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9-hydroxystearic acid

CAS No.
3384-24-5
Chemical Name:
9-hydroxystearic acid
Synonyms
9-hydroxystearic acid;Octadecanoic acid, 9-hydroxy-
CBNumber:
CB71398266
Molecular Formula:
C18H36O3
Molecular Weight:
300.48
MDL Number:
MFCD00192880
MOL File:
3384-24-5.mol
MSDS File:
SDS
Last updated:2024-07-02 08:55:15

9-hydroxystearic acid Properties

Melting point 74-75 °C
Boiling point 433.9±28.0 °C(Predicted)
Density 0.944±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Chloroform: soluble
form A solid
pka 4.78±0.10(Predicted)
color White to off-white

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H317
Precautionary statements  P261-P264-P272-P280-P302+P352-P305+P351+P338-P333+P313-P321-P337+P313-P363-P501
NFPA 704
0
2 0

9-hydroxystearic acid Chemical Properties,Uses,Production

Definition

ChEBI: 9-hydroxyoctadecanoic acid is a hydroxyoctadecanoic acid that is octadecanoic acid (stearic acid) which has been substituted by a hydroxy group at position 9. It is a conjugate acid of a 9-hydroxyoctadecanoate.

Biological Activity

9-hydroxy Stearic acid is a hydroxy fatty acid and an active metabolite of 9-PAHSA .1,2 It is formed from 9-PAHSA by liver and pancreatic carboxyl ester lipases.2 9-hydroxy Stearic acid (5 μM) inhibits histone deacetylase 1 (HDAC1) in HT-29 colon cancer cell lysates.3 It inhibits the proliferation of, and induces cell cycle arrest at the G0/G1 phase in, HT-29 cells when used at a concentration of 100 μM.1

References

1.Calonghi, N., Cappadone, C., Pagnotta, E., et al.9-Hydroxystearic acid upregulates p21WAF1 in HT29 cancer cellsBiochem. Biophys. Res. Commun.314(1)138-142(2004) 2.Kolar, M.J., Kamat, S.S., Parsons, W.H., et al.Branched fatty acid esters of hydroxy fatty acids are preferred substrates of the MODY8 protein carboxyl ester lipaseBiochemistry55(33)4636-4641(2016) 3.Calonghi, N., Cappadone, C., Pagnotta, E., et al.Histone deacetylase 1: A target of 9-hydroxystearic acid in the inhibition of cell growth in human colon cancerJ. Lipid Res.46(8)1596-1603(2005)

112-80-1
3384-24-5
Synthesis of 9-hydroxystearic acid from Oleic acid

9-hydroxystearic acid Preparation Products And Raw materials

Raw materials

Preparation Products

9-hydroxystearic acid Suppliers

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9-hydroxystearic acid Octadecanoic acid, 9-hydroxy- 3384-24-5