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53658-98-3

53658-98-3 Structure

53658-98-3 Structure
IdentificationBack Directory
[Name]

11-DEOXY-16,16-DIMETHYL PROSTAGLANDIN E2
[CAS]

53658-98-3
[Synonyms]

AY 24609
11-DEOXY-16,16-DIMETHYL PROSTAGLANDIN E2
9-OXO-15R-HYDROXY-16,16-DIMETHYL-PROSTA-5Z,13E-DIEN-1-OIC ACID
Prosta-5,13-dien-1-oic acid, 15-hydroxy-16,16-dimethyl-9-oxo-, (5Z,13E,15R)-
[Molecular Formula]

C22H36O4
[MDL Number]

MFCD00135216
[MOL File]

53658-98-3.mol
[Molecular Weight]

364.52
Chemical PropertiesBack Directory
[Boiling point ]

522.593±45.00 °C(Press: 760.00 Torr)(predicted)
[density ]

1.063±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
[solubility ]

DMF: >100 mg/ml (from PGE2); DMSO: >100 mg/ml (from PGE2); Ethanol: >100 mg/ml (from PGE2); PBS pH 7.2: >5 mg/ml (from PGE2)
[pka]

4.754±0.10(predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS02,GHS07,GHS08
[Signal word ]

Danger
[Hazard statements ]

H225-H319-H360-H336
[Precautionary statements ]

P201-P202-P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P308+P313-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Hazard InformationBack Directory
[Description]

11-deoxy-16,16-dimethyl PGE2 is a stable synthetic analog of PGE2. It is an agonist for both EP2 and EP3 receptors. It is an effective inhibitor of gastric acid secretion and ulcer formation in the rat, with ED50 values of 1 mg/kg and 0.021 mg/kg respectively. It is 900 times more potent than PGF2α in the contraction of human respiratory tract smooth muscle in vitro.
[Uses]

AY 24609 is an analogue of PGE2 and a selective EP2 and EP3 receptors agonist. It also inhibits gastric acid secretion and ulcer formation in rat.
[Definition]

ChEBI: 11-Deoxy-16,16-dimethyl-PGE2 is a prostanoid.
[IC 50]

EP2; EP3
[References]

[1] R.F. PARROTT  S. V V. Effects of centrally administered prostaglandin EP receptor agonists on febrile and adrenocortical responses in the prepubertal pig[J]. Brain Research Bulletin, 1996, 41 2: Pages 97-103. DOI: 10.1016/0361-9230(96)00156-6
[2] LIPPMANN W. Inhibition of gastric acid secretion and ulcer formation in the rat by orally-administered 11-deoxyprostaglandin analogues: 15-hydroxy-16,16-dimethyl-9-oxoprost-5,13-dienoic acids[J]. Prostaglandins, 1974, 7 3: Pages 231-246. DOI: 10.1016/0090-6980(74)90007-0
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