Structure Database (LMSD)

Common Name
11,12,15-THETA
Systematic Name
11,12,15-trihydroxy-5Z,8Z,13E-eicosatrienoic acid
Synonyms
LM ID
LMFA03050032
Formula
C20H34O5
Exact Mass
Calculate m/z
354.240625
Sum Composition
FA 20:3;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hydroxy/hydroperoxyeicosatrienoic acids [FA0305]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Oryctolagus cuniculus (#9986)
Mammalia (#40674)
Identification of the 11,14,15- and 11,12, 15-trihydroxyeicosatrienoic acids as endothelium-derived relaxing factors of rabbit aorta.,
J Biol Chem, 1998
Pubmed ID: 9812980

String Representations

InChiKey (Click to copy)
PRMWQIVYOYCJQC-LTCHCNGXSA-N
InChi (Click to copy)
InChI=1S/C20H34O5/c1-2-3-9-12-17(21)15-16-19(23)18(22)13-10-7-5-4-6-8-11-14-20(24)25/h4,6-7,10,15-19,21-23H,2-3,5,8-9,11-14H2,1H3,(H,24,25)/b6-4-,10-7-,16-15+
SMILES (Click to copy)
C(CCC/C=C\C/C=C\CC(O)C(O)/C=C/C(O)CCCCC)(=O)O

Other Databases

CHEBI ID
138144
PubChem CID
100927890

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 387.95
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.21
Molar Refractivity 101.84

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Created at
4th Dec 2023
Updated at
4th Dec 2023