Structure Database (LMSD)

Common Name
5-keto-6E,8E-octadecadienoic acid
Systematic Name
5-oxo-6E,8E-octadecadienoic acid
Synonyms
  • Rabdosia Acid B
  • Macaene
LM ID
LMFA01031165
Formula
C18H30O3
Exact Mass
Calculate m/z
294.219495
Sum Composition
FA 18:3;O
Status
Active
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]
Oxo fatty acids [FA0106]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Isodon lophanthoides (#204133)
Magnoliopsida (#3398)
Rabdosia Acids A and B: Two New Lipids from Rabdosia lophanthoides,
Chemistry of Natural Compounds, 2016
Lepidium meyenii (#153348)
Magnoliopsida (#3398)
Constituents of Lepidium meyenii 'maca'.,
Phytochemistry, 2002
Pubmed ID: 11754952

String Representations

InChiKey (Click to copy)
YVWMHFYOIJMUMN-CYZWUHAYSA-N
InChi (Click to copy)
InChI=1S/C18H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(19)15-13-16-18(20)21/h10-12,14H,2-9,13,15-16H2,1H3,(H,20,21)/b11-10+,14-12+
SMILES (Click to copy)
C(CCCC(=O)/C=C/C=C/CCCCCCCCC)(=O)O

Other Databases

PubChem CID
90478988

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 335.77
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.06
Molar Refractivity 87.38

Admin

Created at
29th Aug 2019
Updated at
17th Jan 2023