CHEBI:4685 - dolichodial

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ChEBI Name dolichodial
ChEBI ID CHEBI:4685
Definition A dialdehyde that is cyclopentanecarbaldehyde substituted by a methyl group at position 2 and a 3-oxo-prop-1-en-2yl group at position 5. It has been found to occur in pheromones of insects such as aphids.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H14O2
Net Charge 0
Average Mass 166.21696
Monoisotopic Mass 166.09938
InChI InChI=1S/C10H14O2/c1-7-3-4-9(8(2)5-11)10(7)6-12/h5-7,9-10H,2-4H2,1H3/t7-,9+,10+/m0/s1
InChIKey BORBLDJNKYHVJP-FXBDTBDDSA-N
SMILES [H][C@@]1(CC[C@H](C)[C@@]1([H])C=O)C(=C)C=O
Metabolite of Species Details
Dysaphis plantaginea (NCBI:txid214836) See: PubMed
Teucrium marum (NCBI:txid711380) See: PubMed
Roles Classification
Biological Role(s): animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
volatile oil component
Any plant metabolite that is found naturally as a component of a volatile oil.
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ChEBI Ontology
Outgoing dolichodial (CHEBI:4685) has role animal metabolite (CHEBI:75767)
dolichodial (CHEBI:4685) has role plant metabolite (CHEBI:76924)
dolichodial (CHEBI:4685) has role volatile oil component (CHEBI:27311)
dolichodial (CHEBI:4685) is a dialdehyde (CHEBI:38124)
dolichodial (CHEBI:4685) is a iridoid monoterpenoid (CHEBI:50563)
dolichodial (CHEBI:4685) is a olefinic compound (CHEBI:78840)
IUPAC Name
(1R,2S,5S)-2-methyl-5-(3-oxoprop-1-en-2-yl)cyclopentanecarbaldehyde
Synonyms Sources
(1R,2S,5S)-2-(1-formylvinyl)-5-methylcyclopentanecarbaldehyde IUPAC
Dolichodial KEGG COMPOUND
Iridial KEGG COMPOUND
Manual Xrefs Databases
C00003079 KNApSAcK
C09777 KEGG COMPOUND
Dolichodial Wikipedia
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Registry Numbers Types Sources
2207598 Beilstein Registry Number Beilstein
2207598 Reaxys Registry Number Reaxys
5951-57-5 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
15763383 PubMed citation Europe PMC
19023626 PubMed citation Europe PMC
Last Modified
12 February 2015