2-(3,4-Dihydroxyphenyl)-4,6-dihydroxy-2-methoxybenzofuran-3-one

Details

• Internal ID: 63444feb-0208-44e9-be2b-1de7a5390850
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-4,6-dihydroxy-2-methoxy-1-benzofuran-3-one
• InChI: InChI=1S/C15H12O7/c1-21-15(7-2-3-9(17)10(18)4-7)14(20)13-11(19)5-8(16)6-12(13)22-15/h2-6,16-19H,1H3
• InChI Key: LMUQMEDGLAEQEK-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 2-(3,4-dihydroxyphenyl)-4,6-dihydroxy-2-methoxybenzofuran-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9218	92.18%
Caco-2	-	0.5982	59.82%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6805	68.05%
OATP2B1 inhibitior	-	0.5665	56.65%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7263	72.63%
P-glycoprotein inhibitior	-	0.9178	91.78%
P-glycoprotein substrate	-	0.9495	94.95%
CYP3A4 substrate	+	0.5086	50.86%
CYP2C9 substrate	-	0.8166	81.66%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	+	0.6243	62.43%
CYP2C9 inhibition	-	0.5687	56.87%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.7348	73.48%
CYP2C8 inhibition	+	0.6115	61.15%
CYP inhibitory promiscuity	+	0.6193	61.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4093	40.93%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.9537	95.37%
Skin irritation	-	0.6775	67.75%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8295	82.95%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6157	61.57%
skin sensitisation	-	0.8921	89.21%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6652	66.52%
Acute Oral Toxicity (c)	III	0.5307	53.07%
Estrogen receptor binding	+	0.8186	81.86%
Androgen receptor binding	+	0.8061	80.61%
Thyroid receptor binding	+	0.6876	68.76%
Glucocorticoid receptor binding	+	0.8683	86.83%
Aromatase binding	+	0.7570	75.70%
PPAR gamma	+	0.6905	69.05%
Honey bee toxicity	-	0.7475	74.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9691	96.91%

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	99.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.20%	91.49%
CHEMBL3194	P02766	Transthyretin	89.77%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.62%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.54%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.14%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.39%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.09%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.19%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.26%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.71%	96.09%

Plants that contains it

• Allium cepa

Cross-Links

• PubChem: 51136531
• LOTUS: LTS0273998
• wikiData: Q105154151