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Merck
CN

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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Product Name

2-Hydroxyhexadecanoic acid, ≥98% (capillary GC)

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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Tomotake Morita et al.
Bioscience, biotechnology, and biochemistry, 75(8), 1597-1599 (2011-08-09)
Cryptococcus humicola JCM 1461 efficiently produced cellobiose lipids (CLs), bolaform biosurfactants. The main product was identified as 16-O-(2″,3″,4″,6'-tetra-O-acetyl-β-cellobiosyl)-2-hydroxyhexadecanoic acid. The production yield of CLs reached 13.1 g/L under the intermittent feeding of glucose. The critical micelle concentrations (CMC) of the
Elena E Pohl et al.
Biochimica et biophysica acta, 1778(5), 1292-1297 (2008-03-04)
Hydroxyl group-containing fatty acids play an important role in anti-inflammatory action, neuroprotection, bactericide and anti-cancer defense. However, the mechanism of long-chain hydroxy fatty acids (HFA) transport across plasma membranes is still disputed. Two main hypotheses have been suggested: firstly, that
J A Hamilton
Prostaglandins, leukotrienes, and essential fatty acids, 60(5-6), 291-297 (1999-09-02)
In early research on fatty acid transport, passive diffusion seemed to provide an adequate explanation for movement of fatty acids through the membrane bilayer. This simple hypothesis was later challenged by the discovery of several proteins that appeared to be
L D Varbanets et al.
Mikrobiologiia, 72(1), 19-25 (2003-04-18)
Lipopolysaccharides (LPSs) from four strains of Ralstonia solanacearum belonging to biovar I (ICMP 6524, 8115, 5712, and 8169) were isolated and investigated. The structural components of the LPS molecule, such as lipid A, the core oligosaccharide, and O-specific polysaccharide (O-PS)
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

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