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H9631

Sigma-Aldrich

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:
629-22-1
Molecular Weight:
300.48
MDL number:
MFCD00046526
UNSPSC Code:
12352211
PubChem Substance ID:
24895861
NACRES:
NA.25

biological source

synthetic (organic)

Assay

≥99%

form

powder

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

2-8°C

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)

InChI key

KIHBGTRZFAVZRV-UHFFFAOYSA-N

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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 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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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
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
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
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
R Schütz et al.
International journal of cosmetic science, 41(3), 240-256 (2019-04-08)
We report on the preparation and efficacy of 10-hydroxystearic acid (HSA) that improves facial age spots and conspicuous pores. The hydration of oleic acid into HSA was catalyzed by the oleate hydratase from Escherichia coli. Following treatment with HSA, collagen
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