Structure Database (LMSD)

Common Name
DL-3-hydroxy stearic acid
Systematic Name
3-hydroxy-octadecanoic acid
Synonyms
LM ID
LMFA02000121
Formula
C18H36O3
Exact Mass
Calculate m/z
300.266445
Sum Composition
FA 18:0;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]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]

Biological Context

3-hydroxy Stearic acid is a long-chain saturated fatty acid and intermediate in the production of 3-hydroxy octadecanedioic acid from stearic acid .1 3-hydroxy Stearic acid is found in C. pyloridis, a bacteria implicated in the etiology of peptic ulcers.2 [Matreya, LLC. Catalog No. 1743]

This information has been provided by Cayman Chemical

References

1. Dhar, M., Sepkovic, D.W., Hirani, V., et al. Omega oxidation of 3-hydroxy fatty acids by the human CYP4F gene subfamily enzyme CYP4F11. J. Lipid Res. 49(3), 612-624 (2008).
2. Lambert, M.A., Patton, C.M., Barrett, T.J., et al. Differentiation of Campylobacter and Campylobacter-like organisms by cellular fatty acid composition. J. Clin. Microbiol. 25(4), 706-713 (1987).

String Representations

InChiKey (Click to copy)
POMQYTSPMKEQNB-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)
SMILES (Click to copy)
C(O)(CCCCCCCCCCCCCCC)CC(=O)O

Other Databases

CHEBI ID
50578
PubChem CID
5282907
SwissLipids ID
SLM:000000823
Cayman ID
22692

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 343.69
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.59
Molar Refractivity 89.08

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Updated at
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