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

Details

• Internal ID: 9586662e-b458-4383-aa7a-b2161c33f290
• 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-dihydroxy-6,18-dimethoxy-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)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]6OC(=O)C)OC)O)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(30,18(15)20(14)34-13(2)28)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: RVSYWRBZSPBTQV-DKHSYLGWSA-N
• Popularity: 7 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	-	0.6634	66.34%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.5736	57.36%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6129	61.29%
P-glycoprotein inhibitior	-	0.7418	74.18%
P-glycoprotein substrate	+	0.6489	64.89%
CYP3A4 substrate	+	0.7180	71.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7413	74.13%
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	+	0.4887	48.87%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6005	60.05%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3641	36.41%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5036	50.36%
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	-	0.6964	69.64%
Acute Oral Toxicity (c)	III	0.4339	43.39%
Estrogen receptor binding	+	0.8088	80.88%
Androgen receptor binding	+	0.6629	66.29%
Thyroid receptor binding	+	0.6061	60.61%
Glucocorticoid receptor binding	-	0.4675	46.75%
Aromatase binding	+	0.6266	62.66%
PPAR gamma	+	0.6269	62.69%
Honey bee toxicity	-	0.7120	71.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
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	99.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.25%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.53%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.04%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.71%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.70%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.09%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.99%	91.19%
CHEMBL2581	P07339	Cathepsin D	89.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.72%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.99%	97.28%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	87.88%	98.99%
CHEMBL1871	P10275	Androgen Receptor	87.82%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.44%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.98%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.98%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	85.42%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.47%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.47%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.73%	97.50%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	83.33%	95.52%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.14%	91.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.72%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.54%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.81%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.87%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.38%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	80.27%	92.50%
CHEMBL5028	O14672	ADAM10	80.13%	97.50%
CHEMBL204	P00734	Thrombin	80.13%	96.01%

Plants that contains it

• Aconitum carmichaelii
• Aconitum fukutomei
• Aconitum japonicum
• Aconitum napellus
• Delphinium gueneri
• Delphinium staphisagria

Cross-Links

• PubChem: 101021575
• NPASS: NPC277566
• LOTUS: LTS0032796
• wikiData: Q104396087