Structure Database (LMSD)

Common Name
Callicarboric acid A
Systematic Name
Methyl (1R,2R)-4-oxo-5-(2-oxo-3E-pentenyl)-2-cyclopentene-1-octanoate
Synonyms
  • methyl (9R,13R)-15,16-dihydro-12,15-dioxo-10,17-phytodienoic acid
LM ID
LMFA02030075
Formula
C19H28O4
Exact Mass
Calculate m/z
320.19876
Sum Composition
FA 19:5;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Phytoprostanes [FA0203]
Fatty esters [FA07]
Short fatty esters [FA0710]
Fatty Acids and Conjugates [FA01]
Oxo fatty acids [FA0106]
Carbocyclic fatty acids [FA0114]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Callicarpa arborea (#536986)
Magnoliopsida (#3398)
Two New Prostaglandin-Like Compounds from Callicarpa arborea Roxb and Their NLRP3 Inflammasome Activation Inhibitory Activity.,
Chem Biodivers, 2023
Pubmed ID: 37964626

String Representations

InChiKey (Click to copy)
NQBKYDBKVLTDIR-PBAYLPGOSA-N
InChi (Click to copy)
InChI=1S/C19H28O4/c1-3-9-16(20)14-17-15(12-13-18(17)21)10-7-5-4-6-8-11-19(22)23-2/h3,9,12-13,15,17H,4-8,10-11,14H2,1-2H3/b9-3+/t15-,17-/m1/s1
SMILES (Click to copy)
C(CCCCCCC[C@H]1[C@@H](CC(=O)/C=C/C)C(=O)C=C1)(=O)OC

Other Databases

PubChem CID
169494229

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings
Rotatable Bonds 12
Van der Waals Molecular Volume 346.86
Topological Polar Surface Area 60.44
Hydrogen Bond Donors
Hydrogen Bond Acceptors 4
logP 3.80
Molar Refractivity 89.90

Admin

Created at
18th Dec 2023
Updated at
18th Dec 2023