Prostaglandin D2
PGD2 · PGDS · Prostaglandin D? · PROSTAGLANDIN D2 · PROSTAGLANDINS D2 · 2PROSTAGLANDIN D2 · PGD2 (Prostaglandin D2) · RP23-47P18.11-006, 21kDa
Identifikatoren & physikalische Daten
| CAS No. | 41598-07-6 |
|---|---|
| Summenformel | C20H32O5 |
| Durchschnittliche Molmasse | 352,5 g/mol |
| Monoisotopische Masse | 352,22497412 g/mol |
| SMILES | CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O |
| InChIKey | BHMBVRSPMRCCGG-OUTUXVNYSA-N |
| PubChem CID | 448457 |
| ChEMBL | CHEMBL1235252 |
| ChEBI | CHEBI:15555 |
| EC No. | 636-995-9 |
| DTXSID | DTXSID30897162 |
Chemische & physikalische Eigenschaften
| XLogP | 2,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 94,8 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 12 |
| Schwere Atome | 25 |
| Formalladung | 0 |
| Komplexität | 469 |
| Schmelzpunkt | 56 - 57 °C68°C |
| Physical Description | Solid |
| Collision Cross Section | 196.63 Ų [M+Na]+ [CCS Type: DTMethod: stepped-field]192.4 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]186.17 Ų [M-H2O-H]- [CCS Type: DT189.4 Ų [M-H]-195.4 Ų [M+Na]+ |
| Siedepunkt | 406.07°C (rough estimate) |
| Dichte | 1.0601 (rough estimate) |
| Brechungsindex | 1.6120 (estimate) |
| Lagerbedingungen | -20°C |
| Löslichkeit | Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly), THF (Slightly) |
| Aggregatzustand | White solid |
| pKa (Säurekonstante) | 4.76±0.10(Predicted) |
| Farbe | White to Light Orange |
| Biologische Quelle | synthetic |
| BRN | 2170623 |
| Stabilität | Light Sensitive |
| InChIKey | BHMBVRSPMRCCGG-OUTUXVNYSA-N |
| SMILES | [H][C@]1(C\C=C/CCCC(O)=O)[C@@H](O)CC(=O)[C@]1([H])\C=C\[C@@H](O)CCCCC |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity]P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%)Repr. 1B (100%) |
| F | 10 |
| Wassergefährdungsklasse (WGK) | 3 |
| RTECS-Nr. | UK7930000 |
| R-Sätze (R) | 60-22 |
| Gefahrensymbole | T |
| Sicherheitshinweise (S) | 53-22-26-36 |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Gefahrenklasse | Acute Tox. 4 OralRepr. 1B |
Anwendungen & Verwendung
Beschreibung
Prostaglandin D2 (PGD2) is the major eicosanoid product of mast cells and is released in large quantities during allergic and asthmatic anaphylaxis. Mastocytosis patients produce excessive amounts of PGD2, which causes vasodilation, flushing, hypotension, and syncopal episodes. PGD2 is also produced in the brain via an alternative pathway involving a soluble, secreted PGD-synthase also known as β-trace. In the brain, PGD2 produces normal physiological sleep and lowering of body temperature. Further pharmacological actions include inhibition of platelet aggregation and relaxation of vascular smooth muscle. PGD2 inhibits human ovarian tumor cell proliferation with an IC50 of 6.8 μM.
Verwenden
Prostaglandin D2 is a fatty acid compound present in the human body. Elevated levels of localized Prostaglandin D2 has been linked to hair loss and growth inhibition. It has also been seen to contribute to the activity of allergic asthma.