[(1R,2R,4S,5R,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-yl] acetate

Details

• Internal ID: 555a950d-83c3-47b6-86e1-5d970d5937f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids > Napelline-type diterpenoid alkaloids
• IUPAC Name: [(1R,2R,4S,5R,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C56C4CC(C(C5)C(=C)C6O)OC(=O)C)O)C
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]56[C@H]4C[C@@H]([C@H](C5)C(=C)[C@H]6O)OC(=O)C)O)C
• InChI: InChI=1S/C24H35NO4/c1-5-25-11-22(4)7-6-19(27)24-17(22)8-15(20(24)25)23-10-14(12(2)21(23)28)16(9-18(23)24)29-13(3)26/h14-21,27-28H,2,5-11H2,1,3-4H3/t14-,15+,16+,17-,18-,19+,20-,21-,22+,23+,24+/m1/s1
• InChI Key: NAPCYARSWDECJP-ORDWSRHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₅NO₄
• Molecular Weight: 401.50 g/mol
• Exact Mass: 401.25660860 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9024	90.24%
Caco-2	-	0.5395	53.95%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4257	42.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6050	60.50%
P-glycoprotein inhibitior	-	0.7108	71.08%
P-glycoprotein substrate	-	0.5126	51.26%
CYP3A4 substrate	+	0.6830	68.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7118	71.18%
CYP3A4 inhibition	-	0.7708	77.08%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	-	0.9272	92.72%
CYP1A2 inhibition	-	0.8869	88.69%
CYP2C8 inhibition	+	0.5728	57.28%
CYP inhibitory promiscuity	-	0.8883	88.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5571	55.71%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8889	88.89%
Skin irritation	-	0.7092	70.92%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.6228	62.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5796	57.96%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8989	89.89%
Acute Oral Toxicity (c)	III	0.6028	60.28%
Estrogen receptor binding	+	0.7609	76.09%
Androgen receptor binding	+	0.6577	65.77%
Thyroid receptor binding	+	0.6519	65.19%
Glucocorticoid receptor binding	+	0.7188	71.88%
Aromatase binding	+	0.6127	61.27%
PPAR gamma	-	0.4853	48.53%
Honey bee toxicity	-	0.7372	73.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9724	97.24%

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	98.31%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.33%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.92%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.18%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.00%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.87%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.73%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.49%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.09%	91.19%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.88%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.71%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.10%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	84.39%	97.79%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.61%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.70%	96.38%
CHEMBL1871	P10275	Androgen Receptor	81.80%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.33%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.13%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.09%	93.03%

Plants that contains it

• Aconitum barbatum
• Aconitum soongaricum

Cross-Links

• PubChem: 162906482
• LOTUS: LTS0034161
• wikiData: Q105176455