[(1R,2S,3S,4S,5S,6R,8R,9R,10S,13S,16S,17S)-11-ethyl-8-hydroxy-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: e8971cb3-b1ea-4ea7-8480-bfebe17d710b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1R,2S,3S,4S,5S,6R,8R,9R,10S,13S,16S,17S)-11-ethyl-8-hydroxy-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(C6CC4C5C6OC(=O)C)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@H]4[C@H]5[C@H]6OC(=O)C)OC)O)OC)C
• InChI: InChI=1S/C25H39NO5/c1-6-26-12-23(3)8-7-19(30-5)25-15-9-14-17(29-4)11-24(28,16(22(25)26)10-18(23)25)20(15)21(14)31-13(2)27/h14-22,28H,6-12H2,1-5H3/t14-,15-,16+,17+,18-,19-,20-,21-,22-,23+,24+,25-/m0/s1
• InChI Key: VYNDUGHWSKLKFB-PKQYTIDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₉NO₅
• Molecular Weight: 433.60 g/mol
• Exact Mass: 433.28282334 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8639	86.39%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5864	58.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4822	48.22%
P-glycoprotein inhibitior	-	0.6923	69.23%
P-glycoprotein substrate	+	0.5444	54.44%
CYP3A4 substrate	+	0.6995	69.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7421	74.21%
CYP3A4 inhibition	-	0.9040	90.40%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.9162	91.62%
CYP2C8 inhibition	+	0.4879	48.79%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6212	62.12%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3723	37.23%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6421	64.21%
skin sensitisation	-	0.8765	87.65%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7200	72.00%
Acute Oral Toxicity (c)	III	0.5574	55.74%
Estrogen receptor binding	+	0.7896	78.96%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.6675	66.75%
Glucocorticoid receptor binding	+	0.6106	61.06%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.6825	68.25%
Honey bee toxicity	-	0.6933	69.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5845	58.45%
Fish aquatic toxicity	-	0.3909	39.09%

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	99.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.20%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.46%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.86%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.42%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	90.67%	91.19%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.22%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.05%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.87%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.04%	91.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.09%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.21%	93.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.69%	98.99%
CHEMBL204	P00734	Thrombin	85.45%	96.01%
CHEMBL221	P23219	Cyclooxygenase-1	85.22%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.75%	82.69%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.63%	95.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.00%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.49%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.46%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.66%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.51%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	81.89%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.64%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.33%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.11%	94.78%

Plants that contains it

• Aconitum variegatum

Cross-Links

• PubChem: 162842355
• LOTUS: LTS0260775
• wikiData: Q105299097