Methyl 3-acetyloxy-4,5-bis(2-methylbutanoyloxy)cyclohexene-1-carboxylate

Details

• Internal ID: ac2e6795-e74d-4a88-98ed-2880d9fad53f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 3-acetyloxy-4,5-bis(2-methylbutanoyloxy)cyclohexene-1-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OC1CC(=CC(C1OC(=O)C(C)CC)OC(=O)C)C(=O)OC
• SMILES (Isomeric): CCC(C)C(=O)OC1CC(=CC(C1OC(=O)C(C)CC)OC(=O)C)C(=O)OC
• InChI: InChI=1S/C20H30O8/c1-7-11(3)18(22)27-16-10-14(20(24)25-6)9-15(26-13(5)21)17(16)28-19(23)12(4)8-2/h9,11-12,15-17H,7-8,10H2,1-6H3
• InChI Key: MUTKUWKXVNNJTE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₈
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.19406791 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.5783	57.83%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7660	76.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7894	78.94%
P-glycoprotein inhibitior	+	0.5732	57.32%
P-glycoprotein substrate	-	0.6463	64.63%
CYP3A4 substrate	+	0.5468	54.68%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.9103	91.03%
CYP3A4 inhibition	-	0.8427	84.27%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.6837	68.37%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.8970	89.70%
CYP2C8 inhibition	-	0.8136	81.36%
CYP inhibitory promiscuity	-	0.7882	78.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6829	68.29%
Carcinogenicity (trinary)	Non-required	0.5715	57.15%
Eye corrosion	-	0.9500	95.00%
Eye irritation	-	0.8009	80.09%
Skin irritation	-	0.8330	83.30%
Skin corrosion	-	0.9878	98.78%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5915	59.15%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.6143	61.43%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.6838	68.38%
Acute Oral Toxicity (c)	III	0.5308	53.08%
Estrogen receptor binding	+	0.7344	73.44%
Androgen receptor binding	-	0.5633	56.33%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6390	63.90%
Aromatase binding	-	0.5667	56.67%
PPAR gamma	-	0.5410	54.10%
Honey bee toxicity	-	0.8285	82.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9481	94.81%

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	99.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.72%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.35%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	85.90%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.24%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	82.88%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	82.32%	91.19%
CHEMBL5028	O14672	ADAM10	81.83%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.42%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.39%	94.33%

Plants that contains it

• Senecio reicheanus

Cross-Links

• PubChem: 14830804
• LOTUS: LTS0113759
• wikiData: Q105172705