CAS 56985-40-1|U-46619

Introduction:Basic information about CAS 56985-40-1|U-46619, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameU-46619
CAS Number56985-40-1Molecular Weight350.492
Density1.1±0.1 g/cm3Boiling Point519.7±30.0 °C at 760 mmHg
Molecular FormulaC21H34O4Melting Point/
MSDS/Flash Point176.1±18.1 °C
Symbol
GHS02, GHS07
Signal WordDanger

Names

Name9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α
SynonymMore Synonyms

U-46619 BiologicalActivity

DescriptionU-46619 (9,11-Methanoepoxy PGH2) is a stable analogue of thromboxane A2 (TXA2) and acts as a potent TXA2 agonist[1].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>GPCR/G Protein >>Prostaglandin Receptor
Target

TXA2[1]

In VitroU-46619 (1 nM-10 μM) causes platelets shape change and aggregation in a concentration-dependent manner, and with EC50s of 0.58 μM and 0.013 μM for aggregation and shape change, respectively[1]. U-46619 (10 nM-10 μM) increases internal Ca2+ concentration ([Ca2+]i) and activates phosphoinositide (PI) hydrolysis in a concentration-dependent manner with a similar concentration-dependency[1]. U-46619 (3 nM-10 μM) also activates GTPase concentration-dependently in the membranes derived from platelets[1]. U-46619 improves the differentiation efficiency of human induced pluripotent stem cells into endothelial cells by activating both p38MAPK and ERK1/2 signaling pathways[2].
In VivoU-46619 (5 μg/kg; i.v.) increases blood pressure in male spontaneously hypertensive rats (SHR)[3]. Animal Model: 12-15 weeks-old male and female SHR[2] Dosage: 5 μg/kg Administration: Intravenous injection Result: Induceed a significant increase of MABP after 1 min in male SHR.
References

[1]. Ohkubo S, et al. Thromboxane A2-mediated shape change: independent of Gq-phospholipase C--Ca2+ pathway in rabbit platelets. Br J Pharmacol. 1996 Mar;117(6):1095-104.

[2]. Su L, et al. The prostaglandin H2 analog U-46619 improves the differentiation efficiency of human induced pluripotent stem cells into endothelial cells by activating both p38MAPK and ERK1/2 signaling pathways. Stem Cell Res Ther. 2018 Nov 15;9(1):313.

[3]. Schirner M, et al. U 46619 induces different blood pressure effects in male and female spontaneously hypertensive rats (SHR). Prostaglandins Leukot Essent Fatty Acids. 1993 Jun;48(6):469-73.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point519.7±30.0 °C at 760 mmHg
Molecular FormulaC21H34O4
Molecular Weight350.492
Flash Point176.1±18.1 °C
Exact Mass350.245697
PSA66.76000
LogP3.90
Vapour Pressure0.0±3.1 mmHg at 25°C
Index of Refraction1.548

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MJ9681090
CHEMICAL NAME :
5-Heptenoic acid, 7-(6-(3-hydroxy-1-octenyl)-2-oxabicyclo(2.2.1)hept-5- yl)-, (1R-(1-alpha, 4-alpha,5-beta(Z),6-alpha(1E,3S*)))-
CAS REGISTRY NUMBER :
56985-40-1
LAST UPDATED :
198306
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H34-O4

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
66 ug/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - other changes
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 224,369,1983

Safety Information

Symbol
GHS02, GHS07
Signal WordDanger
Hazard StatementsH225-H319-H336
Supplemental HSRepeated exposure may cause skin dryness or cracking.
Precautionary StatementsP210-P280-P304 + P340 + P312-P305 + P351 + P338-P337 + P313-P403 + P235
Personal Protective EquipmentEyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard CodesF;Xi
Risk PhrasesR11;R36;R66;R67
Safety PhrasesS16;S26
RIDADRUN 1231 3/PG 2

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Synonyms

5-Heptenoic acid, 7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxabicyclo[2.2.1]hept-5-yl]-, (5Z)-
(5Z)-7-{(1R,4S,5S,6R)-6-[(1E,3S)-3-Hydroxy-1-octen-1-yl]-2-oxabicyclo[2.2.1]hept-5-yl}-5-heptenoic acid
MFCD00135238
U 46619,(5Z)-7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-Hydroxy-1-octenyl]-2-oxabicyclo[2.2.1]hept-5-yl]-5-heptenoicacid
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