[(3S,4R,5R,8S,9S,10R,13S,14S,17S)-3-[benzoyl(methyl)amino]-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-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: 3df0c34b-0252-4ca0-8889-8b5d55fd8ed6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: [(3S,4R,5R,8S,9S,10R,13S,14S,17S)-3-[benzoyl(methyl)amino]-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-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(CCC(C4OC(=O)C)N(C)C(=O)C5=CC=CC=C5)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(CC[C@@H]([C@@H]4OC(=O)C)N(C)C(=O)C5=CC=CC=C5)C)C)N(C)C
• InChI: InChI=1S/C33H50N2O3/c1-21(34(5)6)25-15-16-26-24-13-14-28-30(38-22(2)36)29(35(7)31(37)23-11-9-8-10-12-23)18-20-33(28,4)27(24)17-19-32(25,26)3/h8-12,21,24-30H,13-20H2,1-7H3/t21-,24-,25+,26-,27-,28-,29-,30+,32+,33+/m0/s1
• InChI Key: ZQUSGHWWSCAMAR-RWBMJKMJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₀N₂O₃
• Molecular Weight: 522.80 g/mol
• Exact Mass: 522.38214346 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.28
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	-	0.7111	71.11%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6025	60.25%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9593	95.93%
P-glycoprotein inhibitior	+	0.7886	78.86%
P-glycoprotein substrate	-	0.6179	61.79%
CYP3A4 substrate	+	0.7136	71.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7148	71.48%
CYP3A4 inhibition	-	0.5851	58.51%
CYP2C9 inhibition	-	0.6107	61.07%
CYP2C19 inhibition	-	0.6723	67.23%
CYP2D6 inhibition	-	0.8976	89.76%
CYP1A2 inhibition	-	0.7369	73.69%
CYP2C8 inhibition	-	0.6194	61.94%
CYP inhibitory promiscuity	-	0.6317	63.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6017	60.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9479	94.79%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8262	82.62%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6319	63.19%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7698	76.98%
Acute Oral Toxicity (c)	III	0.6286	62.86%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.7236	72.36%
Thyroid receptor binding	+	0.5327	53.27%
Glucocorticoid receptor binding	+	0.6035	60.35%
Aromatase binding	+	0.6389	63.89%
PPAR gamma	+	0.7229	72.29%
Honey bee toxicity	-	0.7132	71.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9900	99.00%

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	97.10%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.17%	94.62%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.39%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.03%	94.08%
CHEMBL5028	O14672	ADAM10	88.93%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL2535	P11166	Glucose transporter	86.33%	98.75%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.87%	94.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.65%	93.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.66%	94.97%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.57%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.01%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.67%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.79%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.76%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.63%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.57%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.19%	82.69%
CHEMBL4208	P20618	Proteasome component C5	80.06%	90.00%

Plants that contains it

• Alpinia galanga
• Ampelopsis japonica
• Cneorum pulverulentum
• Sarcococca hookeriana

Cross-Links

• PubChem: 11249447
• NPASS: NPC138885
• LOTUS: LTS0146170
• wikiData: Q105032264