(1R,4R,5R,8R,9R,10R,11S,12R,13S,15S,16S)-7-ethyl-12-(hydroxymethyl)-5-methyl-7-azahexacyclo[7.6.2.210,13.01,8.05,16.010,15]nonadecane-4,11,12-triol

Details

• Internal ID: 57493525-7bed-4423-a678-6ca50a03c2cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Danudatine-type diterpenoid alkaloids
• IUPAC Name: (1R,4R,5R,8R,9R,10R,11S,12R,13S,15S,16S)-7-ethyl-12-(hydroxymethyl)-5-methyl-7-azahexacyclo[7.6.2.210,13.01,8.05,16.010,15]nonadecane-4,11,12-triol
• SMILES (Canonical): CCN1CC2(C(CCC34C2CC(C31)C56C4CC(CC5)C(C6O)(CO)O)O)C
• SMILES (Isomeric): CCN1C[C@@]2([C@@H](CC[C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]56[C@H]4C[C@H](CC5)[C@]([C@H]6O)(CO)O)O)C
• InChI: InChI=1S/C22H35NO4/c1-3-23-10-19(2)14-9-13-17(23)21(14,7-5-16(19)25)15-8-12-4-6-20(13,15)18(26)22(12,27)11-24/h12-18,24-27H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,17+,18-,19-,20-,21-,22-/m0/s1
• InChI Key: KEXOMXFRKYKFSR-UNIHHUBBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₄
• Molecular Weight: 377.50 g/mol
• Exact Mass: 377.25660860 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7226	72.26%
Caco-2	-	0.6423	64.23%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.7761	77.61%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7351	73.51%
BSEP inhibitior	-	0.4768	47.68%
P-glycoprotein inhibitior	-	0.9013	90.13%
P-glycoprotein substrate	-	0.6114	61.14%
CYP3A4 substrate	+	0.6416	64.16%
CYP2C9 substrate	-	0.8175	81.75%
CYP2D6 substrate	+	0.3877	38.77%
CYP3A4 inhibition	-	0.8671	86.71%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.8896	88.96%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.9135	91.35%
CYP2C8 inhibition	-	0.6699	66.99%
CYP inhibitory promiscuity	-	0.9765	97.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6225	62.25%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4150	41.50%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5379	53.79%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.4947	49.47%
Estrogen receptor binding	+	0.8177	81.77%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	+	0.7630	76.30%
Glucocorticoid receptor binding	+	0.7611	76.11%
Aromatase binding	+	0.7211	72.11%
PPAR gamma	+	0.5481	54.81%
Honey bee toxicity	-	0.8359	83.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.5823	58.23%

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	99.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	95.55%	87.16%
CHEMBL226	P30542	Adenosine A1 receptor	95.15%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.09%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.00%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.09%	82.69%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.16%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.08%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.53%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.39%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.98%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	87.83%	90.24%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	87.10%	95.27%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.59%	96.03%
CHEMBL233	P35372	Mu opioid receptor	86.44%	97.93%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.21%	100.00%
CHEMBL1871	P10275	Androgen Receptor	86.17%	96.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.05%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	85.02%	98.10%
CHEMBL206	P03372	Estrogen receptor alpha	84.57%	97.64%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.49%	96.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.47%	95.58%
CHEMBL238	Q01959	Dopamine transporter	83.29%	95.88%
CHEMBL2581	P07339	Cathepsin D	82.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.34%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.13%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.99%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.74%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	81.73%	97.79%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.35%	98.33%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	81.34%	95.61%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.17%	88.81%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.11%	93.04%
CHEMBL217	P14416	Dopamine D2 receptor	80.55%	95.62%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.44%	92.32%
CHEMBL228	P31645	Serotonin transporter	80.32%	95.51%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.28%	89.05%

Plants that contains it

• Aconitum cochleare

Cross-Links

• PubChem: 15976578
• LOTUS: LTS0000810
• wikiData: Q105140247