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H7396

Sigma-Aldrich

(±)-2-Hydroxyoctanoic acid

Synonym(s):

2-Hydroxycaprylic acid, (±)-2-Hydroxycaprylic acid

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About This Item

Linear Formula:
CH3(CH2)5CH(OH)COOH
CAS Number:
617-73-2
Molecular Weight:
160.21
Beilstein:
1760638
EC Number:
210-524-3
MDL number:
MFCD00014410
UNSPSC Code:
12352211
PubChem Substance ID:
24895793
NACRES:
NA.25

form

powder

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

room temp

SMILES string

CCCCCCC(O)C(O)=O

InChI

1S/C8H16O3/c1-2-3-4-5-6-7(9)8(10)11/h7,9H,2-6H2,1H3,(H,10,11)

InChI key

JKRDADVRIYVCCY-UHFFFAOYSA-N

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Biochem/physiol Actions

(±)-2-Hydroxyoctanoic acid inhibits purified medium-chain acyl-CoA synthetase from bovine liver mitochondria (Ki, 500 uM) with hexanoic acid as a substrate .
(±)-2-Hydroxyoctanoic acid is a mixture of the D and L-2-hydroxyoctanoic acid enantiomers. (±)-2-Hydroxyoctanoic acid may be used in the development of medium-chain hydroxy-fatty acid enantiomer separation and detection systems. 2-Hydroxyoctanoic acid may be used as an inhibitor to study the kinteics of medium chain acyl-CoA synthetase(s).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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M Duran et al.
European journal of pediatrics, 150(3), 190-195 (1991-01-01)
Two siblings were found to be affected by long-chain 3-hydroxyacyl-CoA dehydrogenase deficiency, one of which died suddenly and unexpectedly on the 3rd day of life suffering from extreme hypoketotic hypoglycaemia. The younger sibling started to have feeding problems, lowered consciousness
Ying Li et al.
Plant physiology, 180(4), 1860-1876 (2019-05-30)
Mobilization of seed storage compounds, such as starch and oil, is required to provide energy and metabolic building blocks during seedling development. Over 50% of fatty acids in Arabidopsis (Arabidopsis thaliana) seed oil have a cis-double bond on an even-numbered
Worapan Pormsila et al.
Electrophoresis, 31(12), 2044-2048 (2010-05-25)
The enantiomers of the anions of five alpha-hydroxy acids, namely lactic acid, alpha-hydroxybutyric acid, 2-hydroxycaproic acid, 2-hydroxyoctanoic acid and 2-hydroxydecanoic acid, as well as the two alpha-amino acids aspartic acid and glutamic acid, were baseline separated and detected by CE
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