[(1S,2R,3R,4S,5R,6S,8R,9R,10R,13S,16S,17R,18R)-11-ethyl-8,16,18-trihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate

Details

• Internal ID: d48e78c4-de75-4c6b-ad6e-3f987b6860eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9R,10R,13S,16S,17R,18R)-11-ethyl-8,16,18-trihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6OC(=O)C)OC)O)O)O)COC
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@H]([C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC(=O)C)OC)O)O)O)COC
• InChI: InChI=1S/C25H39NO7/c1-5-26-10-23(11-31-3)7-6-16(28)25-14-8-13-15(32-4)9-24(30,17(14)20(13)33-12(2)27)18(22(25)26)19(29)21(23)25/h13-22,28-30H,5-11H2,1-4H3/t13-,14-,15+,16+,17-,18+,19+,20+,21-,22-,23+,24-,25+/m1/s1
• InChI Key: FGSWZLKDPAJNCC-XXYWQWTJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₉NO₇
• Molecular Weight: 465.60 g/mol
• Exact Mass: 465.27265258 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7611	76.11%
Caco-2	-	0.7118	71.18%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.6383	63.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6126	61.26%
P-glycoprotein inhibitior	-	0.7672	76.72%
P-glycoprotein substrate	+	0.6485	64.85%
CYP3A4 substrate	+	0.7142	71.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7413	74.13%
CYP3A4 inhibition	-	0.9298	92.98%
CYP2C9 inhibition	-	0.9014	90.14%
CYP2C19 inhibition	-	0.9029	90.29%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.9209	92.09%
CYP2C8 inhibition	+	0.4898	48.98%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.7719	77.19%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3787	37.87%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5263	52.63%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6556	65.56%
Acute Oral Toxicity (c)	I	0.3789	37.89%
Estrogen receptor binding	+	0.8098	80.98%
Androgen receptor binding	+	0.6552	65.52%
Thyroid receptor binding	+	0.5764	57.64%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6044	60.44%
PPAR gamma	+	0.5908	59.08%
Honey bee toxicity	-	0.7553	75.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	-	0.4441	44.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.17%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.92%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.36%	96.38%
CHEMBL204	P00734	Thrombin	94.79%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.63%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.04%	95.58%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.76%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.50%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.36%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.43%	91.19%
CHEMBL2581	P07339	Cathepsin D	88.29%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.77%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.30%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.81%	90.17%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.63%	98.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.41%	92.94%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.77%	91.03%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.54%	97.21%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.18%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.12%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	83.78%	95.52%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.01%	91.24%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.68%	90.24%
CHEMBL5255	O00206	Toll-like receptor 4	81.61%	92.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.36%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.34%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.10%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.63%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.54%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.39%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	80.36%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.24%	91.07%
CHEMBL5028	O14672	ADAM10	80.06%	97.50%

Plants that contains it

• Aconitum ferox

Cross-Links

• PubChem: 101672532
• LOTUS: LTS0143664
• wikiData: Q104995051