12(S)-Hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic acid

SIGMA/H7768 - ~100 μg/mL in ethanol, ≥95% (HPLC)

Synonym: (S)-12-HETE

CAS Number: 54397-83-0
Empirical Formula (Hill Notation): C₂₀H₃₂O₃
Molecular Weight: 320.47
EC Number: 200-578-6
MDL Number: MFCD00036916
Linear Formula: C₂₀H₃₂O₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-H7768-10UG	10 µg	$351.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (HPLC)
concentration	~100 μg/mL in ethanol
form	liquid
InChI	1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
InChI key	ZNHVWPKMFKADKW-LQWMCKPYSA-N
Quality Level	200
shipped in	dry ice
SMILES string	CCCCCC=C/C[C@H](O)C=CC=C/CC=C/CCCC(O)=O
storage temp.	−20°C

Biochem/physiol Actions:	12(S)-HETE is a bioactive lipid implicated in angiogenesis, growth, and metastasic action in tumor cell lines and in animal models. Arachidonate 12-lipoxygenase (12-LOX) converts arachidonic acid to 12(S)-(HETE). Alteration in 12-LOX expression or activity has been reported in various carcinomas including prostate carcinoma.
Biochem/physiol Actions:	Prometastatic metabolite of arachidonic acid via the 12-lipoxygenase pathway that is expressed in many tumor cell lines. It is produced in coronary microvasculature and is a potent inducer of relaxation and hyperpolarization of these microvessels. It activates large-conductance Ca²⁺-activated K⁺ currents in coronary microvascular smooth muscle.
Packaging:	Packaged under Argon.

Symbol	GHS02,GHS07
Signal word	Danger
Hazard statements	H225 - H319
Precautionary statements	P210 - P305 + P351 + P338
Hazard Codes	F
Risk Statements	11
Safety Statements	7-16
RIDADR	UN1170 - class 3 - PG 2 - Ethanol, solution
WGK Germany	WGK 1
Flash Point(F)	55.4 °F
Flash Point(C)	13 °C

Purity	≥95% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352106

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