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Home > Encyclopedia > 9ALPHA-11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-OIC ACID, 1-GLYCERYL ESTER

9ALPHA-11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-OIC ACID, 1-GLYCERYL ESTER

9ALPHA-11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-OIC ACID, 1-GLYCERYL ESTER structure

9ALPHA-11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-OIC ACID, 1-GLYCERYL ESTER 

structure
  • CAS No:

    43042-79-1

  • Formula:

    C23H40O7

  • Chemical Name:

    9ALPHA-11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-OIC ACID, 1-GLYCERYL ESTER

  • Synonyms:

    PROSTAGLANDIN F2ALPHA-1-GLYCERYL ESTER;PGF2ALPHA-1-GLYCERYL ESTER;9ALPHA-11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-OIC ACID, 1-GLYCERYL ESTER;Prostaglandin F2α-1-glyceryl ester;NWKPOVHSHWJQNI-OMVDPNNKSA-N

Description

Prostaglandin F2alpha 1-glyceryl ester is a 1-monoglyceride resulting from the condensation of the carboxy group of prostaglandin F2alpha with the 1-hydroxy group of glycerol. It has a role as a human metabolite. It is a 1-monoglyceride, an olefinic compound, a secondary alcohol, a prostaglandins Falpha and a pentol. It derives from a prostaglandin F2alpha.

9ALPHA-11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-OIC ACID, 1-GLYCERYL ESTER Basic Attributes

428.56

428.277

DTXSID20693998

Characteristics

127

1.7

9ALPHA-11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-OIC ACID, 1-GLYCERYL ESTER Use and Manufacturing

Uses

2-Arachidonoyl glycerol (2-AG; ) has been isolated from porcine brain, and has been characterized as the natural endocannabinoid ligand for the central cannabinoid receptor. Incubation of 2-AG with cyclooxygenase-2 and specific prostaglandin H2 (PGH2) isomerases in cell cultures and isolated enzyme preparations results in PG glyceryl ester formation. The biosynthesis of PGH, PGD, PGE, PGF, and thromboxane A-2-glyceryl ester compounds have all been documented. The 2-glyceryl ester moiety equilibrates rapidly (within minutes) with the more stable 1-glyceryl ester, producing a 10:90 2:1-glyceryl ester mixture in typical aqueous media. While the stability and metabolism of PGF2α-1-glyceryl ester has been investigated, little is known about its intrinsic biological activity.

Fatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]

Computed Properties

Molecular Weight:428.6
XLogP3:1.7
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:16
Exact Mass:428.27740361
Monoisotopic Mass:428.27740361
Topological Polar Surface Area:127
Heavy Atom Count:30
Complexity:520
Defined Atom Stereocenter Count:5
Undefined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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