Equilin

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Equilin
Equilin.svg
Systematic (IUPAC) name
3-Hydroxy-13-methyl-9,11,12,14,15,16-hexahydro-6H-cylcopenta(a)phenanthren-17-one
Clinical data
Legal status ?
Identifiers
CAS number 474-86-2
ATC code ?
PubChem CID 223368
DrugBank DB02187
ChemSpider 193995 YesY
UNII 08O86EX0J4 YesY
KEGG D04041 YesY
ChEBI CHEBI:42309 YesY
ChEMBL CHEMBL323533 YesY
Chemical data
Formula C18H20O2 
Mol. mass 268.355 g/mol
 YesY (what is this?)  (verify)

Equilin is an estrogen from horses with the chemical name 3-hydroxyestra-1,3,5,7-tetraen-17-one. Equilin is one of the estrogens present in the mixture of estrogens isolated from horse urine and marketed as Premarin. Premarin became the most commonly used form of estrogen for hormone replacement therapy in the United States of America. Estrone is the major estrogen in Premarin (about 50%) and equilin is present as about 25% of the total. Estrone is a major estrogen that is normally found in women. Equilin is not normally present in women, so there has been interest in the effects of equilin on the human body.[1]

The estrogens in Premarin are present mainly as "conjugates", modified chemical forms in which the active estrogen is coupled to another chemical group such as sulfate. Estrone sulfate is usually the major form of estrogen in women. After being taken into a woman's body, the conjugated estrogens of Premarin are converted to the active unconjugated estrogens or excreted from the woman's body. Estrone can be converted to estradiol, which is thought to be the major active estrogen in women.

References[edit]

  1. ^ Sawicki, MW; Erman, M; Puranen, T; Vihko, P; Ghosh, D (1999). "Structure of the ternary complex of human 17β-hydroxysteroid dehydrogenase type 1 with 3-hydroxyestra-1,3,5,7-tetraen-17-one (equilin) and NADP+". Proceedings of the National Academy of Sciences of the United States of America 96 (3): 840–5. doi:10.1073/pnas.96.3.840. PMC 15312. PMID 9927655.