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

Details

• Internal ID: a78ff519-aac0-4443-9067-3cdf543c1763
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3S,4R,5S,6R,8R,9R,10S,13S,16R,17S)-11-ethyl-2,8-dihydroxy-6,16-dimethoxy-13-methyl-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)C
• 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)C
• InChI: InChI=1S/C25H39NO6/c1-6-26-12-22(3)8-7-18(31-5)25-17(22)9-15(21(25)26)23(28)11-16(30-4)14-10-24(25,29)20(23)19(14)32-13(2)27/h14-21,28-29H,6-12H2,1-5H3/t14-,15+,16+,17-,18+,19+,20-,21-,22+,23+,24+,25+/m0/s1
• InChI Key: NETXKASDOZAODV-AWAMWYPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₉NO₆
• Molecular Weight: 449.60 g/mol
• Exact Mass: 449.27773796 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7162	71.62%
Caco-2	-	0.6016	60.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6523	65.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5523	55.23%
P-glycoprotein inhibitior	-	0.7231	72.31%
P-glycoprotein substrate	+	0.5693	56.93%
CYP3A4 substrate	+	0.7032	70.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7421	74.21%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.9059	90.59%
CYP2C19 inhibition	-	0.9139	91.39%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.9182	91.82%
CYP2C8 inhibition	+	0.5206	52.06%
CYP inhibitory promiscuity	-	0.9660	96.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6168	61.68%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.7667	76.67%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6431	64.31%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6263	62.63%
skin sensitisation	-	0.8725	87.25%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6834	68.34%
Acute Oral Toxicity (c)	III	0.3806	38.06%
Estrogen receptor binding	+	0.8207	82.07%
Androgen receptor binding	+	0.7190	71.90%
Thyroid receptor binding	+	0.6590	65.90%
Glucocorticoid receptor binding	+	0.5682	56.82%
Aromatase binding	+	0.6867	68.67%
PPAR gamma	+	0.6930	69.30%
Honey bee toxicity	-	0.7230	72.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.4213	42.13%

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	99.41%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.31%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	89.53%	95.52%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.84%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.85%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.94%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.79%	92.94%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.61%	93.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.57%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.46%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	84.54%	98.99%
CHEMBL5255	O00206	Toll-like receptor 4	84.45%	92.50%
CHEMBL2581	P07339	Cathepsin D	84.27%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.19%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.69%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.50%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.16%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.69%	89.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.51%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.45%	94.78%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.83%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.77%	91.24%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.39%	95.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.14%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.87%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.85%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.73%	94.42%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.21%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.15%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.10%	95.89%

Plants that contains it

• Aconitum variegatum

Cross-Links

• PubChem: 162975717
• LOTUS: LTS0069353
• wikiData: Q105178196