CHEBI:6701 - maytansine

ChEBI IDCHEBI:6701
ChEBI Namemaytansine
Stars
DefinitionAn 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.
Last Modified22 August 2014
DownloadsMolfile
FormulaC34H46ClN3O10
Net Charge0
Average Mass692.206
Monoisotopic Mass691.28717
SMILES[H][C@@]12O[C@@]1(C)[C@@H](OC(=O)[C@H](C)N(C)C(C)=O)CC(=O)N(C)c1cc(cc(OC)c1Cl)C/C(C)=C/C=C/[C@@H](OC)[C@@]1(O)C[C@]([H])(OC(=O)N1)[C@H]2C
InChIInChI=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
InChIKeyWKPWGQKGSOKKOO-RSFHAFMBSA-N
Wikipedia
Roles Classification
Biological Roles:
tubulin modulator  Any substance that interacts with tubulin to inhibit or promote polymerisation of microtubules.
antimitotic  Any compound that inhibits cell division (mitosis).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
maytansine (CHEBI:6701) has role antimicrobial agent (CHEBI:33281)
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 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)
maytansine (CHEBI:6701) is a α-amino acid ester (CHEBI:46874)
Incoming Relation(s)
mertansine (CHEBI:82755) has functional parent maytansine (CHEBI:6701)
IUPAC Name 
(4β,5β,11E,13E)-maytansine
INNs  Source
maitansinaWHO MedNet
maitansineWHO MedNet
maitansineWHO MedNet
maitansinumWHO MedNet
Synonyms  Source
MaytansineKEGG COMPOUND
NSC 153858ChemIDplus
NSC-153858ChemIDplus
Manual XrefsDatabases
C00002351KNApSAcK
C10606KEGG COMPOUND
D04864KEGG DRUG
LMPK04000017LIPID MAPS
MaytansineWikipedia
Registry NumbersSources
Reaxys:5417399Reaxys
CAS:35846-53-8KEGG COMPOUND
CAS:35846-53-8ChemIDplus
Citations