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

Details

• Internal ID: d5a72db5-6acb-40ee-946f-218624400f05
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 3-acetyloxy-4-(2-methylbutanoyloxy)-5-(3-methylpentanoyloxy)cyclohexene-1-carboxylate
• SMILES (Canonical): CCC(C)CC(=O)OC1CC(=CC(C1OC(=O)C(C)CC)OC(=O)C)C(=O)OC
• SMILES (Isomeric): CCC(C)CC(=O)OC1CC(=CC(C1OC(=O)C(C)CC)OC(=O)C)C(=O)OC
• InChI: InChI=1S/C21H32O8/c1-7-12(3)9-18(23)28-17-11-15(21(25)26-6)10-16(27-14(5)22)19(17)29-20(24)13(4)8-2/h10,12-13,16-17,19H,7-9,11H2,1-6H3
• InChI Key: AWFAFKMQWUSBCN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₈
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.20971797 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.5757	57.57%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7657	76.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8362	83.62%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8933	89.33%
P-glycoprotein inhibitior	+	0.6864	68.64%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.9103	91.03%
CYP3A4 inhibition	-	0.8651	86.51%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.6306	63.06%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.8761	87.61%
CYP2C8 inhibition	-	0.7460	74.60%
CYP inhibitory promiscuity	-	0.8554	85.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7186	71.86%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9688	96.88%
Eye irritation	-	0.8586	85.86%
Skin irritation	-	0.7882	78.82%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6012	60.12%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6303	63.03%
skin sensitisation	-	0.7347	73.47%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.5369	53.69%
Acute Oral Toxicity (c)	III	0.4987	49.87%
Estrogen receptor binding	+	0.6627	66.27%
Androgen receptor binding	-	0.5329	53.29%
Thyroid receptor binding	-	0.4949	49.49%
Glucocorticoid receptor binding	+	0.6981	69.81%
Aromatase binding	-	0.5650	56.50%
PPAR gamma	+	0.5285	52.85%
Honey bee toxicity	-	0.8247	82.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	99.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.06%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.36%	90.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.33%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.16%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	85.47%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.90%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	83.56%	91.19%
CHEMBL5028	O14672	ADAM10	82.19%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.21%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.88%	95.89%

Plants that contains it

• Senecio reicheanus

Cross-Links

• PubChem: 14830806
• LOTUS: LTS0012916
• wikiData: Q104920012