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

Details

• Internal ID: c1710469-3d2f-43bf-9b13-4b3a5df1826f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5S,6S,8R,9R,10R,13S,16S,17R,18R)-11-ethyl-4,16-dihydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-8-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)OC(=O)C)OC)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]6O)OC)OC(=O)C)OC)O)COC
• InChI: InChI=1S/C26H41NO7/c1-6-27-11-24(12-31-3)8-7-17(29)26-15-9-14-16(32-4)10-25(34-13(2)28,18(15)20(14)30)19(23(26)27)21(33-5)22(24)26/h14-23,29-30H,6-12H2,1-5H3/t14-,15-,16+,17+,18-,19+,20+,21+,22-,23-,24+,25-,26+/m1/s1
• InChI Key: VGFCHANRXLYUOQ-DKHSYLGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₁NO₇
• Molecular Weight: 479.60 g/mol
• Exact Mass: 479.28830265 g/mol
• Topological Polar Surface Area (TPSA): 97.70 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8520	85.20%
Caco-2	-	0.6276	62.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5736	57.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7642	76.42%
P-glycoprotein inhibitior	-	0.7744	77.44%
P-glycoprotein substrate	+	0.6425	64.25%
CYP3A4 substrate	+	0.7102	71.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7096	70.96%
CYP3A4 inhibition	-	0.8861	88.61%
CYP2C9 inhibition	-	0.9143	91.43%
CYP2C19 inhibition	-	0.9207	92.07%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.9206	92.06%
CYP2C8 inhibition	+	0.5314	53.14%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6005	60.05%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9314	93.14%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3721	37.21%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5286	52.86%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6684	66.84%
Acute Oral Toxicity (c)	III	0.4339	43.39%
Estrogen receptor binding	+	0.7535	75.35%
Androgen receptor binding	+	0.6882	68.82%
Thyroid receptor binding	+	0.5790	57.90%
Glucocorticoid receptor binding	+	0.5607	56.07%
Aromatase binding	+	0.7011	70.11%
PPAR gamma	+	0.6451	64.51%
Honey bee toxicity	-	0.7620	76.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5083	50.83%
Fish aquatic toxicity	-	0.3990	39.90%

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	99.46%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.39%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.23%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.47%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.84%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.69%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.63%	90.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.79%	95.58%
CHEMBL4040	P28482	MAP kinase ERK2	89.30%	83.82%
CHEMBL204	P00734	Thrombin	88.75%	96.01%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.05%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.43%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.32%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.04%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.93%	94.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.92%	97.21%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.52%	97.28%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.14%	93.03%
CHEMBL226	P30542	Adenosine A1 receptor	84.91%	95.93%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	84.78%	98.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.49%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.20%	96.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.18%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.77%	95.50%
CHEMBL1871	P10275	Androgen Receptor	82.54%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.40%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.96%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.54%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.20%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.97%	92.94%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.97%	91.03%
CHEMBL5255	O00206	Toll-like receptor 4	80.46%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.07%	86.33%

Plants that contains it

• Delphinium staphisagria

Cross-Links

• PubChem: 162876041
• LOTUS: LTS0233915
• wikiData: Q105285766