Prostaglandin H2

HCID 445049CAS 42935-17-1

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Grundinformationen

Standard-SMILES: CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)O)[C@@H]2C[C@H]1OO2
InChIKey: YIBNHAJFJUQSRA-YNNPMVKQSA-N
Summenformel: C20H32O5
Durchschnittliche Molmasse: 352,5 g/mol
Monoisotopische Masse: 352,22497412

Überblick

Prostaglandin H2 is a prostaglandins H, a secondary alcohol, an oxylipin and an olefinic compound. It has a role as a mouse metabolite. It is a conjugate acid of a prostaglandin H2(1-).

Namen und Bezeichner

Bevorzugter Name: Prostaglandin H2
IUPAC: (Z)-7-[(1R,4S,5R,6R)-6-[(E,3S)-3-hydroxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
Englischer Name: PROSTAGLANDIN H2
Summenformel: C20H32O5
Molmasse: 352.47

Namen und Synonyme

prostaglandin h2PGH242935-17-1J670X3LRU2DTXSID809039499S,11R-epidioxy-15S-hydroxy-5Z,13E-prostadienoic acidCHEBI:15554Prosta-5,13-dien-1-oic acid, 9,11-epidioxy-15-hydroxy-, (5Z,9alpha,11alpha,13E,15S)-(Z)-7-[(1R,4S,5R,6R)-6-[(E,3S)-3-hydroxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate(5Z,13E)-(15S)-9alpha,11alpha-Epidioxy-15-hydroxyprosta-5,13-dienoate(5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate

Weitere Namen anzeigen

PGR2GPR142GPRg1bENDOPEROXIDE H2PROSTAGLANDIN R2Prostaglandin?H2?(PGH2)[1-14C]Prostaglandin?H2PGH2 (Prostaglandin H2)

PGH(2)(Z)-7-((1R,4S,5R,6R)-6-((E,3S)-3-hydroxyoct-1-enyl)-2,3-dioxabicyclo(2.2.1)heptan-5-yl)hept-5-enoic acid(Z)-7-((1S,2R,3R,4R)-3-((E,3S)-3-hydroxyoct-1-enyl)-5,6-dioxabicyclo(2.2.1)heptan-2-yl)hept-5-enoic acid(Z)-7-[(1S,2R,3R,4R)-3-[(E,3S)-3-hydroxyoct-1-enyl]-5,6-dioxabicyclo[2.2.1]heptan-2-yl]hept-5-enoic acidRefChem:930084DTXCID301331897(Z)-7-((1S,4R,5R,6R)-5-((E,3S)-3-hydroxyoct-1-enyl)-2,3-dioxabicyclo(2.2.1)heptan-6-yl)hept-5-enoic acid9,11-Epoxymethano-pgh2

Datenbank-Bezeichner

CAS: 42935-17-1
PubChem CID: 445049
DTXSID: DTXSID80903949
ChEMBL: CHEMBL2074582
ChEBI: CHEBI:15554
UNII: J670X3LRU2
Nikkaji: J16.429A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,8
Polarare Oberfläche (TPSA): 76 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 12
Schwere Atome: 25
Formalladung: 0
Komplexität: 459

Experimentelle und physikochemische Eigenschaften

LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]

Physical DescriptionSolid

Collision Cross Section · 3 Einträge

188.8 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]

202.63 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]

190.2 Å² [M-H]-

Physikochemische Eigenschaften

Siedepunkt: 490.1 · 490.1±40.0 °C(Predicted)
Dichte: 1.129 · 1.129±0.06 g/cm3(Predicted)
Flammpunkt: -17 °C · -17 °C
storage temp.: 70 °C · −70°C
Löslichkeit: 100 mg/ml; · Ethanol: >100 mg/ml; PBS pH 7.2: >2 mg/ml
Aggregatzustand: acetone solution
pka: 4.76 · 4.76±0.10(Predicted)
Farbe: Colorless to light yellow

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 1
ridadr: UN 1090 3/PG 2
risk_code: 11-36-66-67
hazard_code: F,Xi
safety_code: 9-16-26

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsPlatelet

Cellular LocationsCytoplasm

Metabolite PathwaysAcetaminophen Action Pathway

Anwendungen · 2 Einträge

BeschreibungProstaglandin H2 (PGH2) was first isolated from incubations of arachidonic acid with ovine seminal vesicle microsomes, and was described as a potent vasoconstrictor. PGH2 is the precursor for all 2-series PGs and thromboxanes (TXs), and is a TP receptor agonist which irreversibly aggregates human platelets at 50-100 ng/ml.

VerwendenPGH2 (Prostaglandin H2) is a thromboxane A2 precursor and a platelet aggregator of vascular smooth muscle contraction.