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15α-Hydroxy-DHEA

March 10, 2024

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
3β,15α-Dihydroxyandrost-5-en-17-one
Systematic IUPAC name
(3S,3aS,3bR,7S,9aR,9bS,11aS)-3,7-Dihydroxy-9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-one
Other names
15α-Hydroxydehydroepiandrosterone; 15α-Hydroxy-DHEA; 15α-OH-DHEA
Identifiers
  • 38391-29-6 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 167725
  • 193284
UNII
  • 262794D86L Y
  • DTXSID90959311
  • 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
  • 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
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).

See also edit

References edit

  1. ^ a b 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. ^ a b J.B. Josimovich (11 November 2013). Gynecologic Endocrinology. Springer Science & Business Media. pp. 32–. ISBN 978-1-4613-2157-6.
  3. ^ a b 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.



 

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March 10, 2024
15α, hydroxy, dhea, 15α, hydroxydehydroepiandrosterone, abbreviated, 15α, hydroxy, dhea, 15α, dhea, endogenous, metabolite, dehydroepiandrosterone, dhea, both, 15α, dhea, sulfate, ester, 15α, dhea, intermediates, biosynthesis, estetrol, from, dehydroepiandrost. 15a Hydroxydehydroepiandrosterone abbreviated as 15a hydroxy DHEA or 15a OH DHEA is an endogenous metabolite of dehydroepiandrosterone DHEA 1 2 3 Both 15a OH DHEA and its 3b sulfate ester 15a OH DHEA S are intermediates in the biosynthesis of estetrol from dehydroepiandrosterone DHEA 1 2 3 15a Hydroxy DHEA NamesIUPAC name 3b 15a Dihydroxyandrost 5 en 17 oneSystematic IUPAC name 3S 3aS 3bR 7S 9aR 9bS 11aS 3 7 Dihydroxy 9a 11a dimethyl 2 3 3a 3b 4 6 7 8 9 9a 9b 10 11 11a tetradecahydro 1H cyclopenta a phenanthren 1 oneOther names 15a Hydroxydehydroepiandrosterone 15a Hydroxy DHEA 15a OH DHEAIdentifiersCAS Number 38391 29 6 Y3D model JSmol Interactive imageChemSpider 167725PubChem CID 193284UNII 262794D86L YCompTox Dashboard EPA DTXSID90959311InChI 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 s1Key SWXQUEHVFFSZOW CRYRVXFVSA NInChI 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 s1Key SWXQUEHVFFSZOW CRYRVXFVBSSMILES C C 12CC C H CC1 CC C H 3 C H 2CC C 4 C H 3 C H CC4 O O C OPropertiesChemical formula C 19H 28O 3Molar mass 304 430 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesSee also edit16a Hydroxydehydroepiandrosterone 16a Hydroxyandrostenedione 16a HydroxyestroneReferences edit a b 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 a b J B Josimovich 11 November 2013 Gynecologic Endocrinology Springer Science amp Business Media pp 32 ISBN 978 1 4613 2157 6 a b 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 nbsp This article about a steroid is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title 15a Hydroxy DHEA amp oldid 1151738723, wikipedia, wiki, book, books, library,

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