Structure Database (LMSD)

H H O OH O O
Common Name
Aplidic acid A
Systematic Name
(5E,7E)-8-[(3aR,4R,5R,7aS)-4-[(1E,3E)-5-methoxy-5-oxopenta-1,3-dienyl]-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]octa-5,7-dienoic acid
Synonyms
LM ID
LMFA04000100
Formula
C23H30O4
Exact Mass
Calculate m/z
370.21441
Sum Composition
FA 23:8;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)
FMNXZOPVRFLFPQ-ORXNZJJHSA-N
InChi (Click to copy)
InChI=1S/C23H30O4/c1-27-23(26)15-8-7-12-20-18(16-17-19-11-9-13-21(19)20)10-5-3-2-4-6-14-22(24)25/h2-3,5,7-8,10,12,15-21H,4,6,9,11,13-14H2,1H3,(H,24,25)/b3-2+,10-5+,12-7+,15-8+/t18-,19+,20+,21-/m1/s1
SMILES (Click to copy)
[C@@]12([H])CCC[C@@]1([H])C=C[C@@H](/C=C/C=C/CCCC(=O)O)[C@@H]2/C=C/C=C/C(=O)OC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Aplidium (#2621823)
Ascidiacea (#7713)
Bicyclic alpha,omega-dicarboxylic acid derivatives from a colonial tunicate of the family Polyclinidae.,
Bioorg Med Chem Lett, 2009
Pubmed ID: 19783438

Other Databases

PubChem CID
46882259

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 398.42
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.86
Molar Refractivity 107.01

Admin

Created at
9th Oct 2021
Updated at
9th Oct 2021