CHEBI:65324 - alvespimycin

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ChEBI Name alvespimycin
ChEBI ID CHEBI:65324
Definition A 19-membered macrocyle that is geldanamycin in which the methoxy group attached to the benzoquinone moiety has been replaced by a 2-(N,N-dimethylamino)ethylamino group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C32H48N4O8
Net Charge 0
Average Mass 616.747
Monoisotopic Mass 616.34721
InChI InChI=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
InChIKey KUFRQPKVAWMTJO-LMZWQJSESA-N
SMILES C12=C(C(C=C(C1=O)NC(C(=CC=C[C@@H]([C@H](C(=C[C@@H]([C@H]([C@H](C[C@@H](C2)C)OC)O)C)C)OC(=O)N)OC)C)=O)=O)NCCN(C)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): Hsp90 inhibitor
An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
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ChEBI Ontology
Outgoing 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 Sources
17-(dimethylaminoethylamino)-17-demethoxygeldanamycin ChemIDplus
17-DMAG ChemIDplus
Manual Xrefs Databases
17-Dimethylaminoethylamino-17-demethoxygeldanamycin Wikipedia
DB03080 DrugBank
KOS PDBeChem
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Registry Numbers Types Sources
467214-20-6 CAS Registry Number ChemIDplus
9890433 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
02 June 2016