[(2R,3S,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-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-4-yl] acetate

Details

• Internal ID: 445f6c25-1836-4fb1-bf3c-fb41edc36d66
• 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)-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-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-4-yl] acetate
• SMILES (Canonical): CC(C1CCC2C1(CCC3C2CCC4C3(CC(C(C4OC(=O)C)NC(=O)C=C(C)C)O)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)O)C)C)N(C)C
• InChI: InChI=1S/C30H50N2O4/c1-17(2)15-26(35)31-27-25(34)16-30(6)23-13-14-29(5)21(18(3)32(7)8)11-12-22(29)20(23)9-10-24(30)28(27)36-19(4)33/h15,18,20-25,27-28,34H,9-14,16H2,1-8H3,(H,31,35)/t18-,20-,21+,22-,23-,24-,25+,27-,28+,29+,30+/m0/s1
• InChI Key: ULFWADYQFIMRGR-RKLHGJGNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀N₂O₄
• Molecular Weight: 502.70 g/mol
• Exact Mass: 502.37705808 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9211	92.11%
Caco-2	-	0.7311	73.11%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7065	70.65%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.7526	75.26%
OCT2 inhibitior	-	0.8643	86.43%
BSEP inhibitior	+	0.8949	89.49%
P-glycoprotein inhibitior	+	0.6411	64.11%
P-glycoprotein substrate	-	0.5324	53.24%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	-	0.7834	78.34%
CYP2C9 inhibition	-	0.6958	69.58%
CYP2C19 inhibition	-	0.7536	75.36%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	-	0.8045	80.45%
CYP2C8 inhibition	-	0.7489	74.89%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5977	59.77%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9470	94.70%
Skin irritation	-	0.7341	73.41%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7604	76.04%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5028	50.28%
skin sensitisation	-	0.8604	86.04%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6850	68.50%
Acute Oral Toxicity (c)	III	0.5430	54.30%
Estrogen receptor binding	+	0.7671	76.71%
Androgen receptor binding	+	0.6716	67.16%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.6448	64.48%
Aromatase binding	+	0.7404	74.04%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.5241	52.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9870	98.70%

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	98.73%	96.09%
CHEMBL204	P00734	Thrombin	97.17%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.51%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	95.80%	97.47%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.09%	85.30%
CHEMBL237	P41145	Kappa opioid receptor	92.55%	98.10%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.40%	96.38%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.80%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	90.78%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.56%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.55%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.06%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	88.92%	95.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.58%	91.03%
CHEMBL2581	P07339	Cathepsin D	88.52%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.36%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.15%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL236	P41143	Delta opioid receptor	86.38%	99.35%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.70%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.83%	97.14%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.79%	95.64%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.68%	95.36%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.62%	80.96%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.50%	93.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.30%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.55%	89.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.91%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.63%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.51%	93.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.69%	96.61%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.51%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.36%	95.71%
CHEMBL1937	Q92769	Histone deacetylase 2	81.00%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.12%	95.89%

Plants that contains it

• Sarcococca hookeriana

Cross-Links

• PubChem: 11409483
• LOTUS: LTS0169658
• wikiData: Q105275098