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

Details

• Internal ID: 3b8b3ffe-0d3e-47c6-bf94-92ba631480d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2R,3S,4S,5R,6R,8R,9R,10S,13R,16R,17S)-11-ethyl-6,16-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-2,4,8-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4(C5C6O)O)OC)O)OC)COC
• SMILES (Isomeric): CCN1C[C@]2(CC[C@H]([C@]34[C@H]2C[C@H]([C@@H]31)[C@@]5(C[C@H]([C@@H]6C[C@]4([C@H]5[C@H]6O)O)OC)O)OC)COC
• InChI: InChI=1S/C24H39NO6/c1-5-25-11-21(12-29-2)7-6-17(31-4)24-16(21)8-14(20(24)25)22(27)10-15(30-3)13-9-23(24,28)19(22)18(13)26/h13-20,26-28H,5-12H2,1-4H3/t13-,14+,15+,16-,17+,18-,19-,20-,21+,22+,23+,24+/m0/s1
• InChI Key: PIXPSTFNJMJUPJ-JCRLLBPDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₉NO₆
• Molecular Weight: 437.60 g/mol
• Exact Mass: 437.27773796 g/mol
• Topological Polar Surface Area (TPSA): 91.60 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8399	83.99%
Caco-2	-	0.6020	60.20%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.7408	74.08%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.5740	57.40%
P-glycoprotein inhibitior	-	0.9052	90.52%
P-glycoprotein substrate	+	0.6263	62.63%
CYP3A4 substrate	+	0.6863	68.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4514	45.14%
CYP3A4 inhibition	-	0.9356	93.56%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.9230	92.30%
CYP2C8 inhibition	+	0.6496	64.96%
CYP inhibitory promiscuity	-	0.9489	94.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8922	89.22%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6902	69.02%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6708	67.08%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6380	63.80%
Acute Oral Toxicity (c)	III	0.4756	47.56%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.7176	71.76%
Thyroid receptor binding	+	0.6860	68.60%
Glucocorticoid receptor binding	+	0.5442	54.42%
Aromatase binding	+	0.6875	68.75%
PPAR gamma	+	0.6428	64.28%
Honey bee toxicity	-	0.7897	78.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.6766	67.66%

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	98.44%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.23%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.82%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.86%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.29%	95.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.38%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.68%	92.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.13%	89.05%
CHEMBL221	P23219	Cyclooxygenase-1	88.92%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.23%	96.38%
CHEMBL204	P00734	Thrombin	87.72%	96.01%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.59%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.04%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.99%	94.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.82%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.77%	97.14%
CHEMBL1871	P10275	Androgen Receptor	84.25%	96.43%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.14%	90.24%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.04%	95.36%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.90%	97.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.87%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.69%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.63%	94.45%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.61%	98.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.56%	89.62%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.43%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.73%	95.58%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.88%	92.62%
CHEMBL3820	P35557	Hexokinase type IV	81.54%	91.96%
CHEMBL259	P32245	Melanocortin receptor 4	81.09%	95.38%
CHEMBL226	P30542	Adenosine A1 receptor	80.62%	95.93%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.57%	91.79%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.32%	97.50%

Plants that contains it

• Aconitum variegatum

Cross-Links

• PubChem: 162954150
• LOTUS: LTS0031757
• wikiData: Q105209780