(9Z)-12,13-Dihydroxy-9-octadecenoic acid

Modify Date: 2024-01-09 11:04:31

(9Z)-12,13-Dihydroxy-9-octadecenoic acid Structure
(9Z)-12,13-Dihydroxy-9-octadecenoic acid structure
Common Name (9Z)-12,13-Dihydroxy-9-octadecenoic acid
CAS Number 263399-35-5 Molecular Weight 314.46
Density 1.0±0.1 g/cm3 Boiling Point 476.0±30.0 °C at 760 mmHg
Molecular Formula C18H34O4 Melting Point N/A
MSDS N/A Flash Point 255.8±21.1 °C

 Use of (9Z)-12,13-Dihydroxy-9-octadecenoic acid


12,13-DiHOME is a stimulator of Brown adipose tissue (BAT), as well as a thermogenic lipokine that activates BAT in response to cold. (±)12,13-DiHOME activates BAT fuel uptake and enhances cold tolerance, via promoting the translocation of the FA transporters FATP1 and CD36 to the cell membrane. (±)12,13-DiHOME can be used for research of metabolic disorders[1].

 Names

Name (±)12,13-DiHOME
Synonym More Synonyms

 (9Z)-12,13-Dihydroxy-9-octadecenoic acid Biological Activity

Description 12,13-DiHOME is a stimulator of Brown adipose tissue (BAT), as well as a thermogenic lipokine that activates BAT in response to cold. (±)12,13-DiHOME activates BAT fuel uptake and enhances cold tolerance, via promoting the translocation of the FA transporters FATP1 and CD36 to the cell membrane. (±)12,13-DiHOME can be used for research of metabolic disorders[1].
Related Catalog
In Vivo 12,13-DiHOME (1 μg/kg;眼球后注射;每天 1 次,共 2 周) 能显著降低小鼠高脂饮食模型中血清甘油三酯水平,并增加 BAT 的摄取以抵御寒冷[1]。 Animal Model: Mice fed a high-fat diet[1] Dosage: 1 μg/kg Administration: Retro-orbitally injection; once daily for 2 weeks Result: Displayed no effects on body weight, glucose tolerance or circulating nonesterified FA. Increased BAT-specific lipid uptake and improved oral lipid tolerance. Increased radiolabeled FA uptake (Fig. 3f) and glucose uptake. Animal Model: To explore the biosynthesis of (±)12, 13-dihome in mice in vivo[1] Dosage: Administration: 7-d cold challenge in mice: mice treated with norepinephrine (NE) for 30 min and exposed to 4°C-cold for 1 h Result: Result: Increased in the circulation of male mice exposed to cold, but not female mice. And also, the enzymes producing 12,13-diHOME were uniquely induced in BAT by cold stimulation.
References

[1]. Lynes MD, et al. The cold-induced lipokine 12,13-diHOME promotes fatty acid transport into brown adipose tissue. Nat Med. 2017 May;23(5):631-637.  

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 476.0±30.0 °C at 760 mmHg
Molecular Formula C18H34O4
Molecular Weight 314.46
Flash Point 255.8±21.1 °C
Exact Mass 314.245697
PSA 77.76000
LogP 4.14
Vapour Pressure 0.0±2.7 mmHg at 25°C
Index of Refraction 1.493

 Precursor & DownStream

Precursor  1

DownStream  1

 Synonyms

cis-12,13-dihydroxy-9-octadecenoic acid
9-Octadecenoic acid, 12,13-dihydroxy-, (9Z)-
Monocrotalin-N-oxid
(9Z)-12,13-Dihydroxy-9-octadecenoic acid
12,13-dihydroxy-9-octadecenoic acid
Monocrotaline,N-oxide