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重要文件

125784

Sigma-Aldrich

反式-脱氢雄甾酮

97%

同義詞:

3β-羟基-5-雄烯-17-酮, DHEA, 去氢表雄酮, 普拉睾酮, 脱氢异雄酮, 雄素-5-烯-3β-醇-17-酮

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About This Item

經驗公式(希爾表示法):
C19H28O2
CAS號碼:
分子量::
288.42
Beilstein:
2058110
EC號碼:
MDL號碼:
分類程式碼代碼:
12352103

化驗

97%

光學活性

[α]25/D +13.0°, c = 1 in ethanol

藥物控制

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

149-151 °C (lit.)

SMILES 字串

C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@]34C)[C@@H]1CCC2=O

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/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1

InChI 密鑰

FMGSKLZLMKYGDP-USOAJAOKSA-N

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生化/生理作用

GABAA 受体的负调节剂。肾上腺分泌的类固醇,具有雌激素和雄激素特性。 它转化为 5-雄烯二醇(一种有效的雌激素)可增强雌激素敏感性乳腺肿瘤的生长和存活率。在高浓度但生理有效的条件下,DHEA 抑制嗜铬细胞祖细胞的增殖并诱导多巴胺能分化。

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描述
訂價

象形圖

Health hazard

訊號詞

Warning

危險聲明

危險分類

Repr. 2

儲存類別代碼

13 - Non Combustible Solids

水污染物質分類(WGK)

WGK 2

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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分析證明 (COA)

Lot/Batch Number

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Marc-Antoine Bazin et al.
Bioorganic & medicinal chemistry, 15(9), 3152-3160 (2007-03-14)
Efficient syntheses of new DHEA analogues, and their apoptotic and necrotic effects on Leydig cells and TM4 Sertoli cells are described. The key step in the synthetic strategy of 7-amino-DHEA derivatives involves a bromination on C-7 position to give an
Artur T Cordeiro et al.
Bioorganic & medicinal chemistry, 18(13), 4762-4768 (2010-06-24)
Glucose 6-phosphate dehydrogenase (G6PDH) catalyzes the first step of the pentose-phosphate pathway which supplies cells with ribose 5-phosphate (R5P) and NADPH. R5P is the precursor for the biosynthesis of nucleotides while NADPH is the cofactor of several dehydrogenases acting in
Artur T Cordeiro et al.
Bioorganic & medicinal chemistry, 17(6), 2483-2489 (2009-02-24)
Dehydroepiandrosterone (DHEA) is known as an intermediate in the synthesis of mammalian steroids and a potent uncompetitive inhibitor of mammalian glucose-6-phosphate dehydrogenase (G6PDH), but not the enzyme from plants and lower eukaryotes. G6PDH catalyzes the first step of the pentose-phosphate
Leroy A Shervington et al.
European journal of medicinal chemistry, 44(7), 2944-2951 (2009-01-06)
Four ester prodrugs derived from the bifunctional alkylating agent chlorambucil, and one of its nitro-derivatives, 3-nitrochlorambucil conjugated to prasterone and pregnenolone, were synthesized and tested for their cytotoxic activity against eight human cell lines, using the standard MTT assay. A
Theodora Calogeropoulou et al.
Journal of medicinal chemistry, 52(21), 6569-6587 (2009-10-23)
DHEA analogues with modifications at positions C3 or C17 were synthesized and evaluated for neuroprotective activity against the neural-crest-derived PC12 cell model of serum deprivation-induced apoptosis. The most potent compounds were the spiro-epoxy derivatives 17beta-spiro[5-androstene-17,2'-oxiran]-3beta-ol (20), (20S)-3beta,21-dihydroxy-17beta,20-epoxy-5-pregnene (23), and (20R)-3beta,21-dihydroxy-17alpha,20-epoxy-5-pregnene

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