Structure Database (LMSD)

Common Name
9,12,13-TriHOME
Systematic Name
9S,12S,13S-trihydroxy-10E-octadecenoic acid
Synonyms
  • Pinellic acid
  • Dihydrofulgidic acid
LM ID
LMFA02000014
Formula
C18H34O5
Exact Mass
Calculate m/z
330.240625
Sum Composition
FA 18:1;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Eosinophils synthesize trihydroxyoctadecenoic acids (TriHOMEs) via a 15-lipoxygenase dependent process.,
Biochim Biophys Acta Mol Cell Biol Lipids, 2020
Pubmed ID: 31918007
Pinellia ternata (#199225)
Magnoliopsida (#3398)
Pinellic acid from the tuber of Pinellia ternata Breitenbach as an effective oral adjuvant for nasal influenza vaccine.,
Int Immunopharmacol, 2002
Pubmed ID: 12349955

String Representations

InChiKey (Click to copy)
MDIUMSLCYIJBQC-MVFSOIOZSA-N
InChi (Click to copy)
InChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17-/m0/s1
SMILES (Click to copy)
C(CCCCCCC[C@H](O)/C=C/[C@H](O)[C@@H](O)CCCCC)(=O)O

Other Databases

KEGG ID
C14833
HMDB ID
HMDB0004708
CHEBI ID
34506
PubChem CID
9858729
PlantFA ID
10565
Cayman ID
10005143

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 358.63
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.88
Molar Refractivity 92.79

Admin

Created at
-
Updated at
-