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

Details

• Internal ID: 9d592f1c-df43-4631-9f8e-4ef3ec02c298
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,4S,5R,6R,8S,9R,10R,13R,16S,17S,18S)-11-ethyl-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC)O)O)OC)OC)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]6O)OC)O)O)OC)OC)COC
• InChI: InChI=1S/C25H41NO7/c1-6-26-11-22(12-30-2)8-7-16(32-4)24-14-9-13-15(31-3)10-23(28,17(14)18(13)27)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-/m0/s1
• InChI Key: MODXUQZMEBLSJD-QLPMSXOHSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4787	47.87%
Caco-2	-	0.6551	65.51%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6563	65.63%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6183	61.83%
P-glycoprotein inhibitior	-	0.8955	89.55%
P-glycoprotein substrate	+	0.6343	63.43%
CYP3A4 substrate	+	0.7075	70.75%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	+	0.3924	39.24%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8960	89.60%
CYP2C19 inhibition	-	0.8908	89.08%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.9338	93.38%
CYP2C8 inhibition	+	0.6115	61.15%
CYP inhibitory promiscuity	-	0.9667	96.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6034	60.34%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7116	71.16%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8020	80.20%
Acute Oral Toxicity (c)	III	0.3894	38.94%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	+	0.7222	72.22%
Thyroid receptor binding	+	0.6573	65.73%
Glucocorticoid receptor binding	-	0.5253	52.53%
Aromatase binding	+	0.6953	69.53%
PPAR gamma	+	0.6465	64.65%
Honey bee toxicity	-	0.7172	71.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.6626	66.26%

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	99.19%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.05%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.46%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	94.45%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.59%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.37%	96.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.47%	95.58%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.82%	91.03%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.62%	95.36%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	88.48%	95.52%
CHEMBL204	P00734	Thrombin	87.47%	96.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.22%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.08%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.02%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.17%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.55%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.39%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.06%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	83.65%	90.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.48%	89.62%
CHEMBL256	P0DMS8	Adenosine A3 receptor	82.47%	95.93%
CHEMBL4302	P08183	P-glycoprotein 1	82.23%	92.98%
CHEMBL2996	Q05655	Protein kinase C delta	82.11%	97.79%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.97%	92.38%
CHEMBL230	P35354	Cyclooxygenase-2	81.70%	89.63%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.57%	100.00%
CHEMBL1871	P10275	Androgen Receptor	81.23%	96.43%
CHEMBL3820	P35557	Hexokinase type IV	81.22%	91.96%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.17%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	81.10%	95.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.31%	95.89%

Plants that contains it

• Delphinium glaucum

Cross-Links

• PubChem: 163075763
• LOTUS: LTS0242830
• wikiData: Q105168828