71902-47-1

Basic information

• Product Name: 9ALPHA,15S-DIHYDROXY-11-OXO-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID
• Synonyms: 9ALPHA,15S-DIHYDROXY-11-OXO-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID;PROSTAGLANDIN D3;(Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dienyl]-3-oxocyclopentyl]hept-5-enoic acid;(5Z,13E,15S,17Z)-9α,15-Dihydroxy-11-oxoprosta-5,13,17-trien-1-oic acid;PGD3;Prostaglandin D3;Prostaglandin D3 Exclusive;ANOICLBSJIMQTA-WXGBOJPQSA-N
• CAS NO: 71902-47-1
• Molecular Formula: C20H30O5
• Molecular Weight: 350.45
• Mol File: 71902-47-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 561.2 °C at 760 mmHg
• Flash Point: 307.2 °C
• Appearance: /
• Density: 1.166 g/cm³
• Vapor Pressure: 6.25E-15mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 9ALPHA,15S-DIHYDROXY-11-OXO-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 9ALPHA,15S-DIHYDROXY-11-OXO-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID(71902-47-1)
• EPA Substance Registry System: 9ALPHA,15S-DIHYDROXY-11-OXO-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID(71902-47-1)

Safety Data

• Hazardous Substances Data: 71902-47-1(Hazardous Substances Data)

Usage

Uses

Prostaglandin D3 (PGD3) is produced by the metabolism of EPA via the COX pathway. It is equipotent to PGD2 in decreasing systemic blood pressure in rats and in decreasing intraocular pressure in rabbits. However, it is 3-5 times more potent than PGD2 in the inhibition of ADP-induced human platelet aggregation.[Cayman Chemical]

Definition

ChEBI: A member of the class of prostaglandins D that is prosta-5,13,17-trien-1-oic acid substituted by hydroxy groups at positions 9 and 15 and an oxo group at position 11 (the 5Z,13E,15S,17Z-st reoisomer).

InChI:InChI=1/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h3-4,6-7,12-13,15-18,21-22H,2,5,8-11,14H2,1H3,(H,24,25)/b6-3-,7-4-,13-12+/t15-,16+,17+,18-/m0/s1

Upstream product

• 32233-41-3 (3aR,4R,5R,6aS)-hexahydro-2-oxo-5-<(tetrahydro-2H-pyran-2-yl)oxy>-2H-cyclopentafuran-4-carboxaldehyde 
• 75351-58-5 Benzoic acid (1R,2R,3R,4S)-3-((E)-6-methoxycarbonyl-hex-2-enyl)-4-(2,2,2-trichloro-acetoxy)-2-[(1E,5E)-(S)-3-(2,2,2-trichloro-acetoxy)-octa-1,5-dienyl]-cyclopentyl ester 
• 75351-60-9 Benzoic acid (1R,2R,3R,4S)-3-((E)-6-methoxycarbonyl-hex-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-2-[(1E,5E)-(S)-3-(tetrahydro-pyran-2-yloxy)-octa-1,5-dienyl]-cyclopentyl ester 
• 75351-56-3 (E)-7-{(1R,2R,3R,5S)-3-(Tetrahydro-pyran-2-yloxy)-5-(2,2,2-trichloro-acetoxy)-2-[(1E,5E)-(S)-3-(2,2,2-trichloro-acetoxy)-octa-1,5-dienyl]-cyclopentyl}-hept-5-enoic acid methyl ester 
• 75351-57-4 (E)-7-{(1R,2R,3R,5S)-3-Hydroxy-5-(2,2,2-trichloro-acetoxy)-2-[(1E,5E)-(S)-3-(2,2,2-trichloro-acetoxy)-octa-1,5-dienyl]-cyclopentyl}-hept-5-enoic acid methyl ester 
• 75351-59-6 Benzoic acid (1R,2R,3R,4S)-4-hydroxy-2-((1E,5E)-(S)-3-hydroxy-octa-1,5-dienyl)-3-((E)-6-methoxycarbonyl-hex-2-enyl)-cyclopentyl ester 
• 75365-41-2 (E)-7-[(1R,2R,3R,5S)-5-Hydroxy-2-((1E,5E)-(S)-3-hydroxy-octa-1,5-dienyl)-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester 
• 75351-52-9 (3aR,4R,5R,6aS)-4-[(1E,5E)-(S)-3-(1-Methoxy-1-methyl-ethoxy)-octa-1,5-dienyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one 
• 75351-53-0 (3aR,4R,5R,6aS)-4-[(1E,5E)-(S)-3-(1-Methoxy-1-methyl-ethoxy)-octa-1,5-dienyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol 
• 32233-42-4 (3aR,4R,5R,6aS)-4-((1E,5E)-(S)-3-Hydroxy-octa-1,5-dienyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one 

Relevant articles and documents

SYNTHESIS OF PROSTAGLANDIN D3

Prostaglandin D3 has been synthesized from (-)-2-oxa-3-oxo-6-syn-formyl-7-anti-(2-tetrahydropyranyloxy)-cis-bicyclooctane, a general synthetic intermediate for natural prostaglandins.