methyl (2E)-2-(7,8-dihydroxy-1,5-dioxofuro[3,4-c]isochromen-3-ylidene)-2-(3,4-dihydroxyphenyl)acetate

Details

• Internal ID: 65798437-f627-46eb-8ab3-1dc18aaa7caf
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: methyl (2E)-2-(7,8-dihydroxy-1,5-dioxofuro[3,4-c]isochromen-3-ylidene)-2-(3,4-dihydroxyphenyl)acetate
• SMILES (Canonical): COC(=O)C(=C1C2=C(C3=CC(=C(C=C3C(=O)O2)O)O)C(=O)O1)C4=CC(=C(C=C4)O)O
• SMILES (Isomeric): COC(=O)/C(=C/1\C2=C(C3=CC(=C(C=C3C(=O)O2)O)O)C(=O)O1)/C4=CC(=C(C=C4)O)O
• InChI: InChI=1S/C20H12O10/c1-28-19(26)14(7-2-3-10(21)11(22)4-7)16-17-15(20(27)30-16)8-5-12(23)13(24)6-9(8)18(25)29-17/h2-6,21-24H,1H3/b16-14+
• InChI Key: IOSOZXURFAOWST-JQIJEIRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₁₀
• Molecular Weight: 412.30 g/mol
• Exact Mass: 412.04304658 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9615	96.15%
Caco-2	-	0.7964	79.64%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7582	75.82%
OATP2B1 inhibitior	-	0.5633	56.33%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5551	55.51%
P-glycoprotein inhibitior	-	0.5360	53.60%
P-glycoprotein substrate	-	0.7654	76.54%
CYP3A4 substrate	+	0.5494	54.94%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.5622	56.22%
CYP2C9 inhibition	+	0.6948	69.48%
CYP2C19 inhibition	+	0.8680	86.80%
CYP2D6 inhibition	-	0.8167	81.67%
CYP1A2 inhibition	+	0.6592	65.92%
CYP2C8 inhibition	+	0.6943	69.43%
CYP inhibitory promiscuity	+	0.6567	65.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.6094	60.94%
Eye corrosion	-	0.9836	98.36%
Eye irritation	+	0.5563	55.63%
Skin irritation	-	0.6896	68.96%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5704	57.04%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.7631	76.31%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4567	45.67%
Acute Oral Toxicity (c)	III	0.4124	41.24%
Estrogen receptor binding	+	0.8681	86.81%
Androgen receptor binding	+	0.8623	86.23%
Thyroid receptor binding	-	0.5364	53.64%
Glucocorticoid receptor binding	+	0.7311	73.11%
Aromatase binding	-	0.5819	58.19%
PPAR gamma	+	0.7166	71.66%
Honey bee toxicity	-	0.8924	89.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.67%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.47%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.29%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	89.46%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.60%	99.23%
CHEMBL4208	P20618	Proteasome component C5	88.11%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.49%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.86%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.36%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24938904
• LOTUS: LTS0245219
• wikiData: Q105116853