(8R,9S,13R,17S)-3-(dimethylamino)-9-ethyl-4,4,13,14-tetramethyl-17-[(1S)-1-(methylamino)ethyl]-2,3,5,6,7,8,10,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-ol

Details

• Internal ID: c6155d35-4a68-456a-ba55-80c17d83048f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 16-hydroxysteroids
• IUPAC Name: (8R,9S,13R,17S)-3-(dimethylamino)-9-ethyl-4,4,13,14-tetramethyl-17-[(1S)-1-(methylamino)ethyl]-2,3,5,6,7,8,10,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-ol
• SMILES (Canonical): CCC12C=CC3(C(C(CC3(C1CCC4C2CCC(C4(C)C)N(C)C)C)O)C(C)NC)C
• SMILES (Isomeric): CC[C@@]12C=C[C@@]3([C@H](C(CC3([C@@H]1CCC4C2CCC(C4(C)C)N(C)C)C)O)[C@H](C)NC)C
• InChI: InChI=1S/C28H50N2O/c1-10-28-16-15-26(5)24(18(2)29-7)21(31)17-27(26,6)22(28)13-11-19-20(28)12-14-23(30(8)9)25(19,3)4/h15-16,18-24,29,31H,10-14,17H2,1-9H3/t18-,19?,20?,21?,22-,23?,24-,26+,27?,28-/m0/s1
• InChI Key: SCEZREYDVWUFQF-WRDFVFFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₀N₂O
• Molecular Weight: 430.70 g/mol
• Exact Mass: 430.392314223 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.35
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	-	0.5277	52.77%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6185	61.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8705	87.05%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6379	63.79%
P-glycoprotein inhibitior	-	0.6669	66.69%
P-glycoprotein substrate	+	0.6151	61.51%
CYP3A4 substrate	+	0.6701	67.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4925	49.25%
CYP3A4 inhibition	-	0.7899	78.99%
CYP2C9 inhibition	-	0.7230	72.30%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.7296	72.96%
CYP1A2 inhibition	-	0.7729	77.29%
CYP2C8 inhibition	-	0.7158	71.58%
CYP inhibitory promiscuity	+	0.5651	56.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5975	59.75%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9718	97.18%
Skin irritation	-	0.6878	68.78%
Skin corrosion	-	0.7733	77.33%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6821	68.21%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7919	79.19%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8647	86.47%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.8495	84.95%
Androgen receptor binding	+	0.7310	73.10%
Thyroid receptor binding	+	0.7389	73.89%
Glucocorticoid receptor binding	+	0.6938	69.38%
Aromatase binding	+	0.6953	69.53%
PPAR gamma	-	0.5109	51.09%
Honey bee toxicity	-	0.7511	75.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9149	91.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.52%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.84%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.24%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.73%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.75%	97.09%
CHEMBL2801	Q13557	CaM kinase II delta	90.42%	84.49%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.93%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.85%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.67%	95.89%
CHEMBL268	P43235	Cathepsin K	86.27%	96.85%
CHEMBL2996	Q05655	Protein kinase C delta	86.04%	97.79%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.39%	85.11%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	84.13%	90.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.86%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.55%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.92%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.79%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.64%	91.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.41%	96.47%
CHEMBL1871	P10275	Androgen Receptor	80.18%	96.43%

Plants that contains it

• Schisandra chinensis

Cross-Links

• PubChem: 5316251
• NPASS: NPC305934