Structure Database (LMSD)

Common Name
Porrigenic acid
Systematic Name
(S)-(10E,12E)-14- hydroxy-9-oxo-10,12-octadecadienoic acid
Synonyms
LM ID
LMFA01060225
Formula
C18H30O4
Exact Mass
Calculate m/z
310.21441
Sum Composition
FA 18:3;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Oxo fatty acids [FA0106]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pleurocybella porrigens (#71910)
Agaricomycetes (#155619)
Cytotoxic fatty acid from Pleurocybella porrigens.,
Chem Pharm Bull (Tokyo), 2007
Pubmed ID: 18057752

String Representations

InChiKey (Click to copy)
GDCBVHSUEZTUIW-NRJQCZOGSA-N
InChi (Click to copy)
InChI=1S/C18H30O4/c1-2-3-11-16(19)13-9-10-14-17(20)12-7-5-4-6-8-15-18(21)22/h9-10,13-14,16,19H,2-8,11-12,15H2,1H3,(H,21,22)/b13-9+,14-10+/t16-/m0/s1
SMILES (Click to copy)
CCCC[C@H](O)/C=C/C=C/C(CCCCCCCC(O)=O)=O

Other Databases

CHEBI ID
66776
PubChem CID
25052836

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 344.56
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.32
Molar Refractivity 89.29

Admin

Created at
6th May 2020
Updated at
2nd Feb 2021