Biomaterial Database

Formation of 5 beta- and 5 alpha-products as major C19-steroids from progesterone in vitro in immature golden hamster testes. 1980

N Terada, and B Sato, and K Matsumoto

Testicular homogenates from 8- to 55-day-old golden hamsters were incubated with [3H]progesterone, [14C]-progesterone, [3H]5 beta-pregnane-3,20-dione, [14C]progesterone plus [3H]5 beta-pregnane-3,20-dione, and [14C]progesterone plus [3H]5 alpha-pregnane-3,20-dione and NADPH. After incubation, the radioactive products were separated and identified by column and paper chromatographies with derivative formation and recrystallization to constant specific activity. The major C21-17-hydroxysteroids and C19-steroids formed from progesterone by the testes of immature golden hamsters were 5 beta- and 5 alpha-steroids, such as 3 alpha,17-dihydroxy-5 beta-pregnan-20-one, etiocholanolone, 5 beta-androstane-3 alpha,17 beta-diol, 3 alpha,17-dihydroxy-5 alpha-pregnan-20-one, androsterone, and 5 alpha-androstane-3 alpha,17 beta-diol. Incubation studies with the testes of the immature hamsters showed that the 5 alpha-C19-steroids were produced from progesterone mainly through 5 alpha-C21-steroids such as 3 alpha,17-dihydroxy-5 alpha-pregnan-20-one, while the 5 beta-C19-steroids were formed through androstenedione and testosterone. The major steroids formed by the testes of suckling and adult animals were 17-hydroxy-4-pregnen-3,20-dione, androstenedione, and testosterone, and little or no 5 beta- and 5 alpha-steroids were produced. The present results demonstrate for the first time that 5 beta-C19-steroids are major C19-steroid products of the gonad.

UI	MeSH Term	Description	Entries
D008297	Male		Males
D008647	Mesocricetus	A genus in the order Rodentia and family Cricetidae. One species, Mesocricetus auratus or golden hamster is widely used in biomedical research.	Hamsters, Golden,Hamsters, Golden Syrian,Hamsters, Syrian,Mesocricetus auratus,Syrian Golden Hamster,Syrian Hamster,Golden Hamster,Golden Hamster, Syrian,Golden Hamsters,Golden Syrian Hamsters,Hamster, Golden,Hamster, Syrian,Hamster, Syrian Golden,Syrian Hamsters
D011277	Pregnanediones	Pregnane derivatives in which two side-chain methyl groups or two methylene groups in the ring skeleton (or a combination thereof) have been oxidized to keto groups.	Diketopregnanes,Dioxopregnanes
D011374	Progesterone	The major progestational steroid that is secreted primarily by the CORPUS LUTEUM and the PLACENTA. Progesterone acts on the UTERUS, the MAMMARY GLANDS and the BRAIN. It is required in EMBRYO IMPLANTATION; PREGNANCY maintenance, and the development of mammary tissue for MILK production. Progesterone, converted from PREGNENOLONE, also serves as an intermediate in the biosynthesis of GONADAL STEROID HORMONES and adrenal CORTICOSTEROIDS.	Pregnenedione,Progesterone, (13 alpha,17 alpha)-(+-)-Isomer,Progesterone, (17 alpha)-Isomer,Progesterone, (9 beta,10 alpha)-Isomer
D002250	Carbon Radioisotopes	Unstable isotopes of carbon that decay or disintegrate emitting radiation. C atoms with atomic weights 10, 11, and 14-16 are radioactive carbon isotopes.	Radioisotopes, Carbon
D006224	Cricetinae	A subfamily in the family MURIDAE, comprising the hamsters. Four of the more common genera are Cricetus, CRICETULUS; MESOCRICETUS; and PHODOPUS.	Cricetus,Hamsters,Hamster
D000728	Androgens	Compounds that interact with ANDROGEN RECEPTORS in target tissues to bring about the effects similar to those of TESTOSTERONE. Depending on the target tissues, androgenic effects can be on SEX DIFFERENTIATION; male reproductive organs, SPERMATOGENESIS; secondary male SEX CHARACTERISTICS; LIBIDO; development of muscle mass, strength, and power.	Androgen,Androgen Receptor Agonist,Androgen Effect,Androgen Effects,Androgen Receptor Agonists,Androgenic Agents,Androgenic Compounds,Agents, Androgenic,Agonist, Androgen Receptor,Agonists, Androgen Receptor,Compounds, Androgenic,Effect, Androgen,Effects, Androgen,Receptor Agonist, Androgen,Receptor Agonists, Androgen
D000818	Animals	Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA.	Animal,Metazoa,Animalia
D012741	Sexual Maturation	Achievement of full sexual capacity in animals and in humans.	Sex Maturation,Maturation, Sex,Maturation, Sexual
D013256	Steroids	A group of polycyclic compounds closely related biochemically to TERPENES. They include cholesterol, numerous hormones, precursors of certain vitamins, bile acids, alcohols (STEROLS), and certain natural drugs and poisons. Steroids have a common nucleus, a fused, reduced 17-carbon atom ring system, cyclopentanoperhydrophenanthrene. Most steroids also have two methyl groups and an aliphatic side-chain attached to the nucleus. (From Hawley's Condensed Chemical Dictionary, 11th ed)	Steroid,Catatoxic Steroids,Steroids, Catatoxic