3alpha,6beta-Ditigloyloxytropane

Details

• Internal ID: c701909e-6786-4932-a9cc-f023e0060e14
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1S,3S,5R,6S)-8-methyl-6-[(E)-2-methylbut-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2CC(C(C1)N2C)OC(=O)C(=CC)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C[C@H]2C[C@@H]([C@@H](C1)N2C)OC(=O)/C(=C/C)/C
• InChI: InChI=1S/C18H27NO4/c1-6-11(3)17(20)22-14-8-13-9-16(15(10-14)19(13)5)23-18(21)12(4)7-2/h6-7,13-16H,8-10H2,1-5H3/b11-6+,12-7+/t13-,14-,15+,16-/m0/s1
• InChI Key: MJJVORBCNQQRMU-AVNBRKTCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₄
• Molecular Weight: 321.40 g/mol
• Exact Mass: 321.19400834 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• SCHEMBL19409971

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9385	93.85%
Caco-2	+	0.7148	71.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4980	49.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9424	94.24%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8486	84.86%
P-glycoprotein inhibitior	-	0.6358	63.58%
P-glycoprotein substrate	-	0.7033	70.33%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7588	75.88%
CYP3A4 inhibition	-	0.9682	96.82%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.8792	87.92%
CYP2D6 inhibition	-	0.8135	81.35%
CYP1A2 inhibition	-	0.8062	80.62%
CYP2C8 inhibition	-	0.9712	97.12%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8907	89.07%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.7738	77.38%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5391	53.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3671	36.71%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5712	57.12%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	-	0.6161	61.61%
Androgen receptor binding	-	0.7941	79.41%
Thyroid receptor binding	-	0.5769	57.69%
Glucocorticoid receptor binding	-	0.5402	54.02%
Aromatase binding	-	0.7288	72.88%
PPAR gamma	-	0.7021	70.21%
Honey bee toxicity	-	0.6273	62.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.7934	79.34%

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	96.76%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.85%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.79%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	90.45%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.81%	95.69%
CHEMBL2581	P07339	Cathepsin D	86.80%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.62%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.49%	94.45%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	83.26%	100.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.12%	97.53%
CHEMBL217	P14416	Dopamine D2 receptor	81.36%	95.62%

Plants that contains it

• Allium sativum
• Atractylodes lancea

Cross-Links

• PubChem: 21159049
• NPASS: NPC43577