15α-Hydroxy-DHEA

15α-Hydroxydehydroepiandrosterone, abbreviated as 15α-hydroxy-DHEA or 15α-OH-DHEA, is an endogenous metabolite of dehydroepiandrosterone (DHEA).[1][2][3] Both 15α-OH-DHEA and its 3β-sulfate ester, 15α-OH-DHEA-S, are intermediates in the biosynthesis of estetrol from dehydroepiandrosterone (DHEA).[1][2][3]

15α-Hydroxy-DHEA

Names
IUPAC name (3S,8R,9S,10R,13S,14S,15S)-3,15-Dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
Other names 3β,15α-Dihydroxyandrost-5-en-17-one; 15α-Hydroxydehydroepiandrosterone; 15α-Hydroxy-DHEA; 15α-OH-DHEA
Identifiers
CAS Number	38391-29-6
3D model (JSmol)	Interactive image
ChemSpider	167725
PubChem CID	193284
InChI InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)16(22)10-15(21)17(13)19/h3,12-15,17,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,17+,18-,19+/m0/s1 Key: SWXQUEHVFFSZOW-CRYRVXFVSA-N InChI=1/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)16(22)10-15(21)17(13)19/h3,12-15,17,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,17+,18-,19+/m0/s1 Key: SWXQUEHVFFSZOW-CRYRVXFVBS
SMILES C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3[C@H](CC4=O)O)C)O
Properties
Chemical formula	C19H28O3
Molar mass	304.430 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• 16α-Hydroxydehydroepiandrosterone
• 16α-Hydroxyandrostenedione
• 16α-Hydroxyestrone

References

1. Roger Smith (Prof.) (1 January 2001). The Endocrinology of Parturition: Basic Science and Clinical Application. Karger Medical and Scientific Publishers. pp. 91–. ISBN 978-3-8055-7195-1.
2. J.B. Josimovich (11 November 2013). Gynecologic Endocrinology. Springer Science & Business Media. pp. 32–. ISBN 978-1-4613-2157-6.
3. Jerome F. Strauss, III; Robert L. Barbieri (13 September 2013). Yen and Jaffe's Reproductive Endocrinology. Elsevier Health Sciences. pp. 257–. ISBN 978-1-4557-2758-2.