2-(2,6-Dihydroxy-4-methoxyphenyl)-5,6-dihydroxy-1-benzofuran-3-carboxylic acid

Details

• Internal ID: d06505e4-19f3-4deb-a552-bcb368f9c130
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(2,6-dihydroxy-4-methoxyphenyl)-5,6-dihydroxy-1-benzofuran-3-carboxylic acid
• InChI: InChI=1S/C16H12O8/c1-23-6-2-10(19)14(11(20)3-6)15-13(16(21)22)7-4-8(17)9(18)5-12(7)24-15/h2-5,17-20H,1H3,(H,21,22)
• InChI Key: ZWCDJXJONACMCM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₈
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.05321734 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9550	95.50%
Caco-2	-	0.7593	75.93%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6550	65.50%
OATP2B1 inhibitior	-	0.5466	54.66%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8344	83.44%
P-glycoprotein inhibitior	-	0.7549	75.49%
P-glycoprotein substrate	-	0.9017	90.17%
CYP3A4 substrate	-	0.5562	55.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	+	0.5404	54.04%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5050	50.50%
CYP2D6 inhibition	-	0.8827	88.27%
CYP1A2 inhibition	+	0.6097	60.97%
CYP2C8 inhibition	+	0.5459	54.59%
CYP inhibitory promiscuity	+	0.7279	72.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4148	41.48%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.8249	82.49%
Skin irritation	-	0.6677	66.77%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8675	86.75%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5643	56.43%
skin sensitisation	-	0.8807	88.07%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5778	57.78%
Acute Oral Toxicity (c)	III	0.5093	50.93%
Estrogen receptor binding	+	0.8408	84.08%
Androgen receptor binding	+	0.8358	83.58%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.8870	88.70%
Aromatase binding	+	0.6491	64.91%
PPAR gamma	+	0.8832	88.32%
Honey bee toxicity	-	0.9002	90.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9686	96.86%

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	98.46%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.39%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.62%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.58%	99.17%
CHEMBL3194	P02766	Transthyretin	87.25%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.19%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.05%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.03%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.48%	94.42%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.51%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	82.86%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.85%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.83%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.43%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.13%	86.33%

Plants that contains it

• Mnium hornum

Cross-Links

• PubChem: 12444938
• LOTUS: LTS0124864
• wikiData: Q105384815