Hippulin

Hippulin
Clinical data
Other namesΔ8-14-Isoestrone; 8-Dehydro-14-isoestrone; 14-Isoestra-1,3,5(10),8-tetraen-3-ol-17-one
Routes of
administration
By mouth
Drug classEstrogen
Identifiers
IUPAC name
  • (13S,14R)-3-hydroxy-13-methyl-7,11,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-17-one
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC18H20O2
Molar mass268.356 g·mol−1
3D model (JSmol)
SMILES
  • C[C@]12CCC3=C([C@@H]1CCC2=O)CCc4c3ccc(c4)O
InChI
  • InChI=1S/C18H20O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,16,19H,2,4,6-9H2,1H3/t16-,18-/m0/s1
  • Key:OUGSRCWSHMWPQE-WMZOPIPTSA-N

Hippulin, also known as Δ8-14-isoestrone, as well as 14-isoestra-1,3,5(10),8-tetraen-3-ol-17-one, is a naturally occurring estrogen found in horses and an isomer of equilin.[1][2][3][4] The compound, likely in sodium sulfate form, is a component of conjugated estrogens (Premarin), a pharmaceutical extract of the urine of pregnant mares,[1][2][3] though it is present only in small amounts in pregnant mare urine.[5] It has been reported by possess either equivalent estrogenic activity to that of equilin or only slight estrogenic activity.[3] The compound was first described in 1932.[4][3]

See also

References

  1. 1 2 C. W. Emmens (22 October 2013). Hormone Assay. Elsevier Science. pp. 391–. ISBN 978-1-4832-7286-3.
  2. 1 2 H.J. Buchsbaum (6 December 2012). The Menopause. Springer Science & Business Media. pp. 56–. ISBN 978-1-4612-5525-3.
  3. 1 2 3 4 Banes D, Carol J, Haenni EO (1950). "The resolution of isoequilin A and the identification of compound 3" (PDF). J. Biol. Chem. 187 (2): 557–70. PMID 14803438.
  4. 1 2 Girard, H., Sandulesco, G., Fridenson, A., Gaudefroy, C., & Rutgers, J. J. (1932). Sur les Hormones Sexuelles Cristallisées Retirées de l'Urine des Juments Gravides. Compt. Rend. Acad. Sci, 194, 1020.
  5. Wintersteiner, O. (1937). "Estrogenic Diols from the Urine of Pregnant Mares". Cold Spring Harbor Symposia on Quantitative Biology. 5: 25–33. doi:10.1101/SQB.1937.005.01.003. ISSN 0091-7451.



This article is issued from Offline. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.