4-O-ethyl 1-O-[8-methyl-6-(3-methylbut-2-enoyloxy)-8-azabicyclo[3.2.1]octan-3-yl] 2-methylbut-2-enedioate

Details

• Internal ID: bda5b25f-c762-4631-9372-dca8dd49129c
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: 4-O-ethyl 1-O-[8-methyl-6-(3-methylbut-2-enoyloxy)-8-azabicyclo[3.2.1]octan-3-yl] 2-methylbut-2-enedioate
• InChI: InChI=1S/C20H29NO6/c1-6-25-18(22)8-13(4)20(24)26-15-9-14-10-17(16(11-15)21(14)5)27-19(23)7-12(2)3/h7-8,14-17H,6,9-11H2,1-5H3
• InChI Key: LTHNNGQCWYQQLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉NO₆
• Molecular Weight: 379.40 g/mol
• Exact Mass: 379.19948764 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9576	95.76%
Caco-2	+	0.6708	67.08%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5888	58.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7668	76.68%
P-glycoprotein inhibitior	+	0.5910	59.10%
P-glycoprotein substrate	-	0.5894	58.94%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.7992	79.92%
CYP3A4 inhibition	-	0.9204	92.04%
CYP2C9 inhibition	-	0.8594	85.94%
CYP2C19 inhibition	-	0.8329	83.29%
CYP2D6 inhibition	-	0.8498	84.98%
CYP1A2 inhibition	-	0.7418	74.18%
CYP2C8 inhibition	-	0.8637	86.37%
CYP inhibitory promiscuity	-	0.8610	86.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8507	85.07%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9194	91.94%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7262	72.62%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5396	53.96%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4825	48.25%
Acute Oral Toxicity (c)	III	0.6538	65.38%
Estrogen receptor binding	-	0.5549	55.49%
Androgen receptor binding	-	0.7048	70.48%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6261	62.61%
Aromatase binding	-	0.5128	51.28%
PPAR gamma	-	0.6206	62.06%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8881	88.81%

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	98.61%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	97.17%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.37%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.04%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.03%	96.95%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.34%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	85.23%	91.19%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.05%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.13%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.34%	95.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.08%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.44%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.67%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.03%	95.89%

Plants that contains it

• Schizanthus pinnatus

Cross-Links

• PubChem: 137796494
• LOTUS: LTS0216021
• wikiData: Q105156944