5-[5-[(2R)-2,3-dihydroxy-3-methylbutyl]-6-hydroxy-1-benzofuran-2-yl]benzene-1,3-diol

Details

• Internal ID: 89f7f18f-8571-42ce-b0b7-0747630348d9
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[5-[(2R)-2,3-dihydroxy-3-methylbutyl]-6-hydroxy-1-benzofuran-2-yl]benzene-1,3-diol
• InChI: InChI=1S/C19H20O6/c1-19(2,24)18(23)7-10-3-11-6-16(25-17(11)9-15(10)22)12-4-13(20)8-14(21)5-12/h3-6,8-9,18,20-24H,7H2,1-2H3/t18-/m1/s1
• InChI Key: TYECGXQALROZJT-GOSISDBHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	-	0.6001	60.01%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6473	64.73%
OATP2B1 inhibitior	+	0.5763	57.63%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8741	87.41%
P-glycoprotein inhibitior	-	0.8032	80.32%
P-glycoprotein substrate	-	0.7285	72.85%
CYP3A4 substrate	-	0.5065	50.65%
CYP2C9 substrate	-	0.5676	56.76%
CYP2D6 substrate	-	0.6640	66.40%
CYP3A4 inhibition	-	0.8505	85.05%
CYP2C9 inhibition	-	0.7642	76.42%
CYP2C19 inhibition	-	0.7141	71.41%
CYP2D6 inhibition	-	0.8777	87.77%
CYP1A2 inhibition	-	0.6930	69.30%
CYP2C8 inhibition	+	0.5480	54.80%
CYP inhibitory promiscuity	-	0.5689	56.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5030	50.30%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8759	87.59%
Skin irritation	-	0.7356	73.56%
Skin corrosion	-	0.8713	87.13%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7560	75.60%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.5542	55.42%
skin sensitisation	-	0.7713	77.13%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6456	64.56%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	+	0.9208	92.08%
Androgen receptor binding	+	0.6369	63.69%
Thyroid receptor binding	+	0.7930	79.30%
Glucocorticoid receptor binding	+	0.8398	83.98%
Aromatase binding	+	0.7707	77.07%
PPAR gamma	+	0.8913	89.13%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9638	96.38%

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	98.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.83%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.90%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.38%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.04%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.76%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.15%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.61%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.79%	96.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.65%	97.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.23%	90.71%
CHEMBL4581	P52732	Kinesin-like protein 1	80.01%	93.18%

Plants that contains it

• Morus mesozygia

Cross-Links

• PubChem: 163019038
• LOTUS: LTS0020229
• wikiData: Q105267268