CHEBI:6701 - maytansine

Main ChEBI Ontology Automatic Xrefs
ChEBI Name maytansine
ChEBI ID CHEBI:6701
Definition An organic heterotetracyclic compound and 19-membered macrocyclic lactam antibiotic originally isolated from the Ethiopian shrub Maytenus serrata but also found in other Maytenus species. It exhibits cytotoxicity against many tumour cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C34H46ClN3O10
Net Charge 0
Average Mass 692.19600
InChI InChI=1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24(44-8)29(23)35/h10-12,14-15,19-20,25-27,30,43H,13,16-17H2,1-9H3,(H,36,42)/b12-10+,18-11+/t19-,20+,25+,26-,27+,30+,33+,34+/m1/s1
InChIKey WKPWGQKGSOKKOO-RSFHAFMBSA-N
SMILES CO[C@@H]1\C=C\C=C(C)\Cc2cc(OC)c(Cl)c(c2)N(C)C(=O)C[C@H](OC(=O)[C@H](C)N(C)C(C)=O)[C@]2(C)O[C@H]2[C@H](C)[C@@H]2C[C@@]1(O)NC(=O)O2
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antibiotic
A substance that is biostatic or biocidal at low concentrations towards bacteria, yeasts, moulds, or other form of life, especially pathogenic or noxious organisms. Although the term was originally restricted to substances produced by microorganisms, its use was later expanded to include derivatives of such substances and it is now commonly used to include entirely synthetic compounds.
tubulin modulator
Any substance that interacts with tubulin to inhibit or promote polymerisation of microtubules.
antimitotic
Any compound that inhibits cell division (mitosis).
Application(s): antibiotic
A substance that is biostatic or biocidal at low concentrations towards bacteria, yeasts, moulds, or other form of life, especially pathogenic or noxious organisms. Although the term was originally restricted to substances produced by microorganisms, its use was later expanded to include derivatives of such substances and it is now commonly used to include entirely synthetic compounds.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing maytansine (CHEBI:6701) has role antibiotic (CHEBI:22582)
maytansine (CHEBI:6701) has role antimitotic (CHEBI:64911)
maytansine (CHEBI:6701) has role antineoplastic agent (CHEBI:35610)
maytansine (CHEBI:6701) has role plant metabolite (CHEBI:76924)
maytansine (CHEBI:6701) has role tubulin modulator (CHEBI:60832)
maytansine (CHEBI:6701) is a α-amino acid ester (CHEBI:46874)
maytansine (CHEBI:6701) is a carbamate ester (CHEBI:23003)
maytansine (CHEBI:6701) is a epoxide (CHEBI:32955)
maytansine (CHEBI:6701) is a maytansinoid (CHEBI:82760)
maytansine (CHEBI:6701) is a organic heterotetracyclic compound (CHEBI:38163)
maytansine (CHEBI:6701) is a organochlorine compound (CHEBI:36683)
Incoming mertansine (CHEBI:82755) has functional parent maytansine (CHEBI:6701)
IUPAC Name
(4β,5β,11E,13E)-maytansine
INNs Sources
maitansina WHO MedNet
maitansine WHO MedNet
maitansine WHO MedNet
maitansinum WHO MedNet
Synonyms Sources
Maytansine KEGG COMPOUND
NSC 153858 ChemIDplus
NSC-153858 ChemIDplus
Database Links Databases
C00002351 KNApSAcK
C10606 KEGG COMPOUND
D04864 KEGG DRUG
LMPK04000017 LIPID MAPS
Maytansine Wikipedia
View more database links
Registry Numbers Types Sources
35846-53-8 CAS Registry Number ChemIDplus
5417399 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1241159 PubMed citation CiteXplore
20937594 PubMed citation CiteXplore
367597 PubMed citation CiteXplore
3834790 PubMed citation CiteXplore
628025 PubMed citation CiteXplore
Last Modified
22 August 2014