802-31-3

Basic information

• Product Name: 9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID
• Synonyms: 9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID;PROSTAGLANDIN E3;(5Z,11a,13E,15S,17Z) 11,15-dihydroxy-9-oxo-prosta-5,13,17-trien-1-oic acid;(5Z,13E,15S,17Z)-11α,15-Dihydroxy-9-oxoprosta-5,13,17-trien-1-oic acid;PGE3
• CAS NO: 802-31-3
• Molecular Formula: C20H30O5
• Molecular Weight: 350.45
• Mol File: 802-31-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 84.5-85.5 °C
• Boiling Point: 541 °C at 760 mmHg
• Flash Point: 295 °C
• Appearance: /
• Density: 1.166 g/cm³
• Vapor Pressure: 5.86E-14mmHg at 25°C
• Refractive Index: 1.575
• PKA: 4.75±0.10(Predicted)
• CAS DataBase Reference: 9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID(802-31-3)
• EPA Substance Registry System: 9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID(802-31-3)

Safety Data

• Hazardous Substances Data: 802-31-3(Hazardous Substances Data)

Usage

Uses

Prostaglandin E3 (PGE3) is formed via the cyclooxygenase (COX) metabolism of eicosapentaenoic acid. In human ocular tissue, it comprises 2.4% of the COX products formed. When applied to the eyes of a rabbit, a 1 μg dose of PGE3 decreases intraocular pressure from 21 mmHg to about 17 mmHg.

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/h3-4,6-7,12-13,15-17,19,21,23H,2,5,8-11,14H2,1H3,(H,24,25)/b6-3-,7-4-,13-12+/t15-,16+,17+,19+/m0/s1

Upstream product

• 32233-50-4 (Z)-7-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(1E,5Z)-(S)-3-(tetrahydro-pyran-2-yloxy)-octa-1,5-dienyl]-cyclopentyl}-hept-5-enoic acid 
• 127268-97-7 (Z)-7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(1E,5Z)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-octa-1,5-dienyl]-5-oxo-cyclopentyl}-hept-5-enoic acid 
• 117254-07-6 (4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol 
• 127268-93-3 tert-Butyl-dimethyl-[(Z)-(S)-1-((E)-2-tributylstannanyl-vinyl)-hex-3-enyloxy]-silane 
• 127268-94-4 (3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(1E,5Z)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-octa-1,5-dienyl]-2-methylene-cyclopentanone 
• 127268-96-6 (2R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(1E,5Z)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-octa-1,5-dienyl]-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanone 

Downstream Products

• 55931-02-7 (Z)-7-[(1R,2R,3R)-3-Hydroxy-2-((1E,5Z)-(S)-3-hydroxy-octa-1,5-dienyl)-5-oxo-cyclopentyl]-hept-5-enoic acid 2-(2,5-dimethoxy-phenyl)-2-oxo-ethyl ester 
• 55930-76-2 Prostaglandin E(3)-p-phenylbenzylester 
• 55931-07-2 (Z)-7-[(1R,2R,3R)-3-Hydroxy-2-((1E,5Z)-(S)-3-hydroxy-octa-1,5-dienyl)-5-oxo-cyclopentyl]-hept-5-enoic acid biphenyl-4-yloxycarbonylmethyl ester 

Relevant articles and documents

A highly efficient synthesis of natural PGE3 and 5,6-dihydro PGE3 via two-component coupling process

-