Structure Database (LMSD)

Systematic Name
(5E,7E)-8-[(3aS,4R,5R,7aR)-4-[(1Z,3E)-5-oxo-5-(2-methyl-butylamino)-penta-1,3-dienyl]-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]octa-5,7-dienoic acid
Synonyms
LM ID
LMFA08020363
Formula
C27H39NO3
Exact Mass
Calculate m/z
425.292994
Sum Composition
NA 27:8;O
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
Didemnum sp. (#107395)
Ascidiacea (#7713)
Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.,
Mar Drugs, 2021
Pubmed ID: 34564183

String Representations

InChiKey (Click to copy)
WBGZKELJCWPLJG-LLNDUFDVSA-N
InChi (Click to copy)
InChI=1S/C27H39NO3/c1-3-21(2)20-28-26(29)16-10-9-14-24-22(18-19-23-13-11-15-25(23)24)12-7-5-4-6-8-17-27(30)31/h4-5,7,9-10,12,14,16,18-19,21-25H,3,6,8,11,13,15,17,20H2,1-2H3,(H,28,29)(H,30,31)/b5-4+,12-7+,14-9-,16-10+/t21?,22-,23-,24-,25+/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)NCC(CC)C

Other Databases

PubChem CID
171118623

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 2
Aromatic Rings
Rotatable Bonds 12
Van der Waals Molecular Volume 469.83
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.13
Molar Refractivity 127.95

Admin

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