Structure Database (LMSD)

Common Name
Caleic acid
Systematic Name
3E,9Z,12Z-octadecatrienoic acid
Synonyms
  • trans-3, cis-9, cis-12-octadecatrienoic acid
  • C18:3n-6,9,15
LM ID
LMFA01030140
Formula
C18H30O2
Exact Mass
Calculate m/z
278.224581
Sum Composition
FA 18:3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

Reactions

Filter by species:
ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
Click on an edge to display the reaction(s).
Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Calea urticifolia (#3046117)
Magnoliopsida (#3398)
A new acid from calea urticaefolia seed oil:trans-3,cis-9,cis-12-octadecatrienoic acid,
J Am Oil Chem Soc, 1965

String Representations

InChiKey (Click to copy)
FEWFGHQMEYATJR-XTEDJDMISA-N
InChi (Click to copy)
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,15-16H,2-5,8,11-14,17H2,1H3,(H,19,20)/b7-6-,10-9-,16-15+
SMILES (Click to copy)
C(CCC/C=C/CC(=O)O)/C=C\C/C=C\CCCCC

Other Databases

CHEBI ID
180175
LIPIDBANK ID
DFA0179
PubChem CID
5282815
PlantFA ID
10098

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 0
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 326.98
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.66
Molar Refractivity 86.90

Admin

Created at
-
Updated at
2nd Jan 2025