Structure Database (LMSD)
Common Name
2-hydroxy-tricosanoic acid
Systematic Name
2-hydroxy-tricosanoic acid
Synonyms
3D model of 2-hydroxy-tricosanoic 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
2-hydroxy Tricosanoic acid is a hydroxylated fatty acid that has been found in the inner bark of E. globulus, the leaves of wild, kiyomi, and zweigeltrepe grape vines, C. elegans, and Pseudosuberites and S. massa sea sponges.1,2,3,4 [Matreya, LLC. Catalog No. 1713]
This information has been provided by Cayman Chemical
References
1. Kawaguchi, M., Imai, H., Naoe, M., et al. Cerebrosides in grapevine leaves: Distinct composition of sphingoid bases among the grapevine species having different tolerances to freezing temperature. Biosci. Biotechnol. Biochem. 64(6), 1271-1273 (2000).
2. Gerdt, S., Lochnit, G., Dennis, R.D., et al. Isolation and structural analysis of three neutral glycosphingolipids from a mixed population of Caenorhabditis elegans (Nematoda: Rhabditida). Glycobiology 7(2), 265-275 (1997).
3. Barnathan, G., Kornprobst, J.-M., Doumenq, P., et al. Sponge fatty acids, 5. Characterization of complete series of 2-hydroxy long-chain fatty acids in phospholipids of two Senegalese marine sponges from the family suberitidae: Pseudosuberites sp. and Suberites massa. J. Nat. Prod. 56(12), 2104-2113 (2004).
4. Freire, C.S.R., Silvestre, A.J.D., Neto, C.P., et al. Lipophilic extractives of the inner and outer barks of Eucalyptus globulus. Holzforschung 56(4), 372-379 (2002).
String Representations
InChiKey (Click to copy)
JZWLIRVAYJRWLN-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C23H46O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(24)23(25)26/h22,24H,2-21H2,1H3,(H,25,26)
SMILES (Click to copy)
C(C(O)CCCCCCCCCCCCCCCCCCCCC)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
26
Rings
0
Aromatic Rings
0
Rotatable Bonds
21
Van der Waals Molecular Volume
430.19
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
7.54
Molar Refractivity
112.17
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Updated at
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