(3S,4S,5R,8R,9S,10R,13S,14S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol

Details

• Internal ID: 87205147-aa9a-4acf-aea3-beafc5b5034f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids > Androgens and derivatives
• IUPAC Name: (3S,4S,5R,8R,9S,10R,13S,14S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol
• InChI: InChI=1S/C23H39NO2/c1-14(24(4)5)16-8-9-17-15-6-7-19-21(26)20(25)11-13-23(19,3)18(15)10-12-22(16,17)2/h8,14-15,17-21,25-26H,6-7,9-13H2,1-5H3/t14-,15-,17-,18-,19-,20-,21-,22+,23+/m0/s1
• InChI Key: FCLIIFLKCAQTGH-RTWOSTBJSA-N
• Popularity: 2 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): 43.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 3
• 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	+	0.9882	98.82%
Caco-2	+	0.5446	54.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4723	47.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4701	47.01%
P-glycoprotein inhibitior	-	0.8061	80.61%
P-glycoprotein substrate	-	0.6771	67.71%
CYP3A4 substrate	+	0.6839	68.39%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.6191	61.91%
CYP2C9 inhibition	-	0.6633	66.33%
CYP2C19 inhibition	-	0.6873	68.73%
CYP2D6 inhibition	-	0.7424	74.24%
CYP1A2 inhibition	-	0.6500	65.00%
CYP2C8 inhibition	-	0.8676	86.76%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5354	53.54%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9770	97.70%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.8797	87.97%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5118	51.18%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7511	75.11%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8478	84.78%
Acute Oral Toxicity (c)	III	0.5162	51.62%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.7723	77.23%
Thyroid receptor binding	+	0.7224	72.24%
Glucocorticoid receptor binding	+	0.7267	72.67%
Aromatase binding	+	0.6086	60.86%
PPAR gamma	-	0.6259	62.59%
Honey bee toxicity	-	0.7835	78.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9062	90.62%

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	95.66%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.01%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.06%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	90.95%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL204	P00734	Thrombin	89.39%	96.01%
CHEMBL1871	P10275	Androgen Receptor	88.18%	96.43%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.75%	85.31%
CHEMBL237	P41145	Kappa opioid receptor	86.35%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	85.68%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.01%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.73%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.55%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.04%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.45%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.24%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.19%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.63%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.43%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.85%	96.77%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.83%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.08%	90.71%

Plants that contains it

• Sarcococca ruscifolia

Cross-Links

• PubChem: 162999750
• LOTUS: LTS0151163
• wikiData: Q104993204