Structure Database (LMSD)
Common Name
Phellonic acid
Systematic Name
22-hydroxy-docosanoic acid
Synonyms
- omega-hydroxy behenic acid
3D model of Phellonic 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
22-hydroxy Docosanoic acid is a hydroxylated fatty acid that has been found in the suberin component of silver birch (B. pendula) outer bark as well as the leaves, roots, and wood of Q. ilex from Cala Violina and Colognole, Italy.1,2 [Matreya, LLC. Catalog No. 1818]
This information has been provided by Cayman Chemical
References
1. Karnaouri, A., Lange, H., Crestini, C., et al. Chemoenzymatic fractionation and characterization of pretreated birch outer bark. ACS Sustainable Chem. Eng. 4(10), 5289-5302 (2016).
2. Andreetta, A., Dignac, M.-F., and Carnicelli, S. Biological and physico-chemical processes influence cutin and suberin biomarker distribution in two Mediterranean forest soil profiles. Biogeochemistry 112(1-3), 41-58 (2013).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Betula pendula
(#3505)
Magnoliopsida
(#3398)
Chemoenzymatic fractionation and characterization of pretreated birch outer bark,
ACS Sust Chem, 2016
ACS Sust Chem, 2016
Quercus suber
(#58331)
Magnoliopsida
(#3398)
The Structure of Phellonic Acid,
J Am Chem Soc, 1941
J Am Chem Soc, 1941
DOI:
10.1021/ja01847a074
String Representations
InChiKey (Click to copy)
IBPVZXPSTLXWCG-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C22H44O3/c23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(24)25/h23H,1-21H2,(H,24,25)
SMILES (Click to copy)
C(CCCCCCCCCCCCC(=O)O)CCCCCCCCO
Other Databases
CHEBI ID
LIPIDBANK ID
DFA0345
PubChem CID
PlantFA ID
SwissLipids ID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
25
Rings
0
Aromatic Rings
0
Rotatable Bonds
21
Van der Waals Molecular Volume
412.89
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
7.15
Molar Refractivity
107.55
Admin
Created at
-
Updated at
10th Apr 2025