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

Details

• Internal ID: ba537f0c-df6f-43d1-b319-6f03d55289d9
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: 1-O-ethyl 4-O-[8-methyl-6-(2-methylbut-2-enoyloxy)-8-azabicyclo[3.2.1]octan-3-yl] 2-methylbut-2-enedioate
• InChI: InChI=1S/C20H29NO6/c1-6-12(3)20(24)27-17-10-14-9-15(11-16(17)21(14)5)26-18(22)8-13(4)19(23)25-7-2/h6,8,14-17H,7,9-11H2,1-5H3
• InChI Key: BMCYUBMWFPFWQQ-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: 3.00
• 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	+	0.9637	96.37%
Caco-2	+	0.6541	65.41%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5123	51.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6103	61.03%
P-glycoprotein inhibitior	+	0.6623	66.23%
P-glycoprotein substrate	-	0.5854	58.54%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.7992	79.92%
CYP3A4 inhibition	-	0.9298	92.98%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8395	83.95%
CYP2D6 inhibition	-	0.8427	84.27%
CYP1A2 inhibition	-	0.7241	72.41%
CYP2C8 inhibition	-	0.8966	89.66%
CYP inhibitory promiscuity	-	0.8398	83.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8607	86.07%
Carcinogenicity (trinary)	Non-required	0.6278	62.78%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9451	94.51%
Skin irritation	-	0.7839	78.39%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7480	74.80%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6214	62.14%
skin sensitisation	-	0.8663	86.63%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4557	45.57%
Acute Oral Toxicity (c)	III	0.6405	64.05%
Estrogen receptor binding	-	0.5393	53.93%
Androgen receptor binding	-	0.6869	68.69%
Thyroid receptor binding	-	0.5425	54.25%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5469	54.69%
PPAR gamma	-	0.6427	64.27%
Honey bee toxicity	-	0.5913	59.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.8452	84.52%

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	98.12%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	97.89%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.16%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.40%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.66%	96.47%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.23%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.83%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.77%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.19%	99.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.65%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.10%	98.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.91%	95.17%

Plants that contains it

• Schizanthus pinnatus

Cross-Links

• PubChem: 74026211
• LOTUS: LTS0042288
• wikiData: Q104938340