(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-amine

Details

• Internal ID: c809093d-a6ac-4401-9195-c59b247033f5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Spirosolanes and derivatives
• IUPAC Name: (1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-amine
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)N)C)C)C)NC1
• SMILES (Isomeric): C[C@H]1CC[C@]2([C@H]([C@H]3[C@@H](O2)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)NC1
• InChI: InChI=1S/C27H46N2O/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,29H,5-15,28H2,1-4H3/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-/m0/s1
• InChI Key: HOEJSFZVOUECLS-VXPJTDKGSA-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): 47.30 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.33
• 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	+	0.9869	98.69%
Caco-2	-	0.5888	58.88%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6296	62.96%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5399	53.99%
P-glycoprotein inhibitior	-	0.5838	58.38%
P-glycoprotein substrate	-	0.5337	53.37%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	0.8127	81.27%
CYP2D6 substrate	+	0.3796	37.96%
CYP3A4 inhibition	-	0.9107	91.07%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.7975	79.75%
CYP2D6 inhibition	-	0.8339	83.39%
CYP1A2 inhibition	-	0.8786	87.86%
CYP2C8 inhibition	-	0.5917	59.17%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5701	57.01%
Eye corrosion	-	0.9698	96.98%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.7643	76.43%
Skin corrosion	-	0.8467	84.67%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6831	68.31%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7852	78.52%
Acute Oral Toxicity (c)	III	0.6709	67.09%
Estrogen receptor binding	+	0.7510	75.10%
Androgen receptor binding	-	0.8162	81.62%
Thyroid receptor binding	+	0.7073	70.73%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	+	0.7360	73.60%
PPAR gamma	+	0.5881	58.81%
Honey bee toxicity	-	0.6265	62.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.7271	72.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	98.91%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.49%	97.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	97.69%	97.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.00%	97.25%
CHEMBL233	P35372	Mu opioid receptor	95.93%	97.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.76%	95.58%
CHEMBL238	Q01959	Dopamine transporter	92.40%	95.88%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	91.42%	95.42%
CHEMBL4581	P52732	Kinesin-like protein 1	91.25%	93.18%
CHEMBL2996	Q05655	Protein kinase C delta	90.11%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.22%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.51%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.12%	91.03%
CHEMBL3045	P05771	Protein kinase C beta	87.28%	97.63%
CHEMBL236	P41143	Delta opioid receptor	86.45%	99.35%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	85.37%	88.81%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.28%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	85.15%	98.03%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.98%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.61%	94.45%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.59%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.26%	82.69%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	83.88%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.55%	92.88%
CHEMBL1871	P10275	Androgen Receptor	83.08%	96.43%
CHEMBL3837	P07711	Cathepsin L	83.01%	96.61%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.69%	95.48%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.46%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.10%	95.89%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.73%	92.38%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.28%	92.86%
CHEMBL259	P32245	Melanocortin receptor 4	81.18%	95.38%
CHEMBL4208	P20618	Proteasome component C5	81.12%	90.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.93%	92.50%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.91%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.74%	93.04%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.49%	96.67%
CHEMBL228	P31645	Serotonin transporter	80.36%	95.51%
CHEMBL206	P03372	Estrogen receptor alpha	80.09%	97.64%

Plants that contains it

• Solanum arboreum
• Solanum dunalianum

Cross-Links

• PubChem: 15715297
• LOTUS: LTS0190158
• wikiData: Q105031226