Structure Database (LMSD)

H H O OH O OH
Systematic Name
(5E,7E)-8-[(3aR,4R,5R,7aS)-4-[(1Z,3E)-5-hydroxy-5-oxopenta-1,3-dienyl]-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]octa-5,7-dienoic acid
Synonyms
LM ID
LMFA04000101
Formula
C22H28O4
Exact Mass
Calculate m/z
356.19876
Sum Composition
FA 22:8;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Docosanoids [FA04]
Other Docosanoids [FA0400]
Fatty Acids and Conjugates [FA01]
Dicarboxylic acids [FA0117]
Unsaturated fatty acids [FA0103]
Carbocyclic fatty acids [FA0114]

String Representations

InChiKey (Click to copy)
DWKDLOUEMDDTEN-MVQDZDRVSA-N
InChi (Click to copy)
InChI=1S/C22H28O4/c23-21(24)13-5-3-1-2-4-9-17-15-16-18-10-8-12-20(18)19(17)11-6-7-14-22(25)26/h1-2,4,6-7,9,11,14-20H,3,5,8,10,12-13H2,(H,23,24)(H,25,26)/b2-1+,9-4+,11-6-,14-7+/t17-,18+,19-,20-/m1/s1
SMILES (Click to copy)
C(/C=C/C=C\[C@H]1[C@]2([H])CCC[C@@]2([H])C=C[C@H]1/C=C/C=C/CCCC(=O)O)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Didemnum sp. (#107395)
Ascidiacea (#7713)
Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.,
Mar Drugs, 2021
Pubmed ID: 34564183

Other Databases

PubChem CID
171118584

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 2
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 381.12
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.77
Molar Refractivity 102.63

Admin

Created at
18th Oct 2021
Updated at
18th Oct 2021