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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

Quality Level

200

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

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

EUH066

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

8.6 °F

flash_point_c

-13 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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I Mark Bowen et al.
The Journal of heart valve disease, 13(4), 593-599 (2004-08-18)
The equine aortic valve is subject to non-inflammatory degenerative changes, associated with aortic valvular regurgitation (AR). This disease shares pathological and epidemiological features with AR in humans, and may serve as a useful model to study in-vitro functional responses associated
J A Scott et al.
American journal of respiratory and critical care medicine, 154(3 Pt 1), 629-632 (1996-09-01)
Nonadrenergic noncholinergic (NANC) vasodilator mechanisms may contribute to the maintenance of low vascular resistance characteristic of the pulmonary circulation. Previous studies have demonstrated that nitric oxide (NO) is the principal NANC neurotransmitter in guinea pig pulmonary arteries. We examined whether
Pei-Yung Hsu et al.
Archives of biochemistry and biophysics, 416(1), 38-46 (2003-07-16)
Thromboxane A2 synthase (TXAS) binds to the endoplasmic reticulum membrane and catalyzes both an isomerization of prostaglandin H2 (PGH2) to form thromboxane A2 (TXA2) and a fragmentation of PGH2 to form 12-hydroxy-5,8,10-heptadecatrienoic acid (HHT) and malondialdehyde (MDA). TXAS is a
K Hayashi et al.
Journal of the American Society of Nephrology : JASN, 8(1), 25-31 (1997-01-01)
The thromboxane A2 (TXA2) mimetic U44069 has been demonstrated to reduce the GFR and filtration fraction of the normal isolated perfused rat kidney markedly, suggesting a predominant constriction of preglomerular vessels. To assess this possibility directly, effects of U44069 on
G P Dubé et al.
The Journal of pharmacology and experimental therapeutics, 272(2), 799-807 (1995-02-01)
A novel thromboxane A2/prostaglandin H2 (TXA2/PGH2) receptor ligand, (+)5(Z)-7-[3-endo-phenylsulfonylamino[2.2.1]-bicyclohept-2-e xo- yl]-heptenoic acid [(+)-S-145], was evaluated in guinea pigs to assess the in vivo pharmacodynamic profile of this compound at vascular, cardiac and platelet TXA2/PGH2 receptors. Comparison was made to the
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