2-(3,4-Dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-carboxylic acid

Details

• Internal ID: 6fb53f8b-571f-4068-9ea7-0164b2136ec4
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-carboxylic acid
• InChI: InChI=1S/C15H10O6/c16-10-3-1-7(5-12(10)18)13-6-9-8(15(19)20)2-4-11(17)14(9)21-13/h1-6,16-18H,(H,19,20)
• InChI Key: IRXOADZHNKJVKE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• 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	+	0.9811	98.11%
Caco-2	-	0.5262	52.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7514	75.14%
OATP2B1 inhibitior	-	0.5468	54.68%
OATP1B1 inhibitior	+	0.9643	96.43%
OATP1B3 inhibitior	+	0.8073	80.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8066	80.66%
P-glycoprotein inhibitior	-	0.9144	91.44%
P-glycoprotein substrate	-	0.9384	93.84%
CYP3A4 substrate	-	0.6541	65.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.7584	75.84%
CYP2C9 inhibition	+	0.7111	71.11%
CYP2C19 inhibition	-	0.6864	68.64%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	+	0.6834	68.34%
CYP2C8 inhibition	+	0.6271	62.71%
CYP inhibitory promiscuity	-	0.5678	56.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Warning	0.4726	47.26%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.9098	90.98%
Skin irritation	+	0.5655	56.55%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8503	85.03%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6167	61.67%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8390	83.90%
Acute Oral Toxicity (c)	II	0.3723	37.23%
Estrogen receptor binding	+	0.8888	88.88%
Androgen receptor binding	+	0.8981	89.81%
Thyroid receptor binding	+	0.5795	57.95%
Glucocorticoid receptor binding	+	0.9309	93.09%
Aromatase binding	+	0.8239	82.39%
PPAR gamma	+	0.8204	82.04%
Honey bee toxicity	-	0.8269	82.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9878	98.78%

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	97.11%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.51%	99.15%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	95.34%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.31%	81.11%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	94.03%	89.23%
CHEMBL1811	P34995	Prostanoid EP1 receptor	93.80%	95.71%
CHEMBL3194	P02766	Transthyretin	92.72%	90.71%
CHEMBL2581	P07339	Cathepsin D	89.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.77%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.96%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.50%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.95%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.77%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.13%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.55%	99.17%

Plants that contains it

• Heliotropium sarmentosum

Cross-Links

• PubChem: 141732624
• LOTUS: LTS0260988
• wikiData: Q105119288