(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-4,6,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,9,16-triol

Details

• Internal ID: 6219b4c2-371c-49f9-93ec-777899e11109
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-4,6,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,9,16-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)O)COC
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC)OC)O)O)OC)O)COC
• InChI: InChI=1S/C25H41NO7/c1-6-26-11-22(12-30-2)8-7-16(27)24-14-9-13-15(31-3)10-23(28,17(14)18(13)32-4)25(29,21(24)26)20(33-5)19(22)24/h13-21,27-29H,6-12H2,1-5H3/t13-,14-,15+,16+,17-,18+,19-,20+,21+,22+,23-,24+,25-/m1/s1
• InChI Key: JVBLTQQBEQQLEV-DIZROUMASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₁NO₇
• Molecular Weight: 467.60 g/mol
• Exact Mass: 467.28830265 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 509-18-2
• AKOS037514616

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6752	67.52%
Caco-2	-	0.6621	66.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5931	59.31%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4705	47.05%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	+	0.6277	62.77%
CYP3A4 substrate	+	0.7007	70.07%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	+	0.3924	39.24%
CYP3A4 inhibition	-	0.8536	85.36%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9078	90.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9356	93.56%
CYP2C8 inhibition	+	0.5504	55.04%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6008	60.08%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	-	0.6434	64.34%
Human Ether-a-go-go-Related Gene inhibition	+	0.6758	67.58%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6639	66.39%
skin sensitisation	-	0.8632	86.32%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8755	87.55%
Acute Oral Toxicity (c)	III	0.4482	44.82%
Estrogen receptor binding	+	0.7534	75.34%
Androgen receptor binding	+	0.7234	72.34%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	-	0.5058	50.58%
Aromatase binding	+	0.6814	68.14%
PPAR gamma	+	0.6547	65.47%
Honey bee toxicity	-	0.7268	72.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.6257	62.57%

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	98.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.71%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.05%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.70%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	93.15%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.17%	85.14%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	90.87%	95.52%
CHEMBL221	P23219	Cyclooxygenase-1	89.51%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.55%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.90%	95.58%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.24%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.76%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.03%	97.21%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.67%	98.99%
CHEMBL1871	P10275	Androgen Receptor	85.29%	96.43%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.73%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.50%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.21%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.05%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.82%	97.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.44%	95.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.42%	92.94%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.28%	92.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.81%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.60%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.50%	95.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.47%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.08%	93.03%

Plants that contains it

• Aconitum karakolicum
• Aconitum leucostomum
• Aconitum variegatum
• Delphinium tatsienense

Cross-Links

• PubChem: 60207520
• LOTUS: LTS0235220
• wikiData: Q105135566