Structure Database (LMSD)
Common Name
Juniperic acid
Systematic Name
16-hydroxy-hexadecanoic acid
Synonyms
- Juniperinic acid
3D model of Juniperic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
16-hydroxy Hexadecanoic acid is a metabolite of the saturated fatty acid palmitic acid (16:0) that has been hydroxylated on its terminal (ω) carbon. It is produced by ω-hydroxylation of palmitic acid by cytochrome P450 in both plants and animals.1,2,3,4 In plants, it is commonly a component of cutin.5,2
This information has been provided by Cayman Chemical
References
1. Aoyama, T., Hardwick, J.P., Imaoka, S., et al. Clofibrate-inducible rat hepatic P450s IVA1 and IVA3 catalyze the ω- and (ω-1)-hydroxylation of fatty acids and the (ω-1)-hydroxylation of prostaglandins E1 and F2α. J. Lipid Res. 31(8), 1477-1482 (1990).
3. Benveniste, I., Saito, T., Wang, Y., et al. Evolutionary relationship and substrate specificity of Arabidopsis thaliana fatty acid ω-hydroxylase. Plant Sci. 170(2), 326-328 (2006).
String Representations
InChiKey (Click to copy)
UGAGPNKCDRTDHP-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)
SMILES (Click to copy)
C(CCCCCCCCCCCCCO)CC(=O)O
Other Databases
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
DFA0317
PubChem CID
PlantFA ID
SwissLipids ID
Cayman ID
PDB ID
Calculated Physicochemical Properties
Heavy Atoms
19
Rings
0
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
309.09
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
4.81
Molar Refractivity
79.85
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