N-[1-(3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]acetamide

Details

• Internal ID: 9c0a57ae-b5cd-4ec8-ae81-fbfc888c19d1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: N-[1-(3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]acetamide
• InChI: InChI=1S/C23H39NO2/c1-14(24-15(2)25)19-7-8-20-18-6-5-16-13-17(26)9-11-22(16,3)21(18)10-12-23(19,20)4/h14,16-21,26H,5-13H2,1-4H3,(H,24,25)
• InChI Key: VCWPWIIAWRHOAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₉NO₂
• Molecular Weight: 361.60 g/mol
• Exact Mass: 361.298079487 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.5961	59.61%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6251	62.51%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	-	0.3815	38.15%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6356	63.56%
P-glycoprotein inhibitior	-	0.6329	63.29%
P-glycoprotein substrate	+	0.5543	55.43%
CYP3A4 substrate	+	0.7434	74.34%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8080	80.80%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.5190	51.90%
CYP2C19 inhibition	-	0.6282	62.82%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.7391	73.91%
CYP2C8 inhibition	-	0.8947	89.47%
CYP inhibitory promiscuity	-	0.7509	75.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4992	49.92%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9658	96.58%
Skin irritation	-	0.6375	63.75%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6580	65.80%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5489	54.89%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6499	64.99%
Acute Oral Toxicity (c)	III	0.6186	61.86%
Estrogen receptor binding	+	0.7955	79.55%
Androgen receptor binding	+	0.7673	76.73%
Thyroid receptor binding	+	0.6949	69.49%
Glucocorticoid receptor binding	+	0.8023	80.23%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.5430	54.30%
Honey bee toxicity	-	0.6934	69.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8669	86.69%

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	95.70%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.44%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.40%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.05%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.34%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.45%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	88.22%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.19%	95.71%
CHEMBL259	P32245	Melanocortin receptor 4	85.15%	95.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.02%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.98%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.73%	100.00%
CHEMBL204	P00734	Thrombin	83.56%	96.01%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.46%	96.77%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	83.40%	88.81%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.22%	95.36%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.60%	92.86%
CHEMBL5028	O14672	ADAM10	82.21%	97.50%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	82.07%	81.88%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.02%	93.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.99%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.92%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.86%	89.50%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.71%	96.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.66%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.65%	93.56%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.51%	99.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.76%	82.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.67%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.62%	98.75%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.55%	85.31%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.48%	98.05%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	80.46%	96.28%
CHEMBL1871	P10275	Androgen Receptor	80.37%	96.43%
CHEMBL237	P41145	Kappa opioid receptor	80.25%	98.10%

Plants that contains it

• Holarrhena pubescens

Cross-Links

• PubChem: 163017168
• LOTUS: LTS0270859
• wikiData: Q105284004