CHEBI:28932 - laetisaric acid

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ChEBI Name laetisaric acid
ChEBI ID CHEBI:28932
Definition A C18, straight-chain, hydroxy fatty acid composed of linoleic acid having an (R)-hydroxy group at the 8-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6361, CHEBI:20810
Supplier Information
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Formula C18H32O3
Net Charge 0
Average Mass 296.44490
Monoisotopic Mass 296.235
InChI InChI=1S/C18H32O3/c1-2-3-4-5-6-7-8-11-14-17(19)15-12-9-10-13-16-18(20)21/h6-7,11,14,17,19H,2-5,8-10,12-13,15-16H2,1H3,(H,20,21)/b7-6-,14-11-/t17-/m0/s1
InChIKey UKRXAPMQXXXXTD-QMEIEYGNSA-N
SMILES CCCCC\C=C/C\C=C/[C@H](O)CCCCCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing laetisaric acid (CHEBI:28932) has functional parent linoleic acid (CHEBI:17351)
laetisaric acid (CHEBI:28932) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
laetisaric acid (CHEBI:28932) is a long-chain fatty acid (CHEBI:15904)
laetisaric acid (CHEBI:28932) is a straight-chain fatty acid (CHEBI:59202)
IUPAC Name
(8R,9Z,12Z)-8-hydroxyoctadeca-9,12-dienoic acid
Synonyms Sources
(8R)-8-hydroxylinoleic acid ChEBI
(8R,9Z,12Z)-8-hydroxy-9,12-octadecadienoic acid ChEBI
(9Z,12Z)-(8R)-hydroxyoctadeca-9,12-dienoic acid ChEBI
(R,Z,Z)-hydroxyoctadeca-9,12-dienoic acid ChEBI
laetisaric acid ChEBI
Laetisaric acid KEGG COMPOUND
sporogenic factor PsiB ChEBI
Manual Xref Database
C00000398 KNApSAcK
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Registry Number Type Source
4809212 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17774004 PubMed citation Europe PMC
19286665 PubMed citation Europe PMC
Last Modified
05 March 2018
General Comments
2011-02-21 An allelochemical secreted by the soil-inhabiting basidiomycete fungus Laetisaria arvalis which suppresses the growth of several economically important phytopathogenic fungi.
2011-02-21 A psi (precocious sexual inducer) factor which induces premature sexual sporulation in A. nidulans.