D4875
16-Dehydropregnenolone acetate
≥95%
Synonym(s):
3β-Acetoxy-5,16-pregnadien-20-one, 3β-Hydroxy-5,16-pregnadien-20-one acetate, 5,16-Pregnadien-3β-ol-20-one acetate
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10 G
CZK 9,570.00
CZK 9,570.00
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About This Item
Empirical Formula (Hill Notation):
C23H32O3
CAS Number:
Molecular Weight:
356.50
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
213-558-7
MDL number:
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InChI key
MZWRIOUCMXPLKV-UHFFFAOYSA-N
InChI
1S/C23H32O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h5,7,17-18,20-21H,6,8-13H2,1-4H3
SMILES string
CC(=O)OC1CCC2(C)C3CCC4(C)C(CC=C4C(C)=O)C3CC=C2C1
assay
≥95%
form
powder
Quality Level
Biochem/physiol Actions
16-Dehydropregnenolone acetate (DPA) is synthesized from steroids sapogenin, diosgenin and solasodine. 16-Dehydropregnenolone acetate (DPA) is a crucial intermediate for the synthesis of steroid hormones-based drugs. It is an antagonist for farnesoid X receptor (FXR) and modulates cholesterol metabolism. It is considered as a potential antihyperlipidemic agent. Chemically synthesized steroid derivatives from DPA have cytotoxic features and could serve as potential anticancer agents.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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A one-pot efficient process for 16-dehydropregnenolone acetate
Goswami A, et al.
Organic Process Research & Development, 7(3), 306-308 (2003)
Víctor Pérez-Ornelas et al.
Steroids, 70(3), 217-224 (2005-03-15)
The enzyme 5alpha-reductase is responsible for the conversion of testosterone (T) to its more potent androgen dihydrotestosterone (DHT). This steroid had been implicated in androgen-dependent diseases such as: benign prostatic hyperplasia, prostate cancer, acne and androgenic alopecia. The inhibition of
16-Dehydropregnenolone lowers serum cholesterol by up-regulation of CYP7A1 in hyperlipidemic male hamsters
Ramakrishna R, et al.
The Journal of Steroid Biochemistry and Molecular Biology, 168(1), 110-117 (2017)
A V Kamernitzky et al.
Journal of steroid biochemistry, 16(1), 61-67 (1982-01-01)
A new class of modified progesterones with an additional ring in the 16 alpha , 17 alpha-position (pregna-D'-pentaranes) are described. Compounds containing 4- and 6-membered D'-ring (D'4- and D'6-pentaranes) were synthesized by the cycloaddition of acetylene or 1,3-butadiene, respectively, to
The synthesis of 16-dehydropregnenolone acetate (DPA) from potato glycoalkaloids
Vronena PJE, et al.
ARKIVOC (Gainesville, FL, United States), 2(1), 24-50 (2004)
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