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

Details

• Internal ID: 97c1b745-814f-47ab-ab00-4fa9b4886d1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1R,2S,3R,4S,5R,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-2,8-dihydroxy-6,16-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4(C5C6OC(=O)C)O)OC)O)OC)COC
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@]4([C@@H]5[C@H]6OC(=O)C)O)OC)O)OC)COC
• InChI: InChI=1S/C26H41NO7/c1-6-27-12-23(13-31-3)8-7-19(33-5)26-18(23)9-16(22(26)27)24(29)11-17(32-4)15-10-25(26,30)21(24)20(15)34-14(2)28/h15-22,29-30H,6-13H2,1-5H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24+,25+,26+/m1/s1
• InChI Key: DQWZPBYYWNEBTG-QKBHHRRESA-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: 0.40
• Atomic LogP (AlogP): 1.22
• 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	+	0.7611	76.11%
Caco-2	-	0.6686	66.86%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.6383	63.83%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6482	64.82%
P-glycoprotein inhibitior	-	0.7449	74.49%
P-glycoprotein substrate	+	0.6411	64.11%
CYP3A4 substrate	+	0.7124	71.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7421	74.21%
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	+	0.6051	60.51%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8887	88.87%
Skin irritation	-	0.7719	77.19%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6566	65.66%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5980	59.80%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5767	57.67%
Acute Oral Toxicity (c)	I	0.3789	37.89%
Estrogen receptor binding	+	0.8427	84.27%
Androgen receptor binding	+	0.7203	72.03%
Thyroid receptor binding	+	0.5859	58.59%
Glucocorticoid receptor binding	+	0.5472	54.72%
Aromatase binding	+	0.6935	69.35%
PPAR gamma	+	0.6752	67.52%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	99.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.89%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.46%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.78%	94.45%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	92.21%	95.52%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.70%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.91%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.96%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	85.89%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.67%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.48%	92.94%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.40%	98.99%
CHEMBL2581	P07339	Cathepsin D	85.18%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.79%	91.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.64%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.60%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.20%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.24%	94.42%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.90%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.23%	93.04%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.09%	89.05%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.98%	95.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.94%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.67%	82.69%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.52%	94.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.49%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.73%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.72%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.65%	91.11%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.57%	97.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.18%	82.38%

Plants that contains it

• Aconitum variegatum

Cross-Links

• PubChem: 163046794
• LOTUS: LTS0053261
• wikiData: Q104987243