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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:28592 - ricinoleic acid
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ChEBI Name
ricinoleic acid
ChEBI ID
CHEBI:28592
Definition
A (9
Z
)-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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Formula
C18H34O3
Net Charge
0
Average Mass
298.461
Monoisotopic Mass
298.25079
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 (Br
o
nsted base).
(via
oxoacid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
ricinoleic acid (
CHEBI:28592
)
is a
(9
Z
)-12-hydroxyoctadec-9-enoic acid (
CHEBI:85639
)
ricinoleic acid (
CHEBI:28592
)
is conjugate acid of
ricinoleate (
CHEBI:91295
)
Incoming
(9
Z
,12
R
)-12-hydroxyoctadec-9-enoyl-CoA (
CHEBI:140153
)
has functional parent
ricinoleic acid (
CHEBI:28592
)
ricinoleate ester (
CHEBI:26576
)
has functional parent
ricinoleic acid (
CHEBI:28592
)
triricinolein (
CHEBI:140471
)
has functional parent
ricinoleic acid (
CHEBI:28592
)
ricinoleate (
CHEBI:91295
)
is conjugate base of
ricinoleic acid (
CHEBI:28592
)
IUPAC Name
(9
Z
,12
R
)-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 9
c
-18:1
ChEBI
Ricinoleic acid
KEGG COMPOUND
Ricinoleic acid
KEGG COMPOUND
ricinolic acid
ChemIDplus
Ricinolsäure
ChEBI
Manual Xrefs
Databases
3527
DrugCentral
C00001237
KNApSAcK
C08365
KEGG COMPOUND
DB02955
DrugBank
LMFA01050233
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
141-22-0
CAS Registry Number
KEGG COMPOUND
141-22-0
CAS Registry Number
ChemIDplus
1727811
Reaxys Registry Number
Reaxys
Citations
Types
Sources
18080873
PubMed citation
Europe PMC
19191319
PubMed citation
Europe PMC
9675028
PubMed citation
Europe PMC
Last Modified
02 August 2018
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.