3-Tigloyloxy-6,7-epoxytropane

Details

• Internal ID: 4f4bb432-0dbc-414b-9e15-d097970ef7d9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl) (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2C3C(O3)C(C1)N2C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC1CC2C3C(O3)C(C1)N2C
• InChI: InChI=1S/C13H19NO3/c1-4-7(2)13(15)16-8-5-9-11-12(17-11)10(6-8)14(9)3/h4,8-12H,5-6H2,1-3H3/b7-4+
• InChI Key: MAHIMWLGPHYDSP-QPJJXVBHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.29 g/mol
• Exact Mass: 237.13649347 g/mol
• Topological Polar Surface Area (TPSA): 42.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• MAHIMWLGPHYDSP-QPJJXVBHSA-N
• 2-Butenoic acid, 2-methyl-, 9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.8557	85.57%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4607	46.07%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.7809	78.09%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8752	87.52%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.9259	92.59%
CYP3A4 substrate	+	0.5251	52.51%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7617	76.17%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	-	0.8090	80.90%
CYP2C19 inhibition	-	0.6568	65.68%
CYP2D6 inhibition	-	0.8127	81.27%
CYP1A2 inhibition	-	0.6870	68.70%
CYP2C8 inhibition	-	0.9866	98.66%
CYP inhibitory promiscuity	-	0.6452	64.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5646	56.46%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.8781	87.81%
Skin irritation	-	0.7764	77.64%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.6128	61.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5568	55.68%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5305	53.05%
Acute Oral Toxicity (c)	III	0.6095	60.95%
Estrogen receptor binding	-	0.8677	86.77%
Androgen receptor binding	-	0.7908	79.08%
Thyroid receptor binding	-	0.5746	57.46%
Glucocorticoid receptor binding	-	0.6911	69.11%
Aromatase binding	-	0.6867	68.67%
PPAR gamma	-	0.6792	67.92%
Honey bee toxicity	-	0.7563	75.63%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7455	74.55%
Fish aquatic toxicity	-	0.3678	36.78%

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	97.40%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.78%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	89.95%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.90%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.12%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.59%	96.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.67%	95.69%
CHEMBL2581	P07339	Cathepsin D	82.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.19%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.88%	89.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.20%	94.45%

Plants that contains it

• Datura stramonium

Cross-Links

• PubChem: 91700481
• LOTUS: LTS0032283
• wikiData: Q105160327