(1S,2R,5S,7S,10S,11S,14S,15R,16S,17S,18S,20S,23S)-7-amino-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosan-18-ol

Details

• Internal ID: 9194a2c7-5ab9-4fee-8425-61e01badf310
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Solanidines and derivatives
• IUPAC Name: (1S,2R,5S,7S,10S,11S,14S,15R,16S,17S,18S,20S,23S)-7-amino-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosan-18-ol
• SMILES (Canonical): CC1CC(C2C(C3C(N2C1)CC4C3(CCC5C4CCC6C5(CCC(C6)N)C)C)C)O
• SMILES (Isomeric): C[C@H]1C[C@@H]([C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)N)C)C)C)O
• InChI: InChI=1S/C27H46N2O/c1-15-11-23(30)25-16(2)24-22(29(25)14-15)13-21-19-6-5-17-12-18(28)7-9-26(17,3)20(19)8-10-27(21,24)4/h15-25,30H,5-14,28H2,1-4H3/t15-,16-,17-,18-,19+,20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
• InChI Key: RTCXOPGJLHDJMS-HBDLFPIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆N₂O
• Molecular Weight: 414.70 g/mol
• Exact Mass: 414.361014095 g/mol
• Topological Polar Surface Area (TPSA): 49.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	-	0.6660	66.60%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.7452	74.52%
OATP2B1 inhibitior	-	0.7230	72.30%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7184	71.84%
P-glycoprotein inhibitior	-	0.7574	75.74%
P-glycoprotein substrate	+	0.5806	58.06%
CYP3A4 substrate	+	0.7193	71.93%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	+	0.5302	53.02%
CYP3A4 inhibition	-	0.9255	92.55%
CYP2C9 inhibition	-	0.8909	89.09%
CYP2C19 inhibition	-	0.8619	86.19%
CYP2D6 inhibition	-	0.5556	55.56%
CYP1A2 inhibition	-	0.9161	91.61%
CYP2C8 inhibition	-	0.7274	72.74%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5941	59.41%
Eye corrosion	-	0.9683	96.83%
Eye irritation	-	0.9254	92.54%
Skin irritation	-	0.7251	72.51%
Skin corrosion	-	0.7666	76.66%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6093	60.93%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6367	63.67%
skin sensitisation	-	0.8350	83.50%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7252	72.52%
Acute Oral Toxicity (c)	III	0.5977	59.77%
Estrogen receptor binding	+	0.7371	73.71%
Androgen receptor binding	+	0.7144	71.44%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	+	0.7332	73.32%
Aromatase binding	+	0.5817	58.17%
PPAR gamma	+	0.5370	53.70%
Honey bee toxicity	-	0.5486	54.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.6648	66.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	99.65%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.05%	97.09%
CHEMBL238	Q01959	Dopamine transporter	95.04%	95.88%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.52%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.14%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.80%	82.69%
CHEMBL1871	P10275	Androgen Receptor	91.64%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.66%	92.94%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	90.15%	96.03%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.11%	91.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.17%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.11%	100.00%
CHEMBL274	P51681	C-C chemokine receptor type 5	87.24%	98.77%
CHEMBL233	P35372	Mu opioid receptor	87.18%	97.93%
CHEMBL206	P03372	Estrogen receptor alpha	85.98%	97.64%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.60%	97.31%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.35%	89.05%
CHEMBL1902	P62942	FK506-binding protein 1A	85.25%	97.05%
CHEMBL226	P30542	Adenosine A1 receptor	84.22%	95.93%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.50%	86.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.93%	98.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.84%	86.33%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.80%	99.17%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.50%	92.38%
CHEMBL3045	P05771	Protein kinase C beta	82.14%	97.63%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.64%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.58%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.54%	95.89%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.12%	88.81%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	81.05%	95.27%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	81.02%	95.42%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.98%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.30%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.25%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.08%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.07%	95.50%

Plants that contains it

• Solanum pubescens

Cross-Links

• PubChem: 21573769
• LOTUS: LTS0051044
• wikiData: Q105245080