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H7021

Sigma-Aldrich

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:
764-67-0
Molecular Weight:
272.42
EC Number:
212-129-1
MDL number:
MFCD00014343
UNSPSC Code:
12352211
PubChem Substance ID:
24895781
NACRES:
NA.25

Quality Level

200

Assay

≥98% (capillary GC)

lipid type

saturated FAs

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCCC(O)C(O)=O

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)

InChI key

JGHSBPIZNUXPLA-UHFFFAOYSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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)
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