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Merck
CN

H9631

DL-α-Hydroxystearic acid

≥99%

Synonym(s):

D,L-2-hydroxystearic acid, 2-Hydroxyoctadecanoic acid

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About This Item

Empirical Formula (Hill Notation):
C18H36O3
CAS Number:
Molecular Weight:
300.48
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
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Product Name

DL-α-Hydroxystearic acid, ≥99%

InChI key

KIHBGTRZFAVZRV-UHFFFAOYSA-N

SMILES string

CCCCCCCCCCCCCCCCC(O)C(O)=O

InChI

1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h17,19H,2-16H2,1H3,(H,20,21)

biological source

synthetic (organic)

assay

≥99%

form

powder

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

2-8°C

Quality Level

Related Categories

Biochem/physiol Actions

DL-α-Hydroxystearic acid is a mixture of D and L-α-hydroxystearic acid (2-Hydroxyoctadecanoic acid) enantiomers. α-Hydroxystearic may be used in studies on the properties and metabolism of α-hydroxylated (2-hydroxylated) medium chain fatty acids.

Packaging

Sealed ampule.

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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Conrad D Lendrum et al.
Langmuir : the ACS journal of surfaces and colloids, 27(8), 4430-4438 (2011-03-23)
2-Hydroxyacids display complex monolayer phase behavior due to the additional hydrogen bonding afforded by the presence of the second hydroxy group. The placement of this group at the position α to the carboxylic acid functionality also introduces the possibility of
M Salim-Hanna et al.
Lipids, 24(8), 750-752 (1989-08-01)
Combined--but not individual--microsomal and supernatant fractions obtained from rat brains not only consume oxygen but also provoke emission from added chlorophyll. These results are consistent with literature data (Levis and Mead, J. Biol. Chem. 239, 77 [1964]) for trapping of
Samanta R Zanetti et al.
Biochimie, 92(12), 1778-1786 (2010-09-14)
Sphingolipids from rodent testis and spermatozoa are known to contain non-hydroxylated (N-) and 2-hydroxylated (2-OH) very-long-chain polyunsaturated fatty acids (VLCPUFA). In this study, the contribution of species with each type of fatty acids to the total ceramides (Cer) and sphingomyelins
Voradanu Visetvichaporn et al.
International journal of pharmaceutics, 573, 118772-118772 (2019-11-26)
HL235 is a new cathepsin K inhibitor designed and synthesized to treat osteoporosis. Since HL235 has poor aqueous solubility, a self-microemulsifying drug delivery system (SMEDDS) was formulated to enhance its oral bioavailability. A solubility study of HL235 was performed to
S Sonnino et al.
Chemistry and physics of lipids, 69(2), 95-104 (1994-02-01)
GM1 ganglioside containing a hydroxylated fatty acid moiety, GM1(OH), was synthesized starting from lyso-GM1 and D-(+)-2-hydroxystearic acid. The aggregative, geometrical and distribution properties of GM1(OH) were compared with those of stearic acid containing GM1 ganglioside; laser light scattering measurements, differential

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