Pgd1

HCID 5280936

Substructure search Find similar structures

Basic information

CAS: 17968-82-0
Standard SMILES: CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1CCCCCCC(=O)O
InChIKey: CIMMACURCPXICP-PNQRDDRVSA-N
Molecular formula: C20H34O5
Average molar mass: 354.5 g/mol
Monoisotopic mass: 354.24062419

Overview

Prostaglandin D1 is a prostaglandins D. It has a role as a human metabolite. It is a conjugate acid of a prostaglandin D1(1-).

Names & identifiers

Preferred name: Pgd1
IUPAC: 7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]heptanoic acid
English name: 9alpha,15S-dihydroxy-11-oxo-prost-13e-en-1-oic acid
Molecular formula: C20H34O5
Molecular weight: 354.48

Names & synonyms

Prostaglandin D1PGD117968-82-0FOT50Z88GW9S,15S-dihydroxy-11-oxo-13E-prostaenoic acid5-Hydroxy-2-(3-hydroxy-1-octenyl)-3-oxocyclopentaneheptanoic acidCyclopentaneheptanoic acid, 5-hydroxy-2-(3-hydroxy-1-octenyl)-3-oxo-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]heptanoic acidCHEBI:27696DTXSID808648097-((1R,2R,5S)-5-hydroxy-2-((E,3S)-3-hydroxyoct-1-enyl)-3-oxocyclopentyl)heptanoic acidRefChem:928950

Show more names

C0643811-DehydroPGF1αCIMMACURCPXICP-PNQRDDRVSA-N11-Dehydroprostaglandin F1α(13E,15S)-9α,15-Dihydroxy-11-oxoprost-13-en-1-oic acidProst-13-en-1-oic acid, 9,15-dihydroxy-11-oxo-, (9α,13E,15S)-9,15-dihydroxy-11-oxo-,(9-alpha,13e,15s)-prost-13-en-1-oicaci

DTXCID1014771289alpha,15S-dihydroxy-11-oxo-prost-13E-en-1-oic acidCHEMBL2075005(13E,15S)-9alpha,15-dihydroxy-11-oxoprost-13-en-1-oic acid2-Hydroxy-5-(3S-hydroxy-1-octenyl)-3-oxocyclopentaneheptanoic acid7-((1R,2R,5S)-5-Hydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl)-3-oxocyclopentyl)heptanoic acidBRN 2159831(13E,15S)-9alpha,15-dihydroxy-11-oxoprost-13-en-1-oate

Database identifiers

CAS: 17968-82-0
PubChem CID: 5280936
DTXSID: DTXSID80864809
ChEMBL: CHEMBL2075005
ChEBI: CHEBI:27696
UNII: FOT50Z88GW
Nikkaji: J14.895D

Properties

Computed structural properties

XLogP: 3.4
Topological polar surface area: 94.8 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 13
Heavy atoms: 25
Formal charge: 0
Complexity: 432

Experimental & physicochemical properties

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

LogP3.172

Physical DescriptionSolid

Collision Cross Section186.6 Å² [M-2H2O-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]

Physicochemical properties

Melting point: 64.5 · 64.5-65.5 °C
Boiling point: 544.6 · 544.6±50.0 °C(Predicted)
Density: 1.131 · 1.131±0.06 g/cm3(Predicted)
storage temp.: -20 °C · Store at -20°C
solubility: 100 mg/ml · DMF: >100 mg/ml (from PGD2); DMSO: >50 mg/ml (from PGD2); Ethanol: >75 mg/ml (from PGD2); PBS pH 7.2: >5 mg/ml (from PGD2)
pka: 4.78 · 4.78±0.10(Predicted)
FDA UNII: 50 Z88GW · FOT50Z88GW
Symbol(GHS): 2 · GHS02,GHS07,GHS08
Signal word: Danger
Hazard statements: 225 · H225-H319-H360
Precautionary statements: 201 · P201-P202-P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P308+P313-P337+P313-P370+P378-P403+P235-P405-P501

Safety & regulation

Safety data

Signal word: Danger
Symbol(GHS): GHS02,GHS07,GHS08
Hazard statements: H225-H319-H360
Precautionary statements: P201-P202-P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P308+P313-P337+P313-P370+P378-P403+P235-P405-P501

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Applications

DescriptionProstaglandin D1 (PGD1) is the 1-series analog of PGD2 . It is an inhibitor of ADP-induced platelet aggregation in humans with an IC50 value of 320 ng/ml, about 1/10 as potent as PGD2.

UsesProstaglandin D1 is used in pharmalogical and in functional characterization of novel EP & DP receptor agonist: DPI receptor mediates penile erection in multiple species.