2-(3,5-Dihydroxyphenyl)-1-benzofuran-5,6-diol

Details

• Internal ID: f8241989-4f07-4199-952f-42c4ed5e9e0b
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3,5-dihydroxyphenyl)-1-benzofuran-5,6-diol
• InChI: InChI=1S/C14H10O5/c15-9-1-7(2-10(16)5-9)13-4-8-3-11(17)12(18)6-14(8)19-13/h1-6,15-18H
• InChI Key: FDARKUSEVNCTHK-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.05282342 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• Alfafuran
• SCHEMBL29216611
• SCHEMBL30879576
• DTXSID301268597
• BDBM50083072
• 156098-99-6
• 2-(3,5-Dihydroxyphenyl)-5,6-benzofurandiol
• 2-(3',5'-dihydroxyphenyl)-5,6-dihydroxybenzofuran
• 2-(3,5-Dihydroxyphenyl)-5,6-benzofurandiol, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9571	95.71%
Caco-2	+	0.6196	61.96%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5331	53.31%
OATP2B1 inhibitior	-	0.6920	69.20%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7437	74.37%
P-glycoprotein inhibitior	-	0.8689	86.89%
P-glycoprotein substrate	-	0.9314	93.14%
CYP3A4 substrate	-	0.6319	63.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6842	68.42%
CYP3A4 inhibition	-	0.6131	61.31%
CYP2C9 inhibition	+	0.5935	59.35%
CYP2C19 inhibition	-	0.7359	73.59%
CYP2D6 inhibition	-	0.8731	87.31%
CYP1A2 inhibition	+	0.8808	88.08%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.8440	84.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Warning	0.4235	42.35%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.9920	99.20%
Skin irritation	+	0.5240	52.40%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6102	61.02%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5958	59.58%
skin sensitisation	-	0.7043	70.43%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5765	57.65%
Acute Oral Toxicity (c)	III	0.3644	36.44%
Estrogen receptor binding	+	0.8915	89.15%
Androgen receptor binding	+	0.6751	67.51%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.7506	75.06%
Aromatase binding	+	0.8637	86.37%
PPAR gamma	+	0.8511	85.11%
Honey bee toxicity	-	0.8832	88.32%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9554	95.54%

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	97.71%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.08%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.25%	94.00%
CHEMBL3194	P02766	Transthyretin	85.19%	90.71%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 90703276
• NPASS: NPC125300
• LOTUS: LTS0236534
• wikiData: Q104993482