Prostaglandin G2
Basic information
- CAS
51982-36-6- Standard SMILES
CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)O)[C@@H]2C[C@H]1OO2)OO- InChIKey
SGUKUZOVHSFKPH-YNNPMVKQSA-N- Molecular formula
- C20H32O6
- Average molar mass
- 368.5 g/mol
- Monoisotopic mass
- 368.21988874
Overview
Prostaglandin G2 is a prostaglandins G. It has a role as a mouse metabolite and a human metabolite. It is a conjugate acid of a prostaglandin G2(1-).
Names & identifiers
- Preferred name
- Prostaglandin G2
- IUPAC
- (Z)-7-[(1R,4S,5R,6R)-6-[(E,3S)-3-hydroperoxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
- English name
- PROSTAGLANDIN G2
- Molecular formula
- C20H32O6
- Molecular weight
- 368.46
Names & synonyms
prostaglandin G2PGG251982-36-6PGG(2)AZ87DUD2Y8DTXSID00866229(Z)-7-[(1R,4S,5R,6R)-6-[(E,3S)-3-hydroperoxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid9S,11R-epidioxy-15S-hydroperoxy-5Z,13E-prostadienoic acidCHEBI:27647(5Z)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid(5Z)-7-((1R,4S,5R,6R)-6-((1E,3S)-3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo(2.2.1)heptan-5-yl)hept-5-enoic acid(5Z)-7-{(1R,4S,5R,6R)-6-[(1E,3S)-3-Hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid
Show more names
Prostaglandin?G2?(PGG2)Prostaglandin G2 SolutionSGUKUZOVHSFKPH-KOOCKTTBSA-NProstaglandin G2 DISCONTINUED, UNSTABLEProstaglandin Impurity 8 (Prostaglandin G2)9ALPHA,11ALPHA-EPIDIOXY-15S-HYDROPEROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID(5Z,13E,15S)-9α,11α-Epidioxy-15-hydroperoxyprosta-5,13-dien-1-oic acidProsta-5,13-dien-1-oic acid, 9,11-epidioxy-15-hydroperoxy-, (5Z,9α,11α,13E,15S)-
Properties
Computed structural properties
- XLogP
- 3.8
- Topological polar surface area
- 85.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 13
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 475
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]
Physical DescriptionSolid
Collision Cross Section
190.7 Ų [M-H2O-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]
199.3 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
193.6 Ų [M-H]-
Physicochemical properties
- Boiling point
- 517.3 · 517.3±50.0 °C(Predicted)
- Density
- 1.157 · 1.157±0.06 g/cm3(Predicted)
- Flash point
- -17 °C · -17 °C
- storage temp.
- 70 °C · −70°C
- solubility
- 100 mg/ml; · Ethanol: >100 mg/ml; PBS pH 7.2: >2 mg/ml
- form
- acetone solution
- pka
- 4.76 · 4.76±0.10(Predicted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 1
- ridadr
- UN 1090 3/PG 2
- risk_code
- 11-36-66-67
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- F,Xi
- safety_code
- 9-16-26
- Hazard statements
- H225-H319-H336
- Precautionary statements
- P210-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Metabolite PathwaysAcetaminophen Action Pathway
Applications
UsesProstaglandin G2 is the first intermediary in the COX pathway which is stable enough to be isolated and characterized. It maintains the ability to inhibit indoleamine 2,3-dioxygenase activity and affect immune suppression and tumor induce tolerance.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: Prostaglandin G2 is a prostaglandins G. It has a role as a mouse metabolite and a human metabolite. It is a conjugate acid of a prostaglandin G2(1-).
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Compound notes
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