Dehydropregnenolone acetate

Details

• Internal ID: 79cdc434-017e-4aea-acf0-5012dcbbc0a9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• InChI: 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/t17-,18-,20-,21-,22-,23+/m0/s1
• InChI Key: MZWRIOUCMXPLKV-RFOVXIPZSA-N
• Popularity: 40 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₃
• Molecular Weight: 356.50 g/mol
• Exact Mass: 356.23514488 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 979-02-2
• Dehydropregnenolone acetate
• 16,17-Didehydropregnenolone acetate
• NSC 37741
• 3beta-Acetoxypregna-5,16-dien-20-one
• 832VMW7ZGC
• [(3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CHEMBL1761683
• DTXSID8057857
• CHEBI:34163
• NSC-37741
• 16-DPA
• Pregna-5,16-dien-20-one, 3-(acetyloxy)-, (3.beta.)-
• 3beta-Acetoxy-5,16-pregnadien-20-one
• 3.beta.-Acetoxypregna-5,16-dien-20-one
• 20-Oxopregna-5,16-dien-3.beta.-yl acetate
• 20-Oxopregna-5,16-dien-3-beta-yl acetate
• EINECS 213-558-7
• BRN 1026798
• 20-Oxopregna-5,16-dien-3beta-yl acetate
• (3-beta)-3-(Acetyloxy)pregna-5,16-dien-20-one
• Pregna-5,16-dien-20-one, 3-(acetyloxy)-, (3b)-
• Pregna-5,16-dien-20-one, 3-beta-hydroxy-, acetate
• Pregnadienolone Acetate
• 3beta-Hydroxy-5,16-pregnadien-20-one acetate
• UNII-832VMW7ZGC
• 4-hydroxy-4-methoxybiphenyl
• 16-Dehydropregnenlone acetate
• 4-08-00-01125 (Beilstein Handbook Reference)
• Pregna-5,16-dien-20-one, 3beta-hydroxy-, acetate
• SCHEMBL1982395
• DTXCID9031646
• Pregna-5,16-dien-20-one, 3-(acetyloxy)-, (3beta)-
• Pregna-5,16-dien-20-one, 3.beta.-hydroxy-, acetate
• Pregna-5,16-dien-20-one, 3-(acetyloxy)-, (3-beta)-
• NSC37741
• (-)-16-Dehydropregnenolone Acetate
• Tox21_113909
• BDBM50340426
• MFCD00051130
• AKOS015917345
• KS-1008
• Pregna-5, 3.beta.-hydroxy-, acetate
• NCGC00262911-01
• CAS-979-02-2
• 3beta-Acetyloxy-pregna-5,16-dien-20-one
• 5,16-Pregnadien-3beta-ol-20-one acetate
• Pregna-5, 3-(acetyloxy)-, (3.beta.)-
• 3.beta.-Acetoxy-pregn-5,16-diene-20-one
• 3.beta.-Acetoxy-pregnan-5,16-dien-20-one
• CS-0015248
• 5,16-Pregnadiene-3.beta.-ol-20-one acetate
• Q-200100
• 20-Oxopregna-5,16-dien-3-yl acetate, (3.beta.)-
• Q27115857
• (3.BETA.)-3-(ACETYLOXY)PREGNA-5,16-DIEN-20-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6616	66.16%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7988	79.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9467	94.67%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9726	97.26%
P-glycoprotein inhibitior	+	0.7805	78.05%
P-glycoprotein substrate	-	0.8341	83.41%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.8228	82.28%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.5815	58.15%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.6133	61.33%
CYP inhibitory promiscuity	-	0.8503	85.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Warning	0.4824	48.24%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9682	96.82%
Skin irritation	+	0.6174	61.74%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.8770	87.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7027	70.27%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6106	61.06%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.4515	45.15%
Acute Oral Toxicity (c)	III	0.8363	83.63%
Estrogen receptor binding	+	0.8511	85.11%
Androgen receptor binding	+	0.6548	65.48%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	+	0.8967	89.67%
Aromatase binding	+	0.5335	53.35%
PPAR gamma	+	0.6031	60.31%
Honey bee toxicity	-	0.7149	71.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5705	57.05%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.00%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.25%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.85%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.12%	91.19%
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.60%	94.08%
CHEMBL1937	Q92769	Histone deacetylase 2	84.10%	94.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.10%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.19%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.50%	89.05%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.75%	94.97%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.70%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.02%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 92855
• LOTUS: LTS0254967
• wikiData: Q27115857