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CHEBI:82755 - mertansine

ChEBI IDCHEBI:82755
ChEBI Namemertansine
Stars
DefinitionAn organic heterotetracyclic compound and 19-membered macrocyclic lactam that is maytansine in which one of the hydrogens of the terminal N-acetyl group is replaced by a sulfanylmethyl group.
Last Modified9 January 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC35H48ClN3O10S
Net Charge0
Average Mass738.300
Monoisotopic Mass737.27489
SMILES[H][C@@]12O[C@@]1(C)[C@@H](OC(=O)[C@H](C)N(C)C(=O)CCS)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/C35H48ClN3O10S/c1-19-10-9-11-26(46-8)35(44)18-25(47-33(43)37-35)20(2)31-34(4,49-31)27(48-32(42)21(3)38(5)28(40)12-13-50)17-29(41)39(6)23-15-22(14-19)16-24(45-7)30(23)36/h9-11,15-16,20-21,25-27,31,44,50H,12-14,17-18H2,1-8H3,(H,37,43)/b11-9+,19-10+/t20-,21+,25+,26-,27+,31+,34+,35+/m1/s1
InChIKeyANZJBCHSOXCCRQ-FKUXLPTCSA-N
Wikipedia
Roles Classification
Biological Role:
tubulin modulator  Any substance that interacts with tubulin to inhibit or promote polymerisation of microtubules.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
mertansine (CHEBI:82755) has functional parent maytansine (CHEBI:6701)
mertansine (CHEBI:82755) has role antineoplastic agent (CHEBI:35610)
mertansine (CHEBI:82755) has role tubulin modulator (CHEBI:60832)
mertansine (CHEBI:82755) is a carbamate ester (CHEBI:23003)
mertansine (CHEBI:82755) is a epoxide (CHEBI:32955)
mertansine (CHEBI:82755) is a maytansinoid (CHEBI:82760)
mertansine (CHEBI:82755) is a organic heterotetracyclic compound (CHEBI:38163)
mertansine (CHEBI:82755) is a organochlorine compound (CHEBI:36683)
mertansine (CHEBI:82755) is a thiol (CHEBI:29256)
mertansine (CHEBI:82755) is a α-amino acid ester (CHEBI:46874)
Synonyms  Source
maytansinoid DM 1ChemIDplus
DM1ChemIDplus
DM 1ChemIDplus
maytansinoid DM1ChEBI
N2'-deacetyl-N2'-(3-mercapto-1-oxopropyl)-maytansineChEBI
(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10(26),11,13,16,18-pentaen-6-yl (2S)-2-[methyl(3-sulfanylpropanoyl)amino]propanoateIUPAC
Manual XrefsDatabases
MertansineWikipedia
C20259KEGG COMPOUND
Registry NumbersSources
Reaxys:10753281Reaxys
CAS:139504-50-0ChemIDplus
Citations