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CHEBI:70805 - pentalenolactone D

ChEBI IDCHEBI:70805
ChEBI Namepentalenolactone D
Stars
DefinitionA sesquiterpene lactone obtained by regioselective Bayer-Villiger oxidation of 1-deoxy-11-oxopentalenic acid.
Last Modified14 April 2015
SubmitterSteve
DownloadsMolfile
FormulaC15H20O4
Net Charge0
Average Mass264.321
Monoisotopic Mass264.13616
SMILES[H][C@@]12COC(=O)[C@@H](C)[C@@]13CC(C)(C)C[C@@]3([H])C=C2C(=O)O
InChIInChI=1S/C15H20O4/c1-8-13(18)19-6-11-10(12(16)17)4-9-5-14(2,3)7-15(8,9)11/h4,8-9,11H,5-7H2,1-3H3,(H,16,17)/t8-,9-,11+,15-/m1/s1
InChIKeyMRLXXQBBRNRWDA-LIEMUPCESA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
pentalenolactone D (CHEBI:70805) has role bacterial metabolite (CHEBI:76969)
pentalenolactone D (CHEBI:70805) is a organic heterotricyclic compound (CHEBI:26979)
pentalenolactone D (CHEBI:70805) is a sesquiterpene lactone (CHEBI:37667)
pentalenolactone D (CHEBI:70805) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
pentalenolactone D (CHEBI:70805) is conjugate acid of pentalenolactone D(1−) (CHEBI:70787)
Incoming Relation(s)
pentalenolactone D(1−) (CHEBI:70787) is conjugate base of pentalenolactone D (CHEBI:70805)
IUPAC Name 
(4S,4aR,7aS,9aR)-4,6,6-trimethyl-3-oxo-1,3,4,5,6,7,7a,9a-octahydropentaleno[1,6a-c]pyran-9-carboxylic acid
Manual XrefsDatabases
CPD-13621MetaCyc
Registry NumbersSources
Reaxys:5347613Reaxys
Citations