CHEBI:142819 - andrastin D(1−)

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ChEBI Name andrastin D(1−)
ChEBI ID CHEBI:142819
ChEBI ASCII Name andrastin D(1-)
Definition An 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
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C26H35O5
Net Charge -1
Average Mass 427.554
Monoisotopic Mass 427.24900
InChI InChI=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
InChIKey OVCUEWPSMQMSOY-UWWAQUNASA-M
SMILES C1CC(C([C@@]2([C@@]1([C@]3([C@](CC2)([C@]4([C@@](C(=C3)C)(C(C(=C4[O-])C)=O)C)C(OC)=O)C)[H])C)[H])(C)C)=O
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
Synonyms Sources
(5β,8α,9β,10α,13α)-14-(methoxycarbonyl)-4,4,8,12,16-pentamethyl-3,17-dioxoandrosta-11,15-dien-15-olate IUPAC
andrastin D UniProt
Last Modified
09 January 2019