CHEBI:28592 - ricinoleic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ricinoleic acid
ChEBI ID CHEBI:28592
Definition A (9Z)-12-hydroxyoctadec-9-enoic acid in which the 12-hydroxy group has R-configuration..
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8854, CHEBI:26575
Supplier Information
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Formulae C18H34O3
C18H34O3
Net Charge 0
Average Mass 298.461
Monoisotopic Mass 298.251
InChI InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1
InChIKey WBHHMMIMDMUBKC-QJWNTBNXSA-N
SMILES OC(CCCCCCC/C=C\C[C@@H](CCCCCC)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 ricinoleic acid (CHEBI:28592) is a (9Z)-12-hydroxyoctadec-9-enoic acid (CHEBI:85639)
ricinoleic acid (CHEBI:28592) is conjugate acid of ricinoleate (CHEBI:91295)
Incoming ricinoleate ester (CHEBI:26576) has functional parent ricinoleic acid (CHEBI:28592)
ricinoleate (CHEBI:91295) is conjugate base of ricinoleic acid (CHEBI:28592)
IUPAC Name
(9Z,12R)-12-hydroxyoctadec-9-enoic acid
Synonyms Sources
(cis,R)-12-hydroxyoctadec-9-enoic acid ChEBI
(Z,R)-12-hydroxyoctadec-9-enoic acid ChEBI
12-Hydroxy-9-octadecenoic acid KEGG COMPOUND
12-Hydroxy-cis-9-octadecenoic acid KEGG COMPOUND
12-hydroxyoleic acid ChemIDplus
12-OH 9c-18:1 ChEBI
Ricinoleic acid KEGG COMPOUND
Ricinoleic acid KEGG COMPOUND
ricinolic acid ChemIDplus
Ricinolsäure ChEBI
Database Links Databases
3527 DrugCentral
C00001237 KNApSAcK
C08365 KEGG COMPOUND
DB02955 DrugBank
LMFA01050233 LIPID MAPS
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Registry Numbers Types Sources
141-22-0 CAS Registry Number KEGG COMPOUND
141-22-0 CAS Registry Number ChemIDplus
1727811 Reaxys Registry Number Reaxys
1727811 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
18080873 PubMed citation Europe PMC
19191319 PubMed citation Europe PMC
9675028 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2011-01-27 An unsaturated omega-9 fatty acid that naturally occurs in mature Castor plant (Ricinus communis L.) seeds or in sclerotium of ergot Claviceps purpurea Tul. --Wikipedia.