ChemicalBook--->CAS DataBase List--->64054-40-6

64054-40-6

64054-40-6 Structure

64054-40-6 Structure
IdentificationBack Directory
[Name]

CAY10580
[CAS]

64054-40-6
[Synonyms]

CAY10580
CAY10580 Exclusive
CBWGHEDGUILASE-UHFFFAOYSA-N
2-(3-HYDROXYOCTYL)-5-OXO-1-PYRROLIDINEHEPTANOIC ACID
1-Pyrrolidineheptanoic acid, 2-(3-hydroxyoctyl)-5-oxo-
[Molecular Formula]

C19H35NO4
[MDL Number]

MFCD11976917
[MOL File]

64054-40-6.mol
[Molecular Weight]

341.49
Chemical PropertiesBack Directory
[Boiling point ]

534.4±25.0 °C(Predicted)
[density ]

1.049±0.06 g/cm3(Predicted)
[solubility ]

DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 20 mg/ml; PBS (pH 7.2): 2.5 mg/ml
[form ]

Liquid
[pka]

4.77±0.10(Predicted)
[color ]

Colorless to light yellow
Safety DataBack Directory
[Symbol(GHS) ]

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

Danger
[Hazard statements ]

H225-H319
[Precautionary statements ]

P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
Hazard InformationBack Directory
[Uses]

2-(3-hydroxyoctyl)-5-oxo-1-pyrrolidineheptanoic acid is an analog of PGE2.
[Uses]

Prostaglandin E2 (PGE2) activates four E prostanoid (EP) receptors, EP1-4. EP4 is a Gs protein-coupled receptor that, by elevating the second messenger cAMP, plays important roles in bone formation and resorption, cancer, and atherosclerosis. CAY10580 is an 8-aza-9-oxo-15-hydroxy saturated analog of PGE2. It selectively binds the EP4 receptor (Ki = 35 nM) relative to the EP1, EP2, and EP3 receptors (Ki = 3,000, 2,000, and >3,000 nM, respectively). CAY10580 stimulates cAMP formation in excised mouse ovaries.[Cayman Chemical]
[Definition]

ChEBI:2-(3-hydroxyoctyl)-5-oxo-1-pyrrolidineheptanoic acid is a pyrrolidin-2-one substituted by 6-carboxyhexyl and 3-hydroxyoctyl groups at positions 1 and 2, respectively. It is a potent prostaglandin EP4 receptor agonist (Ki=35 nM). It has a role as a prostaglandin receptor agonist. It is a member of pyrrolidin-2-ones, a hydroxy monocarboxylic acid and a secondary alcohol.
[in vivo]

CAY10580 (200 μg/kg body weight; i.p; daily for three weeks) effectively prevents diet-induced hypercholesterolemia, enhances endogenous bile acid synthesis and their fecal excretion[3].

Animal Model:Six-week old male EP4+/+ mice (Treating high fat diet-challenged mice)[3]
Dosage:200 μg/kg body weight
Administration:Intraperitoneal injection; daily for remaining three weeks
Result:High fat diet fed mice exhibited lower total cholesterol levels compared to the vehicle group by 28.5%. Total cholesterol levels decreased from 137.4 to 98.2 mg/dl, restoring plasma cholesterol back to near-normal values.
[IC 50]

EP4: 35 nM (Ki); EP2: 3000 nM (Ki); EP3: 2000 nM (Ki); EP1: >3000 nM (Ki)
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