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P7742

Sigma-Aldrich

Prostaglandin G2

≥95% (HPLC), acetone solution

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About This Item

Empirical Formula (Hill Notation):
C20H32O6
CAS Number:
51982-36-6
Molecular Weight:
368.46
EC Number:
200-662-2
MDL number:
MFCD00036971
UNSPSC Code:
12352204
PubChem Substance ID:
329820316

Quality Level

200

assay

≥95% (HPLC)

form

acetone solution

shipped in

dry ice

storage temp.

−70°C

SMILES string

CCCCC[C@H](OO)\C=C\[C@H]1C2CC(OO2)[C@@H]1C\C=C/CCCC(O)=O

InChI

1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1

InChI key

SGUKUZOVHSFKPH-YNNPMVKQSA-N

Biochem/physiol Actions

Aryl hydrocarbon receptor (AhR) ligand and activator of the AhR signal transduction pathway. Also shown to activate nitric oxide synthase (NOS) in rat brain synaptosomal membrane fractions.

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 1

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
055K1782
045K1186
104K2736
062K1772

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M Bakovic et al.
The Journal of biological chemistry, 271(4), 2048-2056 (1996-01-26)
The reactions of native prostaglandin endoperoxide synthase with structurally different hydroperoxides have been investigated by using kinetic spectrophotometric scan and conventional and sequential mixing stopped-flow experiments. The second order rate constants for compound I formation are (5.9 +/- 0.1) x
M d'Ischia et al.
Nitric oxide : biology and chemistry, 4(1), 4-14 (2000-03-29)
Under aerobic conditions, exposure of peroxidized lipids to nitric oxide (NO) was found to result in a rapid decrease in the levels of thiobarbituric acid-reactive substances (TBARS). Addition of 10-100 microM NO to rat brain homogenates preincubated for 2 h
A l Tsai et al.
The Journal of biological chemistry, 272(14), 8885-8894 (1997-04-04)
Prostaglandin H synthase (PGHS) is a heme protein that catalyzes both the cyclooxygenase and peroxidase reactions needed to produce prostaglandins G2 and H2 from arachidonic acid. Replacement of the heme group by mangano protoporphyrin IX largely preserves the cyclooxygenase activity
E D Thuresson et al.
The Journal of biological chemistry, 275(12), 8501-8507 (2000-03-18)
Arachidonic acid is converted to prostaglandin G(2) (PGG(2)) by the cyclooxygenase activities of prostaglandin endoperoxide H synthases (PGHSs) 1 and 2. The initial, rate-limiting step is abstraction of the 13-proS hydrogen from arachidonate which, for PGG(2) formation, is followed by
T E Eling et al.
The Journal of biological chemistry, 266(19), 12348-12355 (1991-07-05)
Prostaglandin H synthase oxidizes arachidonic acid to prostaglandin G2 (PGG2) via its cyclooxygenase activity and reduces PGG2 to prostaglandin H2 by its peroxidase activity. The purpose of this study was to determine if endogenously generated PGG2 is the preferred substrate
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