has role alkylating agent (CHEBI:22333)
mitomycin A (CHEBI:85412) has role antimicrobial agent (CHEBI:33281)
mitomycin A (CHEBI:85412) has role antineoplastic agent (CHEBI:35610)
mitomycin A (CHEBI:85412) has role toxin (CHEBI:27026)
mitomycin A (CHEBI:85412) is a ether (CHEBI:25698)
mitomycin A (CHEBI:85412) is a mitomycin (CHEBI:25357)
mitomycin A (CHEBI:85412) is conjugate acid of mitomycin A(1−) (CHEBI:84589)
Incoming mitomycin A(1−) (CHEBI:84589) is conjugate base of mitomycin A (CHEBI:85412)
IUPAC Name
[(1aS,8S,8aR,8bS)-6,8a-dimethoxy-5-methyl-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 Sources
HSDB 3418 ChemIDplus
mitomycin-A ChEBI
NSC 75986 KNApSAcK
Manual Xrefs Databases
C00018665 KNApSAcK
C21161 KEGG COMPOUND
CPD-17519 MetaCyc
HMDB0254761 HMDB
View more database links
Registry Numbers Types Sources
3633130 Reaxys Registry Number Reaxys
4055-39-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11529757 PubMed citation Europe PMC
1458553 PubMed citation Europe PMC
1905153 PubMed citation Europe PMC
23639828 PubMed citation Europe PMC
36046571 PubMed citation Europe PMC
36194168 PubMed citation Europe PMC
36473690 PubMed citation Europe PMC
36536976 PubMed citation Europe PMC
Last Modified
05 January 2023