4-Dehydroepiandrosterone
4-Dehydroepiandrosterone |
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Identifiers |
CAS number |
571-44-8 Y |
ChemSpider |
8123501 Y |
ChEMBL |
CHEMBL1077603 Y |
Jmol-3D images |
Image 1
Image 2 |
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O=C1CC[C@@]2([H])[C@]3([H])CCC4=C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
O=C4[C@]3(CC[C@@H]2[C@@]1(C(=C/[C@@H](O)CC1)\CC[C@H]2[C@@H]3CC4)C)C
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InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,13-16,20H,3-10H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1 Y
Key: VMYTXBKVYDESSJ-USOAJAOKSA-N Y
InChI=1/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,13-16,20H,3-10H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
Key: VMYTXBKVYDESSJ-USOAJAOKBU
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Properties |
Molecular formula |
C19H28O2 |
Molar mass |
288.42 g mol−1 |
Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
4-Dehydroepiandrosterone (4-DHEA) is an adrenal steroid that is an isomer of 5-dehydroepiandrosterone. 4-DHEA is a natural metabolite of androstenedione that occurs in tissues of rabbits, sheep and rats.[1][2] Additionally, it exists in all mammals that have the 3bHSD enzyme system and can produce 4-androstenedione. [3]
Synonyms
Synonyms for 4-dehydroepiandrosterone are:
3-beta-Hydroxy-4-androsten-17-one, 3.beta.-Hydroxyandrost-4-en-17-one, 3beta-hydroxy-4-androsten-17-one, 3beta-hydroxy-androst-4-en-17-one, 3beta-Hydroxy-D4-androsten-17-one, 3beta-Hydroxyandrost-4-en-17-one, 3beta-Hydroxyandrost-4-ene-17-one, 3-beta-hydroxy-etioallocholan-4-ene-17-one , 4-Androsten-3beta-ol-17-one,
References
- ^ BREUER H, DAHM K, NORYMBERSKI JK. ENZYMIC FORMATION OF 3-BETA-HYDROXYANDROST-4-EN-17-ONE. J Endocrinol. 1963 Nov;27:357-8
- ^ THOMAS PZ, DORFMAN RI. METABOLISM OF ANDROST-4-ENE-3,17-DIONE-4-14C BY RABBIT SKELETAL MUSCLE SUPERNATANT FRACTION. ISOLATION OF 3BETA-HYDROXYANDROST-4-EN-17-ONE-14C AND TESTOSTERONE-14C. J Biol Chem. 1964 Mar;239:766-72
- ^ WARD MG, ENGEL LL. REVERSAL OF THE 3-BETA-HYDROXYSTEROID DEHYDROGENASE-ISOMERASE REACTIONS. CONVERSION OF ANDROST-4-ENE-3,17-DIONE-4-14C TO 3-BETA-HYDROXYANDROST-4-EN-17-ONE-14C AND 3-BETA-HYDROXYANDROST-5EN-17-ONE-14C. J Biol Chem. 1964 Oct;239:PC3604-6.