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
LM ID
LMFA02000184
Formula
C18H34O3
Exact Mass
Calculate m/z
298.250795
Sum Composition
FA 18:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ricinus communis (#3988)
Magnoliopsida (#3398)
THE BIOSYNTHESIS OF RICINOLEIC ACID.,
Biochem J, 1965
Pubmed ID: 14340094

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
Ricinoleic acid
LIPIDAT ID
1806
KEGG ID
C08365
CHEBI ID
28592
PubChem CID
643684
PlantFA ID
10274
SwissLipids ID
SLM:000501246
Cayman ID
10009369

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

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Created at
-
Updated at
21st Nov 2023