Structure Database (LMSD)

Common Name
Aplidic acid C
Systematic Name
(E)-6-[(3aR,4R,5R,7aS)-4-[(1E,3E)-5-oxo-5-(2-phenylethylamino)penta-1,3-dienyl]-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hex-5-enoic acid
Synonyms
LM ID
LMFA08020360
Formula
C28H35NO3
Exact Mass
Calculate m/z
433.261694
Sum Composition
NA 28:11;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Dicarboxylic acids [FA0117]
Unsaturated fatty acids [FA0103]
Carbocyclic fatty acids [FA0114]

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

String Representations

InChiKey (Click to copy)
FAGHADWDEDDYSS-ZFTNNBPWSA-N
InChi (Click to copy)
InChI=1S/C28H35NO3/c30-27(29-21-20-22-10-3-1-4-11-22)16-8-7-14-25-23(12-5-2-6-17-28(31)32)18-19-24-13-9-15-26(24)25/h1,3-5,7-8,10-12,14,16,18-19,23-26H,2,6,9,13,15,17,20-21H2,(H,29,30)(H,31,32)/b12-5+,14-7+,16-8+/t23-,24+,25+,26-/m1/s1
SMILES (Click to copy)
[C@@]12([H])CCC[C@@]1([H])C=C[C@@H](/C=C/CCCC(=O)O)[C@@H]2/C=C/C=C/C(=O)NCCC1=CC=CC=C1

Other Databases

PubChem CID
46882294

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 1
Rotatable Bonds 11
Van der Waals Molecular Volume 458.59
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.77
Molar Refractivity 129.50

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Created at
10th Oct 2021
Updated at
10th Oct 2021