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CHEBI:65324 - alvespimycin

ChEBI IDCHEBI:65324
ChEBI Namealvespimycin
Stars
DefinitionA 19-membered macrocyle that is geldanamycin in which the methoxy group attached to the benzoquinone moiety has been replaced by a 2-(N,N-dimethylamino)ethylamino group.
Last Modified2 June 2016
Submittermwilliams
DownloadsMolfile
FormulaC32H48N4O8
Net Charge0
Average Mass616.756
Monoisotopic Mass616.34721
SMILESCO[C@H]1/C=C\C=C(/C)C(=O)NC2=CC(=O)C(NCCN(C)C)=C(C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@@H]1OC(N)=O)C2=O
InChIInChI=1S/C32H48N4O8/c1-18-14-22-27(34-12-13-36(5)6)24(37)17-23(29(22)39)35-31(40)19(2)10-9-11-25(42-7)30(44-32(33)41)21(4)16-20(3)28(38)26(15-18)43-8/h9-11,16-18,20,25-26,28,30,34,38H,12-15H2,1-8H3,(H2,33,41)(H,35,40)/b11-9-,19-10+,21-16+/t18-,20+,25+,26+,28-,30+/m1/s1
InChIKeyKUFRQPKVAWMTJO-LMZWQJSESA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
Hsp90 inhibitor  An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
ChEBI Ontology
Outgoing Relation(s)
alvespimycin (CHEBI:65324) has functional parent geldanamycin (CHEBI:5292)
alvespimycin (CHEBI:65324) has role Hsp90 inhibitor (CHEBI:63962)
alvespimycin (CHEBI:65324) is a 1,4-benzoquinones (CHEBI:132124)
alvespimycin (CHEBI:65324) is a ansamycin (CHEBI:22565)
alvespimycin (CHEBI:65324) is a carbamate ester (CHEBI:23003)
alvespimycin (CHEBI:65324) is a secondary amino compound (CHEBI:50995)
alvespimycin (CHEBI:65324) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-{[2-(dimethylamino)ethyl]amino}-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
Synonyms  Source
17-DMAGChemIDplus
17-(dimethylaminoethylamino)-17-demethoxygeldanamycinChemIDplus
Manual XrefsDatabases
17-Dimethylaminoethylamino-17-demethoxygeldanamycinWikipedia
KOSPDBeChem
DB03080DrugBank
Registry NumbersSources
Reaxys:9890433Reaxys
CAS:467214-20-6ChemIDplus
Citations