Structure Database (LMSD)

Common Name
Aplidic acid B
Systematic Name
(5E,7E)-8-[(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]octa-5,7-dienoic acid
Synonyms
LM ID
LMFA08020358
Formula
C30H37NO3
Exact Mass
Calculate m/z
459.277344
Sum Composition
NA 30:12;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)
QRWPHMHMPOYWGH-JUHMXDIUSA-N
InChi (Click to copy)
InChI=1S/C30H37NO3/c32-29(31-23-22-24-12-5-4-6-13-24)18-10-9-16-27-25(20-21-26-15-11-17-28(26)27)14-7-2-1-3-8-19-30(33)34/h1-2,4-7,9-10,12-14,16,18,20-21,25-28H,3,8,11,15,17,19,22-23H2,(H,31,32)(H,33,34)/b2-1+,14-7+,16-9+,18-10+/t25-,26+,27+,28-/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)NCCC1=CC=CC=C1

Other Databases

PubChem CID
46882260

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 1
Rotatable Bonds 12
Van der Waals Molecular Volume 490.55
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.33
Molar Refractivity 138.64

Admin

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