(20S)-3beta-[(3-Methyl-2-butenoyl)amino]-20-(dimethylamino)-5alpha-pregnane-2alpha,4beta-diol diacetate

Details

• Internal ID: 01fe3a44-11a4-43c1-a3c0-ccd24213a62b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: [(2R,3S,4R,5R,8S,9S,10R,13S,14S,17S)-4-acetyloxy-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-(3-methylbut-2-enoylamino)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate
• SMILES (Canonical): CC(C1CCC2C1(CCC3C2CCC4C3(CC(C(C4OC(=O)C)NC(=O)C=C(C)C)OC(=O)C)C)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@H]([C@@H]([C@@H]4OC(=O)C)NC(=O)C=C(C)C)OC(=O)C)C)C)N(C)C
• InChI: InChI=1S/C32H52N2O5/c1-18(2)16-28(37)33-29-27(38-20(4)35)17-32(7)25-14-15-31(6)23(19(3)34(8)9)12-13-24(31)22(25)10-11-26(32)30(29)39-21(5)36/h16,19,22-27,29-30H,10-15,17H2,1-9H3,(H,33,37)/t19-,22-,23+,24-,25-,26-,27+,29-,30+,31+,32+/m0/s1
• InChI Key: ZNAUPUBBDKHYPU-IYGJKPDYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂N₂O₅
• Molecular Weight: 544.80 g/mol
• Exact Mass: 544.38762276 g/mol
• Topological Polar Surface Area (TPSA): 84.90 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9649	96.49%
Caco-2	-	0.7623	76.23%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6552	65.52%
OATP2B1 inhibitior	-	0.7209	72.09%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9082	90.82%
MATE1 inhibitior	+	0.5128	51.28%
OCT2 inhibitior	-	0.7893	78.93%
BSEP inhibitior	+	0.9652	96.52%
P-glycoprotein inhibitior	+	0.7626	76.26%
P-glycoprotein substrate	-	0.5427	54.27%
CYP3A4 substrate	+	0.7509	75.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8206	82.06%
CYP3A4 inhibition	-	0.7165	71.65%
CYP2C9 inhibition	-	0.6748	67.48%
CYP2C19 inhibition	-	0.6827	68.27%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	-	0.7501	75.01%
CYP2C8 inhibition	-	0.7253	72.53%
CYP inhibitory promiscuity	-	0.6837	68.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9420	94.20%
Carcinogenicity (trinary)	Non-required	0.5950	59.50%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7931	79.31%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5153	51.53%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7128	71.28%
Acute Oral Toxicity (c)	III	0.6077	60.77%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.6877	68.77%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6364	63.64%
Aromatase binding	+	0.7058	70.58%
PPAR gamma	+	0.7443	74.43%
Honey bee toxicity	-	0.5358	53.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	98.33%	96.09%
CHEMBL204	P00734	Thrombin	97.50%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.49%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.48%	96.38%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	92.53%	97.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.47%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.32%	91.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.69%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	89.23%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	89.03%	95.93%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.80%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.54%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.93%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.38%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	87.08%	98.10%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.61%	82.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.57%	85.30%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.15%	100.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.01%	97.53%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.88%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.91%	99.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.69%	93.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.68%	95.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.33%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.26%	95.71%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.21%	80.96%
CHEMBL5028	O14672	ADAM10	81.51%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.29%	93.03%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.77%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.59%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.47%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.40%	89.50%
CHEMBL1871	P10275	Androgen Receptor	80.29%	96.43%

Plants that contains it

• Alpinia galanga
• Ampelopsis japonica
• Cneorum pulverulentum

Cross-Links

• PubChem: 12095949
• NPASS: NPC262697