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Prostaglandin E2-1-glyceryl ester

CAT: 0804-HY-114826-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-114826-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Prostaglandin E2-1-glyceryl ester, a Prostaglandin Glycerol Ester, is an endocannabinoid ligand for the CB1 receptor. Prostaglandin E2-1-glyceryl ester induces rapid, transient elevation of intracellular free Ca2+[1][2].
CAS Number
37497-47-5
Product Name Alternative
PGE2-1-glyceyl ester
UNSPSC
12352211
Hazard Statement
H225-H319-H360
Target
Cannabinoid Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Cancer; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/prostaglandin-e2-1-glyceryl-ester.html
Solubility
10 mM in DMSO
Smiles
CCCCC[C@H](O)/C=C/[C@@H]1[C@H](C(C[C@H]1O)=O)C/C=C\CCCC(OCC(O)CO)=O
Molecular Formula
C23H38O7
Molecular Weight
426.54
Precautions
P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P370+P378-P403+P235-P405-P501
References & Citations
[1]K R Kozak, et al. Metabolism of prostaglandin glycerol esters and prostaglandin ethanolamides in vitro and in vivo. J Biol Chem. 2001 Oct 5;276 (40) :36993-8.|[2]T Sugiura, et al. 2-Arachidonoylglycerol, a putative endogenous cannabinoid receptor ligand, induces rapid, transient elevation of intracellular free Ca2+ in neuroblastoma x glioma hybrid NG108-15 cells. Biochem Biophys Res Commun. 1996 Dec 4;229 (1) :58-64.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

1(3)-glyceryl-PGE2

Prostaglandin E2 1-glyceryl ester is a 1-monoglyceride resulting from the condensation of the carboxy group of prostaglandin E2 with the 1-hydroxy group of glycerol. It has a role as a human metabolite. It is a secondary allylic alcohol, a prostaglandins E, a tetrol, a 1-monoglyceride and an alicyclic ketone. It is functionally related to a prostaglandin E2.

CAS Number37497-47-5
PubChem CID24778489
IUPAC Name2,3-dihydroxypropyl (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoate
Molecular FormulaC23H38O7
Molecular Weight426.5
XLogP1.8
Topological Polar Surface Area124
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count16
Heavy Atom Count30
Formal Charge0
Complexity558
SMILES
CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)OCC(CO)O)O)O
InChI
InChI=1S/C23H38O7/c1-2-3-6-9-17(25)12-13-20-19(21(27)14-22(20)28)10-7-4-5-8-11-23(29)30-16-18(26)15-24/h4,7,12-13,17-20,22,24-26,28H,2-3,5-6,8-11,14-16H2,1H3/b7-4-,13-12+/t17-,18?,19+,20+,22+/m0/s1
InChIKey
RJXVYMMSQBYEHN-LVXZDWGESA-N
Chemical Structure
2D Structure
2D structure of 1(3)-glyceryl-PGE2
CAS: 37497-47-5
CID: 24778489
Formula: C23H38O7
MW: 426.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight426.5
XLogP31.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count16
Exact Mass426.26175355
Monoisotopic Mass426.26175355
Topological Polar Surface Area124 Ų
Heavy Atom Count30
Formal Charge0
Complexity558
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
sc-205453AProstaglandin E2-1-glyceryl ester
T84636-01Prostaglandin F2α-1-glyceryl ester
T84552-01Prostaglandin D2-1-glyceryl ester
MBS5798699Prostaglandin E2 isopropyl ester
sc-224220AProstaglandin E2 methyl ester
sc-205451AProstaglandin E2 p-acetamidophenyl ester
sc-205452Prostaglandin E2 p-benzamidophenyl ester
GTR19192423-018-iso Prostaglandin E2 isopropyl ester
GTR19263936-0115-Deoxy-Δ12,14-Prostaglandin J2-2-glyceryl ester
sc-20505316,16-dimethyl Prostaglandin E2 p- (p-acetamidobenzamido) phenyl ester

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