54397-84-1

54397-84-1 structure

Name: 12S-HHTrE
Chemical Name: 12(S)-Hydroxy-(5Z,8E,10E)-heptadecatrienoic acid
CAS Number: 54397-84-1
Molecular Formula: C₁₇H₂₈O₃
Molecular Weight: 280.402
Catalog: Signaling Pathways GPCR/G Protein Leukotriene Receptor
Create Date: 2017-12-02 05:10:57
Modify Date: 2024-01-04 19:26:02
12S-HHT (12(S)-HHTrE) is an enzymatic product of prostaglandin H2 (PGH2) derived from cyclooxygenase (COX)-mediated arachidonic acid metabolism. 12S-HHT is an endogenous ligand for BLT2 that fully activates BLT2 in vivo. 12S-HHT suppresses UV-induced IL-6 synthesis in keratinocytes, exerting an anti-inflammatory activity[1][2].

Name	12(S)-Hydroxy-(5Z,8E,10E)-heptadecatrienoic acid
Synonyms	5,8,10-Heptadecatrienoic acid, 12-hydroxy-, (5Z,8E,10E,12S)- 12(s)-hht 12S-HHTrE (5Z,8E,10E,12S)-12-Hydroxy-5,8,10-heptadecatrienoic acid

Description	12S-HHT (12(S)-HHTrE) is an enzymatic product of prostaglandin H2 (PGH2) derived from cyclooxygenase (COX)-mediated arachidonic acid metabolism. 12S-HHT is an endogenous ligand for BLT2 that fully activates BLT2 in vivo. 12S-HHT suppresses UV-induced IL-6 synthesis in keratinocytes, exerting an anti-inflammatory activity[1][2].
Related Catalog	Signaling Pathways >> GPCR/G Protein >> Leukotriene Receptor Research Areas >> Inflammation/Immunology
In Vitro	12S-HHT (0-150 nM; 3 hours) has anti-inflammatory activity by attenuating the UVB-induced IL-6 synthesis in HaCaT cells[2]. 12S-HHT inhibits the UVB-stimulated p38 MAPK/NF-κB pathway by up-regulating MKP-1, which leads to the suppression of IL-6 synthesis[2].12S-HHT is an endogenous agonist for BLT2[3]. Western Blot Analysis[2] Cell Line: HaCaT cells Concentration: 0, 12.5, 25, 75 or 150 nM Incubation Time: 3 hours Result: UVB (5 mJ/cm2) irradiation markedly up-regulated IL-6 synthesis and release, which was suppressed by the treatment with 12-HHT in a concentration-dependent manner.
References	[1]. Saeki K, et al. Identification, signaling, and functions of LTB4 receptors. Semin Immunol. 2017;33:30-36. [2]. Lee JW, et al. 12(S)-Hydroxyheptadeca-5Z,8E,10E-trienoic acid suppresses UV-induced IL-6 synthesis in keratinocytes, exerting an anti-inflammatory activity. Exp Mol Med. 2012;44(6):378-386. [3]. Okuno T, et al. Metabolism and biological functions of 12(S)-hydroxyheptadeca-5Z,8E,10E-trienoic acid. Prostaglandins Other Lipid Mediat. 2021;152:106502.

Density	1.0±0.1 g/cm3
Boiling Point	451.8±45.0 °C at 760 mmHg
Melting Point	151.79 (Mean or Weighted MP)ºC
Molecular Formula	C₁₇H₂₈O₃
Molecular Weight	280.402
Flash Point	241.1±25.2 °C
Exact Mass	280.203857
PSA	57.53000
LogP	4.30
Vapour Pressure	0.0±2.5 mmHg at 25°C
Index of Refraction	1.507

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes	F: Flammable;Xi: Irritant;
Risk Phrases	R11
Safety Phrases	16-26-36
RIDADR	UN 1170 3
HS Code	2918199090

HS Code	2918199090
Summary	2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

54397-84-1	54397-83-0
101401-88-1	56711-40-1
58880-24-3	58880-22-1
64681-70-5	62121-32-8
104189-10-8	64147-40-6