(3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine

Details

• Internal ID: f51f317b-21e7-4638-8c52-fed09b1378f1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes > 3-amino-22,26-epiminocholestanes
• IUPAC Name: (3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine
• SMILES (Canonical): CC1CCC(NC1)C(C)C2CCC3C2(CCC4C3CC=C5C4(CCC(C5)N)C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H](NC1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)N)C)C
• InChI: InChI=1S/C27H46N2/c1-17-5-10-25(29-16-17)18(2)22-8-9-23-21-7-6-19-15-20(28)11-13-26(19,3)24(21)12-14-27(22,23)4/h6,17-18,20-25,29H,5,7-16,28H2,1-4H3/t17-,18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1
• InChI Key: DHMOPSVHROLSFF-OWJFKGPJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆N₂
• Molecular Weight: 398.70 g/mol
• Exact Mass: 398.366099476 g/mol
• Topological Polar Surface Area (TPSA): 38.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.92
• 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	+	0.9844	98.44%
Caco-2	-	0.5609	56.09%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.7843	78.43%
OATP2B1 inhibitior	-	0.5891	58.91%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.8239	82.39%
P-glycoprotein inhibitior	-	0.5340	53.40%
P-glycoprotein substrate	+	0.6709	67.09%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4710	47.10%
CYP3A4 inhibition	-	0.7975	79.75%
CYP2C9 inhibition	-	0.7576	75.76%
CYP2C19 inhibition	-	0.8008	80.08%
CYP2D6 inhibition	-	0.7929	79.29%
CYP1A2 inhibition	-	0.7545	75.45%
CYP2C8 inhibition	+	0.5414	54.14%
CYP inhibitory promiscuity	-	0.7882	78.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	-	0.9260	92.60%
Eye irritation	-	0.9623	96.23%
Skin irritation	-	0.6657	66.57%
Skin corrosion	-	0.7408	74.08%
Ames mutagenesis	-	0.7444	74.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.3757	37.57%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6285	62.85%
skin sensitisation	-	0.7053	70.53%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7299	72.99%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7615	76.15%
Acute Oral Toxicity (c)	III	0.6627	66.27%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	+	0.7260	72.60%
Thyroid receptor binding	+	0.6690	66.90%
Glucocorticoid receptor binding	+	0.7581	75.81%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	+	0.5839	58.39%
Honey bee toxicity	-	0.7347	73.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9503	95.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.92%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.51%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.99%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.02%	96.09%
CHEMBL238	Q01959	Dopamine transporter	92.51%	95.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.64%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.65%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL4581	P52732	Kinesin-like protein 1	88.28%	93.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.40%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	85.62%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.47%	91.11%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	85.34%	90.71%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	85.18%	95.42%
CHEMBL226	P30542	Adenosine A1 receptor	84.28%	95.93%
CHEMBL299	P17252	Protein kinase C alpha	83.87%	98.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.11%	93.56%
CHEMBL4072	P07858	Cathepsin B	82.93%	93.67%
CHEMBL2996	Q05655	Protein kinase C delta	82.89%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.30%	82.69%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.28%	80.96%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.24%	91.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.51%	92.88%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.21%	97.23%
CHEMBL3045	P05771	Protein kinase C beta	81.15%	97.63%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.07%	85.31%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	81.04%	82.86%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.04%	93.40%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.71%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.64%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.45%	89.05%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.44%	85.30%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.23%	100.00%

Plants that contains it

• Saracha punctata

Cross-Links

• PubChem: 10668589
• NPASS: NPC12035
• ChEMBL: CHEMBL464561
• LOTUS: LTS0152281
• wikiData: Q104980375