[(3S,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-[[(E)-2-methylbut-2-enoyl]amino]-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: b3e28e0a-3649-411b-9236-08b5f1bd8ea4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: [(3S,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-[[(E)-2-methylbut-2-enoyl]amino]-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=C(C)C(=O)NC1CCC2(C(C1OC(=O)C)CCC3C2CCC4(C3CCC4C(C)N(C)C)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)N[C@H]1CC[C@]2([C@H]([C@H]1OC(=O)C)CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4[C@H](C)N(C)C)C)C
• InChI: InChI=1S/C30H50N2O3/c1-9-18(2)28(34)31-26-15-17-30(6)24-14-16-29(5)22(19(3)32(7)8)12-13-23(29)21(24)10-11-25(30)27(26)35-20(4)33/h9,19,21-27H,10-17H2,1-8H3,(H,31,34)/b18-9+/t19-,21-,22+,23-,24-,25-,26-,27+,29+,30+/m0/s1
• InChI Key: PYRZUULULPXFOM-UWNKLFCYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀N₂O₃
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.38214346 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.6817	68.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6316	63.16%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	+	0.5128	51.28%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8869	88.69%
P-glycoprotein inhibitior	+	0.7175	71.75%
P-glycoprotein substrate	-	0.6577	65.77%
CYP3A4 substrate	+	0.7387	73.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8206	82.06%
CYP3A4 inhibition	-	0.6525	65.25%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5782	57.82%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	-	0.7558	75.58%
CYP2C8 inhibition	-	0.7722	77.22%
CYP inhibitory promiscuity	+	0.5285	52.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9450	94.50%
Skin irritation	-	0.7380	73.80%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8095	80.95%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6086	60.86%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7857	78.57%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.7156	71.56%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.6024	60.24%
Aromatase binding	+	0.6879	68.79%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.5698	56.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	97.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.62%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.05%	96.38%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	92.04%	97.47%
CHEMBL340	P08684	Cytochrome P450 3A4	91.86%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.11%	95.69%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.21%	95.58%
CHEMBL2581	P07339	Cathepsin D	88.93%	98.95%
CHEMBL1871	P10275	Androgen Receptor	88.85%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.13%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.84%	94.33%
CHEMBL3837	P07711	Cathepsin L	87.77%	96.61%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.67%	95.36%
CHEMBL204	P00734	Thrombin	87.61%	96.01%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.12%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.01%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	86.86%	98.10%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.83%	91.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.26%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.14%	82.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.00%	92.88%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.84%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.81%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.11%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.20%	95.71%
CHEMBL5028	O14672	ADAM10	82.17%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.13%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.87%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.56%	93.03%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.13%	97.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.75%	85.31%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.61%	100.00%

Plants that contains it

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

Cross-Links

• PubChem: 11225523
• NPASS: NPC1423
• LOTUS: LTS0006851
• wikiData: Q105216758