Structure Database (LMSD)

Common Name
17-hydroxy-heptadecanoic acid
Systematic Name
17-hydroxy-heptadecanoic acid
Synonyms
LM ID
LMFA01050053
Formula
C17H34O3
Exact Mass
Calculate m/z
286.250796
Sum Composition
FA 17:0;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]

Biological Context

17-hydroxy Heptadecanoic acid is a hydroxylated fatty acid that has been found in aeolian particles collected on the Frioul Islands and in the outer bark of E. globulus.1,2 It has been used in the synthesis of various macrocyclic lactones.3 [Matreya, LLC. Catalog No. 1760]

This information has been provided by Cayman Chemical

References

1. Scott, L.T., and Naples, J.O. Macrolide synthesis by the polystyrene-mediated lactonization of ω-hydroxycarboxylic acids. Synthesis 11, 738-739 (1976).
2. 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).
3. Rontani, J.-F., Charriere, B., Vaultier, F., et al. Origin and degradation of lipids in aeolian particles from a coastal area of the north-western Mediterranean Sea. Atmos. Environ. 56, 124-135 (2012).

String Representations

InChiKey (Click to copy)
JHRQMZPLCYCFPI-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C17H34O3/c18-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17(19)20/h18H,1-16H2,(H,19,20)
SMILES (Click to copy)
C(CCCCCCCCCCCCCCO)CC(=O)O

Other Databases

CHEBI ID
79177
LIPIDBANK ID
DFA0319
PubChem CID
4308451
Cayman ID
24650

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 326.39
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.20
Molar Refractivity 84.47

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Updated at
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