14-Ethyl-9-methoxy-4,6,17-trioxa-14-azaoctacyclo[10.8.2.12,8.01,13.03,7.03,11.016,18.016,21]tricosane-11,20-diol

Details

• Internal ID: 783df1c0-3292-4a81-a244-59abb5e0d5d2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Lappaconitine-type diterpenoid alkaloids
• IUPAC Name: 14-ethyl-9-methoxy-4,6,17-trioxa-14-azaoctacyclo[10.8.2.12,8.01,13.03,7.03,11.016,18.016,21]tricosane-11,20-diol
• SMILES (Canonical): CCN1CC23C4CC5C1C4(C6CC7C(CC5(C68C7OCO8)O)OC)C(CC2O3)O
• SMILES (Isomeric): CCN1CC23C4CC5C1C4(C6CC7C(CC5(C68C7OCO8)O)OC)C(CC2O3)O
• InChI: InChI=1S/C22H31NO6/c1-3-23-8-19-13-5-11-17(23)21(13,15(24)6-16(19)29-19)14-4-10-12(26-2)7-20(11,25)22(14)18(10)27-9-28-22/h10-18,24-25H,3-9H2,1-2H3
• InChI Key: AQELCJOMPNYNFK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₁NO₆
• Molecular Weight: 405.50 g/mol
• Exact Mass: 405.21513771 g/mol
• Topological Polar Surface Area (TPSA): 83.90 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7367	73.67%
Caco-2	-	0.5845	58.45%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.8014	80.14%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6365	63.65%
P-glycoprotein inhibitior	-	0.8962	89.62%
P-glycoprotein substrate	+	0.6244	62.44%
CYP3A4 substrate	+	0.6815	68.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6602	66.02%
CYP3A4 inhibition	-	0.8977	89.77%
CYP2C9 inhibition	-	0.8800	88.00%
CYP2C19 inhibition	-	0.8192	81.92%
CYP2D6 inhibition	-	0.8793	87.93%
CYP1A2 inhibition	-	0.8390	83.90%
CYP2C8 inhibition	+	0.5151	51.51%
CYP inhibitory promiscuity	-	0.9150	91.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9234	92.34%
Skin irritation	-	0.7835	78.35%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	+	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4006	40.06%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6585	65.85%
Acute Oral Toxicity (c)	III	0.4584	45.84%
Estrogen receptor binding	+	0.7021	70.21%
Androgen receptor binding	+	0.7351	73.51%
Thyroid receptor binding	+	0.7247	72.47%
Glucocorticoid receptor binding	+	0.5600	56.00%
Aromatase binding	+	0.6766	67.66%
PPAR gamma	+	0.6469	64.69%
Honey bee toxicity	-	0.6563	65.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.6659	66.59%

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	98.75%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.51%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.89%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.13%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.91%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.05%	91.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.94%	92.68%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	89.13%	87.16%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.49%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.27%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.18%	92.62%
CHEMBL3820	P35557	Hexokinase type IV	86.86%	91.96%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.34%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	85.45%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.13%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.49%	82.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.31%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	82.81%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.18%	96.95%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.80%	96.39%
CHEMBL2581	P07339	Cathepsin D	81.75%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.56%	89.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.13%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.91%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.66%	91.03%

Plants that contains it

• Aconitum kirinense

Cross-Links

• PubChem: 73834226
• LOTUS: LTS0107583
• wikiData: Q104916808