Structure Database (LMSD)
Common Name
Ricinoleic acid
Systematic Name
12R-hydroxy-9Z-octadecenoic acid
Synonyms
- 9-Octadecenoic acid, 12-hydroxy-, [R-(Z)]-
- Ricinoleic acid
- 12-D-Hydroxy-9-cis-octadecenoic acid
- 12-Hydroxy-cis-9-octadecenoic acid
- 12-Hydroxyoctadeca-9-enoic acid
- Nouracid CS 80
- Ricinic acid
- Ricinolic acid
3D model of Ricinoleic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Ricinoleic acid is a naturally occurring 12-hydroxy fatty acid. It constitutes about 90% of the fatty acids in castor oil. Ricinoleic acid can serve as a substrate for the synthesis of conjugated linoleic acids. It is considered safe and non-toxic as a food constituent in humans, up to a daily intake of 2.5 grams per day. In high doses, castor oil has a laxative effect.
This information has been provided by Cayman Chemical
References
String Representations
InChiKey (Click to copy)
WBHHMMIMDMUBKC-QJWNTBNXSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C(CCCCCCC/C=C\C[C@H](O)CCCCCC)(=O)O
Other Databases
Wikipedia
LIPIDAT ID
1806
KEGG ID
CHEBI ID
PubChem CID
PlantFA ID
SwissLipids ID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
0
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
341.05
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
5.37
Molar Refractivity
88.99
Admin
Created at
-
Updated at
21st Nov 2023