Structure Database (LMSD)

Systematic Name
8-(2-butyl-6S-hydroxy-3-oxocyclohex-1-en-yl)octanoic acid
Synonyms
LM ID
LMFA02000409
Formula
C18H30O4
Exact Mass
Calculate m/z
310.21441
Sum Composition
FA 18:3;O2
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]
Carbocyclic fatty acids [FA0114]
Hydroxy fatty acids [FA0105]
Oxo fatty acids [FA0106]

References

Comments
Formed from covalently bound precursors during the KOH treatment

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sus scrofa (#9823)
Mammalia (#40674)
Two C18 hydroxy-cyclohexenone fatty acids from mammalian epidermis: Potential relation to 12R-lipoxygenase and covalent binding of ceramides.,
J Biol Chem, 2023
Pubmed ID: 37086788

String Representations

InChiKey (Click to copy)
OLFUTRYLBQEHBU-KRWDZBQOSA-N
InChi (Click to copy)
InChI=1S/C18H30O4/c1-2-3-9-14-15(17(20)13-12-16(14)19)10-7-5-4-6-8-11-18(21)22/h17,20H,2-13H2,1H3,(H,21,22)/t17-/m0/s1
SMILES (Click to copy)
[C@H]1(O)CCC(=O)C(CCCC)=C1CCCCCCCC(=O)O

Other Databases

PubChem CID
171116385

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 334.84
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.30
Molar Refractivity 87.27

Admin

Created at
25th Apr 2023
Updated at
27th Apr 2023