(6-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-methylbut-2-enoate

Details

• Internal ID: 99f9271a-1ce5-406b-846c-cb2ef6489e5e
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC1CC2CC(C(C1)N2C)O)C
• SMILES (Isomeric): CC(=CC(=O)OC1CC2CC(C(C1)N2C)O)C
• InChI: InChI=1S/C13H21NO3/c1-8(2)4-13(16)17-10-5-9-6-12(15)11(7-10)14(9)3/h4,9-12,15H,5-7H2,1-3H3
• InChI Key: UUQGYKIAWSKORN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₁NO₃
• Molecular Weight: 239.31 g/mol
• Exact Mass: 239.15214353 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9538	95.38%
Caco-2	+	0.6858	68.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5410	54.10%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9454	94.54%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9199	91.99%
P-glycoprotein inhibitior	-	0.9640	96.40%
P-glycoprotein substrate	-	0.6245	62.45%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	0.6109	61.09%
CYP2D6 substrate	-	0.7802	78.02%
CYP3A4 inhibition	-	0.9712	97.12%
CYP2C9 inhibition	-	0.8638	86.38%
CYP2C19 inhibition	-	0.8578	85.78%
CYP2D6 inhibition	-	0.8428	84.28%
CYP1A2 inhibition	-	0.7995	79.95%
CYP2C8 inhibition	-	0.9778	97.78%
CYP inhibitory promiscuity	-	0.9465	94.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6367	63.67%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6566	65.66%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6598	65.98%
Acute Oral Toxicity (c)	III	0.6062	60.62%
Estrogen receptor binding	-	0.8488	84.88%
Androgen receptor binding	-	0.7637	76.37%
Thyroid receptor binding	-	0.5978	59.78%
Glucocorticoid receptor binding	-	0.6725	67.25%
Aromatase binding	-	0.7959	79.59%
PPAR gamma	-	0.7162	71.62%
Honey bee toxicity	-	0.6291	62.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6693	66.93%

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	97.58%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.89%	97.21%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.25%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.05%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.29%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	87.44%	83.82%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	86.02%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.67%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.24%	89.00%

Plants that contains it

• Schizanthus grahamii
• Schizanthus hookeri
• Schizanthus litoralis
• Schizanthus pinnatus

Cross-Links

• PubChem: 73657004
• LOTUS: LTS0108730
• wikiData: Q105279529