7-オキソデヒドロエピアンドロステロン

7-オキソ-デヒドロエピアンドロステロン · 7-オキソ-DHEA · (3aS,3bR,7S,9aR,9bS,11aS)-7-ヒドロキシ-9a,11a-ジメチル-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-1,4-ジオン · 7-オキソデヒドロエピアンドロステロン · 3β-ヒドロキシ-5-アンドロステン-7,17-ジオン · 3β-ヒドロキシアンドロスタ-5-エン-7,17-ジオン · 7-ケトデヒドロエピアンドロステロン · 7-KETO DHEA

https://huagongshe.com/ja/chemical/193313

識別子と物理属性

CAS No.	566-19-8
分子式	C19H26O3
平均分子量	302.4 g/mol
単同位体質量	302.18819469 g/mol
SMILES	C[C@]12CC[C@H](O)CC1=CC(=O)[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChIKey	KPRGOTLNGIBVFL-GINZOMEDSA-N
PubChem CID	193313
ChEMBL	CHEMBL1875999
ChEBI	CHEBI:183808
EC No.	111-754-6
DTXSID	DTXSID801024029
現地名	7-オキソデヒドロエピアンドロステロン

化学・物理的性質

XLogP	2
極性表面積	54.4
水素結合供与体数	1
水素結合受容体数	3
回転可能結合数	0
重原子数	22
形式電荷	0
複雑度	577
融点	245-248 °C
沸点	477.1±45.0 °C(Predicted)
密度	1.19±0.1 g/cm3(Predicted)
溶解度	DMF: 25 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 15 mg/mlEthanol: 10 mg/ml
外観・状態	A crystalline solid
pKa（酸解離定数）	14.67±0.60(Predicted)
InChI	InChI=1/C19H26O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-14,17,20H,3-9H2,1-2H3/t12-,13-,14-,17-,18-,19-/s3
InChIKey	KPRGOTLNGIBVFL-YQJRJXGQNA-N
SMILES	C[C@]12CC[C@H](O)CC1=CC(=O)[C@@]1([H])[C@]3([H])CCC(=O)[C@@]3(C)CC[C@]21[H] \|&1:1,4,11,13,19,23,r\|
CAS データベース	566-19-8(CAS DataBase Reference)

安全性と法規制

GHS 分類	DangerH351 (100%): Suspected of causing cancer [Warning Carcinogenicity]P203, P280, P318, P405, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard Classes and Categories	Carc. 2 (100%)

用途

説明

7-Ketodehydroepiandrosterone (7-Keto-dehydroepiandrosterone; 7-keto-DHEA), chemically known under 3-acetyl-7-oxo-dehydroepiandrosterone, is a naturally occurring metabolite of the steroid hormone dehydroepiandrosterone (DHEA) and is marketed as such an anti-obesity dietary supplement. The synthesis of 7-keto-DHEA begins with an irreversible hydroxylation of DHEA in the position C7 by cytochrome P450 7B1 (CYP7B1) under the formation of 7 α-hydroxy-dehydroepiandrosterone (7 α-OH-DHEA). β-hydroxysteroid dehydrogenase type 1 (11 β-HSD 1) then catalyzes the interconversion of 7 α-OH-DHEA and 7 β-hydroxy-dehydroepiandrosterone (7 β-OH-DHEA) through a 7-keto-DHEA intermediary. DHEA is a "parent hormone" produced by glands near the kidneys. However, unlike DHEA, 7-keto-DHEA is not converted to steroid hormones such as androgen and estrogen. Taking 7-keto-DHEA by mouth or applying it to the skin does not increase the level of steroid hormones in the blood. People take 7-keto-DHEA for obesity, muscle strength, anxiety, depression, and other conditions. However, there is no good scientific evidence to support these uses[1].