(1S,5S,7S,10S,14S,16S,20R,22R)-7-amino-10,14,16,20-tetramethyl-23-oxa-18-azahexacyclo[12.11.0.02,11.05,10.015,24.017,22]pentacosan-22-ol

Details

• Internal ID: be0cc477-ec78-4d3c-9794-e5325b6e6577
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Solanocapsine-type alkaloids
• IUPAC Name: (1S,5S,7S,10S,14S,16S,20R,22R)-7-amino-10,14,16,20-tetramethyl-23-oxa-18-azahexacyclo[12.11.0.02,11.05,10.015,24.017,22]pentacosan-22-ol
• SMILES (Canonical): CC1CC2(C(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)N)C)C)C)NC1)O
• SMILES (Isomeric): C[C@@H]1C[C@@]2(C([C@H](C3C(O2)C[C@@H]4[C@@]3(CCC5C4CC[C@@H]6[C@@]5(CC[C@@H](C6)N)C)C)C)NC1)O
• InChI: InChI=1S/C27H46N2O2/c1-15-13-27(30)24(29-14-15)16(2)23-22(31-27)12-21-19-6-5-17-11-18(28)7-9-25(17,3)20(19)8-10-26(21,23)4/h15-24,29-30H,5-14,28H2,1-4H3/t15-,16+,17+,18+,19?,20?,21+,22?,23?,24?,25+,26+,27-/m1/s1
• InChI Key: ZPTJKUUQUDRHTL-URCRZPMWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆N₂O₂
• Molecular Weight: 430.70 g/mol
• Exact Mass: 430.35592871 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8843	88.43%
Caco-2	-	0.6440	64.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.7350	73.50%
OATP2B1 inhibitior	-	0.5749	57.49%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5066	50.66%
P-glycoprotein inhibitior	-	0.6966	69.66%
P-glycoprotein substrate	+	0.5681	56.81%
CYP3A4 substrate	+	0.7200	72.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6977	69.77%
CYP3A4 inhibition	-	0.9878	98.78%
CYP2C9 inhibition	-	0.9243	92.43%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.8857	88.57%
CYP1A2 inhibition	-	0.9405	94.05%
CYP2C8 inhibition	+	0.4646	46.46%
CYP inhibitory promiscuity	-	0.9848	98.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5862	58.62%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.7168	71.68%
Skin corrosion	-	0.8684	86.84%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5623	56.23%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6507	65.07%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7424	74.24%
Acute Oral Toxicity (c)	III	0.5966	59.66%
Estrogen receptor binding	+	0.7060	70.60%
Androgen receptor binding	+	0.5649	56.49%
Thyroid receptor binding	+	0.6970	69.70%
Glucocorticoid receptor binding	+	0.7410	74.10%
Aromatase binding	+	0.7135	71.35%
PPAR gamma	+	0.5345	53.45%
Honey bee toxicity	-	0.6399	63.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	-	0.7771	77.71%

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	98.30%	97.25%
CHEMBL204	P00734	Thrombin	97.95%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.72%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	94.55%	97.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.49%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	91.21%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.82%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.18%	92.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.96%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.81%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.66%	92.94%
CHEMBL233	P35372	Mu opioid receptor	89.56%	97.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.94%	91.03%
CHEMBL2996	Q05655	Protein kinase C delta	88.47%	97.79%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.46%	95.58%
CHEMBL238	Q01959	Dopamine transporter	87.30%	95.88%
CHEMBL4581	P52732	Kinesin-like protein 1	87.13%	93.18%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.02%	82.69%
CHEMBL1871	P10275	Androgen Receptor	86.96%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	86.24%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.07%	96.95%
CHEMBL3045	P05771	Protein kinase C beta	84.79%	97.63%
CHEMBL259	P32245	Melanocortin receptor 4	84.66%	95.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.00%	96.77%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.37%	86.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.05%	92.88%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.43%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.99%	96.21%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.97%	95.69%
CHEMBL4208	P20618	Proteasome component C5	81.83%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.42%	86.33%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.77%	97.56%

Plants that contains it

• Solanum lycopersicum
• Solanum nigrum
• Solanum tuberosum

Cross-Links

• PubChem: 9932453
• NPASS: NPC194076