CHEBI:131506 - (E)-endo-β-bergamoten-12-oic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (E)-endo-β-bergamoten-12-oic acid
ChEBI ASCII Name (E)-endo-beta-bergamoten-12-oic acid
Definition A sesquiterpenoid that is (+)-endo-β-bergamotene in which one of the methyl groups attached to the C=C double bond in the side-chain has been oxidised to form the corresponding carboxylic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H22O2
Net Charge 0
Average Mass 234.335
Monoisotopic Mass 234.16198
InChI InChI=1S/C15H22O2/c1-10-6-7-12-9-13(10)15(12,3)8-4-5-11(2)14(16)17/h5,12-13H,1,4,6-9H2,2-3H3,(H,16,17)/b11-5+/t12-,13-,15-/m0/s1
SMILES [C@@H]12[C@@]([C@@H](CCC1=C)C2)(C)CC/C=C(/C(=O)O)\C
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (E)-endo-β-bergamoten-12-oic acid (CHEBI:131506) has parent hydride (+)-endo-β-bergamotene (CHEBI:61678)
(E)-endo-β-bergamoten-12-oic acid (CHEBI:131506) has role insecticide (CHEBI:24852)
(E)-endo-β-bergamoten-12-oic acid (CHEBI:131506) has role plant metabolite (CHEBI:76924)
(E)-endo-β-bergamoten-12-oic acid (CHEBI:131506) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
(E)-endo-β-bergamoten-12-oic acid (CHEBI:131506) is a bridged compound (CHEBI:35990)
(E)-endo-β-bergamoten-12-oic acid (CHEBI:131506) is a sesquiterpenoid (CHEBI:26658)
(2E)-2-methyl-5-[(1S,5S,6S)-6-methyl-2-methylidenebicyclo[3.1.1]heptan-6-yl]pent-2-enoic acid
Synonyms Sources
(+)-(E)-endo-β-bergamoten-12-oic acid ChEBI
(+)-(E)-endo-β-bergamotenoic acid ChEBI
(E)-endo-β-bergamotenoic acid ChEBI
β-(E)-endo-bergamoten-12-oic acid ChEBI
Manual Xref Database
28283628 ChemSpider
View more database links
Registry Number Type Source
5010007 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11681691 PubMed citation Europe PMC
24248507 PubMed citation Europe PMC
Last Modified
15 November 2016