65026-04-2

Basic information

• Product Name: prostaglandin D₂
• Synonyms: prostaglandin D₂
• CAS NO: 65026-04-2
• Molecular Weight: 352.471
• Mol File: 65026-04-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: prostaglandin D₂(CAS DataBase Reference)
• NIST Chemistry Reference: prostaglandin D₂(65026-04-2)
• EPA Substance Registry System: prostaglandin D₂(65026-04-2)

Safety Data

• Hazardous Substances Data: 65026-04-2(Hazardous Substances Data)

Upstream product

• 42935-17-1 prostaglandin H₂ 
• 87789-19-3 (Z)-7-[(6R,7R,8S)-8-Hydroxy-6-((E)-(R)-3-hydroxy-oct-1-enyl)-1,4-dioxa-spiro[4.4]non-7-yl]-hept-5-enoic acid methyl ester 
• 87789-17-1 (Z)-7-[(6R,7R,8S)-8-Hydroxy-6-((E)-(R)-3-hydroxy-oct-1-enyl)-1,4-dioxa-spiro[4.4]non-7-yl]-hept-5-enoic acid 
• 87789-19-3 (Z)-7-[(6R,7R,8S)-8-Hydroxy-6-((E)-(S)-3-hydroxy-oct-1-enyl)-1,4-dioxa-spiro[4.4]non-7-yl]-hept-5-enoic acid methyl ester 
• 87789-17-1 (Z)-7-[(6R,7R,8S)-8-Hydroxy-6-((E)-(S)-3-hydroxy-oct-1-enyl)-1,4-dioxa-spiro[4.4]non-7-yl]-hept-5-enoic acid 

Relevant articles and documents

Identification of novel oxidized levuglandin D2in marine red alga and mouse tissue

In animals, the product of cyclooxygenase reacting with arachidonic acid, prostaglandin(PG)H2, can undergo spontaneous rearrangement and nonenzymatic ring cleavage to form levuglandin(LG)E2 and LGD 2. These LGs and their isomers are highly reactive γ-ketoaldehydes that form covalent adducts with proteins, DNA, and phosphatidylethanolamine in cells. Here, we isolated a novel oxidized LGD 2 (ox-LGD2) from the red alga Gracilaria edulis and determined its planar structure. Additionally, ox-LGD2 was identified in some tissues of mice and in the lysate of phorbol-12-myristate-13-acetate (PMA)-treated THP-1 cells incubated with arachidonic acid using LC-MS/MS. These results suggest that ox-LGD2 is a common oxidized metabolite of LGD2. In the planar structure of ox-LGD2, H8 and H12 of LGD2 were dehydrogenated and the C9 aldehyde was oxidized to a carboxylic acid, which formed a lactone ring with the hydrated ketone at C11. These structural differences imply that ox-LGD2 is less reactive with amines than LGs. Therefore, ox-LGD2 might be considered a detoxification metabolite of LGD2. Copyright