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CHEBI:142821 - andrastin C(1−)

ChEBI IDCHEBI:142821
ChEBI Nameandrastin C(1−)
Stars
ASCII Nameandrastin C(1-)
DefinitionAn enolate anion resulting from the deprotonation of the enol group of andrastin C. 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
FormulaC28H39O6
Net Charge-1
Average Mass471.614
Monoisotopic Mass471.27521
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@@H](OC(C)=O)CC[C@@]21C
InChIInChI=1S/C28H40O6/c1-15-14-19-25(6)12-11-20(34-17(3)29)24(4,5)18(25)10-13-26(19,7)28(23(32)33-9)22(31)16(2)21(30)27(15,28)8/h14,18-20,31H,10-13H2,1-9H3/p-1/t18-,19+,20+,25-,26+,27+,28-/m1/s1
InChIKeyCOPIXBGZYYCWRA-QUQNHZJXSA-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 C(1−) (CHEBI:142821) has role EC 2.5.1.58 (protein farnesyltransferase) inhibitor (CHEBI:64133)
andrastin C(1−) (CHEBI:142821) is a enolate (CHEBI:142839)
andrastin C(1−) (CHEBI:142821) is conjugate base of andrastin C (CHEBI:142867)
Incoming Relation(s)
andrastin C (CHEBI:142867) is conjugate acid of andrastin C(1−) (CHEBI:142821)
IUPAC Name 
3β-(acetyloxy)-14-(methoxycarbonyl)-4,4,8α,12,16-pentamethyl-17-oxo-5β,9β,10α,13α-androsta-11,15-dien-15-olate
Synonym  Source
(3β,5β,8α,9β,10α,13α)-3-(acetyloxy)-14-(methoxycarbonyl)-4,4,8,12,16-pentamethyl-17-oxoandrosta-11,15-dien-15-olateIUPAC
UniProt Name  Source
andrastin CUniProt