(1R,2R,4R,5R,6S,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-6,13-dimethyl-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecane-4,7,16-triol

Details

• Internal ID: 37a2aba0-2b36-48d4-bdbf-a7593973066f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids > Napelline-type diterpenoid alkaloids
• IUPAC Name: (1R,2R,4R,5R,6S,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-6,13-dimethyl-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecane-4,7,16-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C56C4CC(C(C5)C(C6O)C)O)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@@H]([C@H]6O)C)O)O)C
• InChI: InChI=1S/C22H35NO3/c1-4-23-10-20(3)6-5-17(25)22-15(20)7-13(18(22)23)21-9-12(11(2)19(21)26)14(24)8-16(21)22/h11-19,24-26H,4-10H2,1-3H3/t11-,12+,13-,14+,15+,16+,17-,18+,19+,20-,21-,22-/m0/s1
• InChI Key: BNNSBUJXIHFJBX-SFTNKBJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₃
• Molecular Weight: 361.50 g/mol
• Exact Mass: 361.26169398 g/mol
• Topological Polar Surface Area (TPSA): 63.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9480	94.80%
Caco-2	-	0.5620	56.20%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.6592	65.92%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7849	78.49%
P-glycoprotein inhibitior	-	0.8750	87.50%
P-glycoprotein substrate	+	0.5465	54.65%
CYP3A4 substrate	+	0.6228	62.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5583	55.83%
CYP3A4 inhibition	-	0.7210	72.10%
CYP2C9 inhibition	-	0.8883	88.83%
CYP2C19 inhibition	-	0.9037	90.37%
CYP2D6 inhibition	-	0.8244	82.44%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	-	0.6458	64.58%
CYP inhibitory promiscuity	-	0.9481	94.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6297	62.97%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8354	83.54%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9072	90.72%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4866	48.66%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6390	63.90%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8922	89.22%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	+	0.6127	61.27%
Thyroid receptor binding	+	0.7730	77.30%
Glucocorticoid receptor binding	+	0.6226	62.26%
Aromatase binding	+	0.6189	61.89%
PPAR gamma	-	0.5202	52.02%
Honey bee toxicity	-	0.8256	82.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.3757	37.57%

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	98.61%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.52%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.66%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.37%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.61%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.09%	100.00%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	87.81%	95.42%
CHEMBL226	P30542	Adenosine A1 receptor	86.81%	95.93%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	85.64%	95.52%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.97%	82.69%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.53%	90.24%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.86%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.99%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.44%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	81.99%	97.79%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.96%	92.86%
CHEMBL1937	Q92769	Histone deacetylase 2	81.80%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.00%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.96%	95.89%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	80.94%	87.16%
CHEMBL222	P23975	Norepinephrine transporter	80.59%	96.06%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.29%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.27%	95.50%

Plants that contains it

• Aconitum kongboense

Cross-Links

• PubChem: 162943613
• LOTUS: LTS0034374
• wikiData: Q104938923