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

Details

• Internal ID: f742ca9c-b0ca-4490-9dc8-1ced4615da98
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2S,3S,4S,5S,6R,8S,9S,10S,13R,16R,17R,18R)-11-ethyl-4,6,16,18-tetramethoxy-13-methyl-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)C
• 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)C
• InChI: InChI=1S/C25H41NO6/c1-7-26-12-22(2)9-8-16(30-4)24-14-10-13-15(29-3)11-23(27,17(14)18(13)31-5)25(28,21(24)26)20(32-6)19(22)24/h13-21,27-28H,7-12H2,1-6H3/t13-,14-,15+,16+,17-,18-,19+,20+,21-,22-,23-,24-,25+/m0/s1
• InChI Key: JBMHRENUZHIXEX-KCOJYJFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₁NO₆
• Molecular Weight: 451.60 g/mol
• Exact Mass: 451.29338803 g/mol
• Topological Polar Surface Area (TPSA): 80.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6211	62.11%
Caco-2	-	0.5784	57.84%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.6070	60.70%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5700	57.00%
P-glycoprotein inhibitior	-	0.8649	86.49%
P-glycoprotein substrate	+	0.5662	56.62%
CYP3A4 substrate	+	0.6925	69.25%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	+	0.3935	39.35%
CYP3A4 inhibition	-	0.8839	88.39%
CYP2C9 inhibition	-	0.9080	90.80%
CYP2C19 inhibition	-	0.9138	91.38%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.9391	93.91%
CYP2C8 inhibition	+	0.5435	54.35%
CYP inhibitory promiscuity	-	0.9820	98.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.7644	76.44%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6786	67.86%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8937	89.37%
Acute Oral Toxicity (c)	III	0.4540	45.40%
Estrogen receptor binding	+	0.7055	70.55%
Androgen receptor binding	+	0.7308	73.08%
Thyroid receptor binding	+	0.7051	70.51%
Glucocorticoid receptor binding	-	0.5210	52.10%
Aromatase binding	+	0.7015	70.15%
PPAR gamma	+	0.6920	69.20%
Honey bee toxicity	-	0.6603	66.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.5989	59.89%

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	99.23%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.22%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.72%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.62%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.36%	96.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.46%	95.58%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.16%	95.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.91%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	86.51%	95.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.50%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.31%	92.94%
CHEMBL204	P00734	Thrombin	85.16%	96.01%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.75%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.43%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.96%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.79%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.65%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.15%	97.50%
CHEMBL3820	P35557	Hexokinase type IV	82.08%	91.96%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.73%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.66%	93.03%
CHEMBL1871	P10275	Androgen Receptor	80.54%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.39%	96.77%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.06%	88.42%

Plants that contains it

• Delphinium dissectum

Cross-Links

• PubChem: 163041677
• LOTUS: LTS0123894
• wikiData: Q105124432