CHEBI:27504 - mitomycin C

Main ChEBI Ontology Automatic Xrefs Reactions Pathways
ChEBI Name mitomycin C
ChEBI ID CHEBI:27504
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6953, CHEBI:25356
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Formula C15H18N4O5
Net Charge 0
Average Mass 334.32720
InChI InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1
InChIKey NWIBSHFKIJFRCO-WUDYKRTCSA-N
SMILES [H][C@]12CN3C4=C([C@@H](COC(N)=O)[C@@]3(OC)[C@@]1([H])N2)C(=O)C(N)=C(C)C4=O
Roles Classification
Biological Role(s): 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.
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 C (CHEBI:27504) has role alkylating agent (CHEBI:22333)
mitomycin C (CHEBI:27504) has role antineoplastic agent (CHEBI:35610)
mitomycin C (CHEBI:27504) is a mitomycin (CHEBI:25357)
IUPAC Name
[(1aS,8S,8aR,8bS)-6-amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazirino[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate
Synonyms Sources
7-Amino-9alpha-methoxymitosane ChemIDplus
Ametycine ChemIDplus
Mitocin-C ChemIDplus
Mitomycin KEGG COMPOUND
Mitomycin C KEGG COMPOUND
Mitomycin C KEGG COMPOUND
MMC ChemIDplus
Mutamycin ChemIDplus
Database Links Databases
C00018668 KNApSAcK
C06681 KEGG COMPOUND
D00208 KEGG DRUG
DB00305 DrugBank
LSM-6310 LINCS
Mitomycin Wikipedia
View more database links
Registry Numbers Types Sources
3570056 Beilstein Registry Number Beilstein
50-07-7 CAS Registry Number ChemIDplus
Last Modified
25 February 2016