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
Exact Mass
Calculate m/z
459.277344
Sum Composition
Status
Active
3D model of Aplidic acid B
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
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
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
Bioorg Med Chem Lett, 2009
Pubmed ID:
19783438
Other Databases
PubChem CID
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