3beta-Hydroxy-6beta-tigloyloxytropane

Details

• Internal ID: 70767642-5a2b-4ed2-ac4d-0572bd31f3f1
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,3S,5S,6R)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2CC(CC1N2C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1C[C@H]2C[C@@H](C[C@@H]1N2C)O
• InChI: InChI=1S/C13H21NO3/c1-4-8(2)13(16)17-12-6-9-5-10(15)7-11(12)14(9)3/h4,9-12,15H,5-7H2,1-3H3/b8-4+/t9-,10+,11+,12-/m1/s1
• InChI Key: FSTVJNLNEVDORU-AOQWEZORSA-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: 1.60
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 3.beta.-Hydroxy-6.beta.-tigloyloxytropane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9444	94.44%
Caco-2	+	0.8883	88.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4528	45.28%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9451	94.51%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9225	92.25%
P-glycoprotein inhibitior	-	0.9671	96.71%
P-glycoprotein substrate	-	0.7560	75.60%
CYP3A4 substrate	+	0.5425	54.25%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7603	76.03%
CYP3A4 inhibition	-	0.9789	97.89%
CYP2C9 inhibition	-	0.8901	89.01%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.8157	81.57%
CYP1A2 inhibition	-	0.7938	79.38%
CYP2C8 inhibition	-	0.9831	98.31%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9761	97.61%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5699	56.99%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.8571	85.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5395	53.95%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	-	0.8397	83.97%
Androgen receptor binding	-	0.8290	82.90%
Thyroid receptor binding	-	0.5133	51.33%
Glucocorticoid receptor binding	-	0.7648	76.48%
Aromatase binding	-	0.8653	86.53%
PPAR gamma	-	0.8808	88.08%
Honey bee toxicity	-	0.5564	55.64%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	-	0.4658	46.58%

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	95.48%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.89%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	89.12%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.91%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.37%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.54%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	83.77%	90.17%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.71%	95.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.31%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.13%	99.23%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.13%	97.47%

Plants that contains it

• Datura metel
• Datura stramonium
• Datura stramonium

Cross-Links

• PubChem: 91750079
• NPASS: NPC290648
• LOTUS: LTS0014159
• wikiData: Q105000863