Methyl 4-methoxy-3,6-dioxo-2-(2,3,4-trimethoxy-6-methylphenyl)cyclohexa-1,4-diene-1-carboxylate

Details

• Internal ID: c42f5f8c-a870-46d7-b353-fa08e408f32c
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl 4-methoxy-3,6-dioxo-2-(2,3,4-trimethoxy-6-methylphenyl)cyclohexa-1,4-diene-1-carboxylate
• SMILES (Canonical): CC1=CC(=C(C(=C1C2=C(C(=O)C=C(C2=O)OC)C(=O)OC)OC)OC)OC
• SMILES (Isomeric): CC1=CC(=C(C(=C1C2=C(C(=O)C=C(C2=O)OC)C(=O)OC)OC)OC)OC
• InChI: InChI=1S/C19H20O8/c1-9-7-12(24-3)17(25-4)18(26-5)13(9)15-14(19(22)27-6)10(20)8-11(23-2)16(15)21/h7-8H,1-6H3
• InChI Key: YYQIIYFULSWCHH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₈
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.11581759 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8677	86.77%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8506	85.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4688	46.88%
P-glycoprotein substrate	-	0.8374	83.74%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.7317	73.17%
CYP2C9 inhibition	-	0.8012	80.12%
CYP2C19 inhibition	+	0.7492	74.92%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	+	0.7208	72.08%
CYP2C8 inhibition	+	0.6540	65.40%
CYP inhibitory promiscuity	+	0.7777	77.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7385	73.85%
Carcinogenicity (trinary)	Non-required	0.4960	49.60%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.6095	60.95%
Skin irritation	-	0.8161	81.61%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4016	40.16%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.5629	56.29%
Acute Oral Toxicity (c)	IV	0.4229	42.29%
Estrogen receptor binding	+	0.8320	83.20%
Androgen receptor binding	-	0.5214	52.14%
Thyroid receptor binding	+	0.5859	58.59%
Glucocorticoid receptor binding	+	0.6544	65.44%
Aromatase binding	-	0.5155	51.55%
PPAR gamma	+	0.6247	62.47%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2535	P11166	Glucose transporter	92.60%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.50%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.57%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.53%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.94%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.60%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.12%	94.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.29%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.25%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.18%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.06%	96.09%

Plants that contains it

• Calanthe arisanensis

Cross-Links

• PubChem: 44577548
• LOTUS: LTS0064881
• wikiData: Q105368859