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

Details

• Internal ID: f6d5dec5-9242-426e-a959-f87663856fda
• 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-4,6,16,18-tetramethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,9-diol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)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]6OC)OC)O)O)OC)OC)COC
• InChI: InChI=1S/C26H43NO7/c1-7-27-12-23(13-30-2)9-8-17(32-4)25-15-10-14-16(31-3)11-24(28,18(15)19(14)33-5)26(29,22(25)27)21(34-6)20(23)25/h14-22,28-29H,7-13H2,1-6H3/t14-,15-,16+,17+,18-,19+,20-,21+,22+,23+,24-,25+,26-/m1/s1
• InChI Key: FYNCELMSVIDJLX-FQCWPTJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₃NO₇
• Molecular Weight: 481.60 g/mol
• Exact Mass: 481.30395271 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6752	67.52%
Caco-2	-	0.6377	63.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5931	59.31%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6666	66.66%
P-glycoprotein inhibitior	-	0.8852	88.52%
P-glycoprotein substrate	+	0.6257	62.57%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	+	0.3935	39.35%
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	+	0.6020	60.20%
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	-	0.8801	88.01%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6752	67.52%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6889	68.89%
skin sensitisation	-	0.8632	86.32%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8497	84.97%
Acute Oral Toxicity (c)	III	0.4482	44.82%
Estrogen receptor binding	+	0.7336	73.36%
Androgen receptor binding	+	0.7300	73.00%
Thyroid receptor binding	+	0.6542	65.42%
Glucocorticoid receptor binding	-	0.5167	51.67%
Aromatase binding	+	0.7009	70.09%
PPAR gamma	+	0.6774	67.74%
Honey bee toxicity	-	0.7246	72.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.29%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.00%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.04%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.54%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.54%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	88.79%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.34%	95.58%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.89%	95.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.40%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.22%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.92%	97.14%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	84.90%	95.52%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.60%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.55%	92.62%
CHEMBL230	P35354	Cyclooxygenase-2	84.03%	89.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.95%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	82.58%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.19%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.01%	100.00%
CHEMBL5319	Q08345	Epithelial discoidin domain-containing receptor 1	81.80%	90.30%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.60%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.58%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.45%	86.33%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.39%	92.38%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.90%	89.62%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.89%	88.42%
CHEMBL3820	P35557	Hexokinase type IV	80.78%	91.96%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.71%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.28%	96.61%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.27%	93.03%
CHEMBL1871	P10275	Androgen Receptor	80.13%	96.43%

Plants that contains it

• Aconitum carmichaelii
• Aconitum jaluense
• Aconitum japonicum
• Aconitum kusnezoffii
• Aconitum laeve
• Aconitum nasutum
• Aconitum orientale
• Aconitum septentrionale
• Aconitum volubile var. pubescens
• Delphinium barbeyi
• Delphinium bicolor
• Delphinium cyphoplectrum
• Delphinium grandiflorum
• Delphinium iliense

Cross-Links

• PubChem: 97960151
• NPASS: NPC239421
• LOTUS: LTS0069646
• wikiData: Q104375863