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Identification of Fatty Acid Esters of Pregnenolone and Allopregnanolone From Bovine Corpora Lutea

Identification of Fatty Acid Esters of Pregnenolone and Allopregnanolone From Bovine Corpora Lutea

D H Albert, L Ponticorvo, S Lieberman

J Biol Chem. 1980 Nov 25;255(22):10618-23.

PMID: 7430140

Abstract:

The lipoidal derivatives of steroids present in bovine corpora lutea have been identified and quantified. Nonpolar steroid derivatives were extracted from the tissue with a mixture of chloroform and methanol. The extract was subjected to column and high performance liquid chromatography in order to remove phospholipids, cholesterol, triglycerides, cholesteryl esters, and unesterified steroids. A portion of the purified nonpolar material was subjected to methanolysis. By gas-liquid chromatographic analysis, the products were shown to consist of the steroids 3 beta-hydroxy-5 alpha-pregnan-20-one (80%) and pregnenolone (20%), and the methyl esters of palmitic (34%), stearic (27%), oleic (22%), linoleic (7%), arachidonic (7%), palmitoleic (3%), and eicosatrienoic (1%) acids. Mass spectrometric analysis of the intact lipoidal derivatives and of their methoximes confirmed the presence of seven esters of allopregnanolone and pregnenolone: allopregnanolone palmitate, pregnenolone palmitate, allopregnanolone stearate, allopregnanolone oleate, allopregnanolone linoleate, allopregnanolone eicosatrienoate, and pregnenolone arachidonate. The mass spectral data suggested that four other esters were also present: pregnenolone stearate, pregnenolone oleate, pregnenolone linoleate, and allopregnanolone arachidonate.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
IAR42410488	Pregnenolone-20,21-13C2-16,16-d2			Price

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