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D0400

Sigma-Aldrich

9,11-Dideoxy-9α,11α-epoxymethanoprostaglandin F2α

Synonym(s):

U44069

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About This Item

Empirical Formula (Hill Notation):
C21H34O4
CAS Number:
56985-32-1
Molecular Weight:
350.49
MDL number:
MFCD00135237
UNSPSC Code:
12352211
PubChem Substance ID:
24893231
NACRES:
NA.77

description

solution in methyl acetate

form

liquid

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCC[C@H](O)\C=C\[C@H]1[C@@H]2CO[C@@H](C2)[C@@H]1C\C=C/CCCC(O)=O

InChI

1S/C21H34O4/c1-2-3-6-9-17(22)12-13-18-16-14-20(25-15-16)19(18)10-7-4-5-8-11-21(23)24/h4,7,12-13,16-20,22H,2-3,5-6,8-11,14-15H2,1H3,(H,23,24)/b7-4-,13-12+/t16-,17-,18-,19+,20-/m0/s1

InChI key

DJKDIKIDYDXHDD-IGUVKOCZSA-N

Biochem/physiol Actions

Prostaglandin F2α analogue; thromboxane A2/prostaglandin H2 mimetic.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319,H336

Precautionary Statements

P210 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

EUH066

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

8.6 °F

Flash Point(C)

-13 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000330722
0000345277
0000345277
0000330722
0000272378

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Zhucheng Chen et al.
Biochemistry, 42(9), 2542-2551 (2003-03-05)
Thromboxane synthase is a hemethiolate enzyme that catalyzes the isomerization of prostaglandin H2 to thromboxane A2. We report the first resonance Raman (RR) spectra of recombinant human thromboxane synthase (TXAS) in both the presence and the absence of substrate analogues
K R Olson et al.
The Journal of experimental zoology, 286(6), 606-614 (2000-04-15)
Isolated vessels from four elasmobranchs, yellow stingray (Urolophus jamaicensis), clearnose skate (Raja eglanteria), ghost shark (Hydrolagus novaezelandiae), and spiny dogfish (Squalus acanthias), were examined for the presence of spontaneous contractions (SC). SC were observed in otherwise unstimulated dorsal aortas (DA)
M E Chapman et al.
Poultry science, 85(4), 777-786 (2006-04-18)
The pathogenesis of pulmonary hypertension remains incompletely understood. Many factors have been implicated; however, there has been great interest in the potent pulmonary vasoconstrictor serotonin (5-HT) due to episodes of primary pulmonary hypertension in humans triggered by serotoninergic appetite-suppressant drugs.
M Wareing et al.
Placenta, 27(6-7), 660-668 (2005-07-20)
Preliminary data suggest that K(ATP) channels may be expressed in placental arteries and veins [Wareing M, Turner C, Greenwood SL, Baker PN, Fyfe GK. Expression of mRNA encoding K+ channels in chorionic plate arteries and veins. J Soc Gynecol Investig
Sandra L Pfister et al.
Vascular pharmacology, 40(6), 285-292 (2004-04-06)
Because sulfonylureas, such as glibenclamide, are used to treat Type 2 diabetes and because this disease is associated with various cardiovascular complications that may be mediated by thromboxane (TX), this study was designed to characterize the role of glibenclamide on
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