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CHEBI:142819 - andrastin D(1−)

ChEBI IDCHEBI:142819
ChEBI Nameandrastin D(1−)
Stars
ASCII Nameandrastin D(1-)
DefinitionAn enolate anion resulting from the deprotonation of the enol of andrastin D.Major species at pH 7.3. Published in http://dx.doi.org/10.1016/j.tet.2013.07.029
Last Modified9 January 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC26H35O5
Net Charge-1
Average Mass427.561
Monoisotopic Mass427.24900
SMILES[H][C@@]12C=C(C)[C@@]3(C)C(=O)C(C)=C([O-])[C@@]3(C(=O)OC)[C@@]1(C)CC[C@]1([H])C(C)(C)C(=O)CC[C@@]21C
InChIInChI=1S/C26H36O5/c1-14-13-17-23(5)11-10-18(27)22(3,4)16(23)9-12-24(17,6)26(21(30)31-8)20(29)15(2)19(28)25(14,26)7/h13,16-17,29H,9-12H2,1-8H3/p-1/t16-,17+,23-,24+,25+,26-/m1/s1
InChIKeyOVCUEWPSMQMSOY-UWWAQUNASA-M
Roles Classification
Biological Role:
EC 2.5.1.58 (protein farnesyltransferase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of protein farnesyltransferase (EC 2.5.1.58), one of the three enzymes in the prenyltransferase group.
ChEBI Ontology
Outgoing Relation(s)
andrastin D(1−) (CHEBI:142819) has role EC 2.5.1.58 (protein farnesyltransferase) inhibitor (CHEBI:64133)
andrastin D(1−) (CHEBI:142819) is a enolate (CHEBI:142839)
andrastin D(1−) (CHEBI:142819) is conjugate base of andrastin D (CHEBI:142874)
Incoming Relation(s)
andrastin D (CHEBI:142874) is conjugate acid of andrastin D(1−) (CHEBI:142819)
IUPAC Name 
14-(methoxycarbonyl)-4,4,8α,12,16-pentamethyl-3,17-dioxo-5β,9β,10α,13α-androsta-11,15-dien-15-olate
Synonym  Source
(5β,8α,9β,10α,13α)-14-(methoxycarbonyl)-4,4,8,12,16-pentamethyl-3,17-dioxoandrosta-11,15-dien-15-olateIUPAC
UniProt Name  Source
andrastin DUniProt