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Merck

H7021

2-Hydroxyhexadecanoic acid

≥98% (capillary GC)

Synonym(s):

2-Hydroxypalmitic acid, DL-α-Hydroxypalmitic acid

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About This Item

Linear Formula:
CH3(CH2)13CH(OH)COOH
CAS Number:
Molecular Weight:
272.42
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
212-129-1
MDL number:
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InChI key

JGHSBPIZNUXPLA-UHFFFAOYSA-N

InChI

1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15,17H,2-14H2,1H3,(H,18,19)

SMILES string

CCCCCCCCCCCCCCC(O)C(O)=O

assay

≥98% (capillary GC)

lipid type

saturated FAs

storage temp.

2-8°C

Quality Level

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Biochem/physiol Actions

2-Hydroxyhexadecanoic acid (2OH-HDA) is used as a representative of the saturated long-chain hydroxyl fatty acids group, members of which have potential roles in anti-inflammatory action, neuroprotection, and bactericide and anti-cancer defense.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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B D Beaumelle et al.
Molecular and biochemical parasitology, 28(1), 39-42 (1988-02-01)
The intraerythrocytic malaria parasite depends on the surrounding medium for a supply of phospholipid precursors. Efficient inhibition (IC50 7-90 microM) of Plasmodium falciparum growth in vitro was achieved using modified fatty acids. The fatty acid analogues most effective in suppressing
Y Kitano et al.
Japanese journal of cancer research : Gann, 87(5), 437-441 (1996-05-01)
The sphingomyelin cycle is activated to accumulate ceramides in the process of epidermal differentiation. We found that sphingomyelin in the epidermis of 4 different murine strains gave three bands on TLC, the lower band containing alpha-hydroxypalmitic acid (C16h:0(alpha)). However, in
K M Koshy et al.
Chemistry and physics of lipids, 34(1), 41-53 (1983-12-01)
Chromatographically pure galactosylceramide I3-sulfate (cerebroside sulfate (CBS)) containing palmitic acid or D-2-hydroxypalmitic acid has been prepared by the acylation of galactosylsphingosine I3-sulfate obtained from the saponification of bovine brain sulfatides. Optically pure D-2-hydroxypalmitic acid was obtained by adapting literature methods
T Kaneshiro et al.
Lipids, 28(5), 397-401 (1993-05-01)
Fumonisin B1 is a sphingolipid-like compound that enhances the accumulation of yeast sphingolipids and 2-hydroxy fatty acids. These lipids occur both as freely extractable and cell bound components in yeast fermentations. Both free and bound 2-hydroxy fatty acids produced by
S Hamanaka et al.
Biochimica et biophysica acta, 961(3), 374-377 (1988-08-12)
Monoglycosylceramides were isolated from pig epidermal cells which had been prepared free from dermal elements. The most polar glycolipid among the five isolated monoglycosylceramides was galactosylceramide. The galactosylceramide was composed of alpha-hydroxypalmitic acid and 16- and 18-carbon chain sphingenine, being

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