CHEBI:142813 - andrastin E(1−)

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name andrastin E(1−)
ChEBI ID CHEBI:142813
ChEBI ASCII Name andrastin E(1-)
Definition An enolate anion resulting from the deprotonation of the enol group of andrastin E. 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 C26H37O5
Net Charge -1
Average Mass 429.570
Monoisotopic Mass 429.26465
InChI InChI=1S/C26H38O5/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/h13,16-18,27,29H,9-12H2,1-8H3/p-1/t16-,17+,18-,23-,24+,25+,26-/m1/s1
InChIKey UWNMGJYESPODDH-FOBKTAAQSA-M
SMILES C1C[C@H](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
ChEBI Ontology
Outgoing andrastin E(1−) (CHEBI:142813) is a enolate (CHEBI:142839)
andrastin E(1−) (CHEBI:142813) is conjugate base of andrastin E (CHEBI:142875)
Incoming andrastin E (CHEBI:142875) is conjugate acid of andrastin E(1−) (CHEBI:142813)
IUPAC Name
3α-hydroxy-14-(methoxycarbonyl)-4,4,8α,12,16-pentamethyl-17-oxo-5β,9β,10α,13α-androsta-11,15-dien-15-olate
Synonyms Sources
(3α,5β,8α,9β,10α,13α)-3-hydroxy-14-(methoxycarbonyl)-4,4,8,12,16-pentamethyl-17-oxoandrosta-11,15-dien-15-olate IUPAC
andrastin E UniProt
Last Modified
10 January 2019
General Comment
2019-01-09 see Tetrahedron, 2013, 69, 8199-8204. https://doi.org/10.1016/j.tet.2013.07.029