2-(1,3-Benzodioxol-5-yl)-5-(3-hydroxypropyl)-1-benzofuran-7-ol

Details

• Internal ID: 7cf56b4b-ea82-4dc1-b0e0-e69a05973e4e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(1,3-benzodioxol-5-yl)-5-(3-hydroxypropyl)-1-benzofuran-7-ol
• InChI: InChI=1S/C18H16O5/c19-5-1-2-11-6-13-9-16(23-18(13)14(20)7-11)12-3-4-15-17(8-12)22-10-21-15/h3-4,6-9,19-20H,1-2,5,10H2
• InChI Key: KDKDDLPCQDOMGK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	+	0.4883	48.83%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7768	77.68%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6183	61.83%
P-glycoprotein inhibitior	+	0.6384	63.84%
P-glycoprotein substrate	-	0.8231	82.31%
CYP3A4 substrate	+	0.5146	51.46%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.6940	69.40%
CYP3A4 inhibition	-	0.6600	66.00%
CYP2C9 inhibition	-	0.6918	69.18%
CYP2C19 inhibition	-	0.6179	61.79%
CYP2D6 inhibition	-	0.7072	70.72%
CYP1A2 inhibition	-	0.6110	61.10%
CYP2C8 inhibition	+	0.6019	60.19%
CYP inhibitory promiscuity	-	0.5264	52.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4173	41.73%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.5551	55.51%
Skin irritation	-	0.7549	75.49%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8106	81.06%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.5279	52.79%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7627	76.27%
Acute Oral Toxicity (c)	III	0.6757	67.57%
Estrogen receptor binding	+	0.9540	95.40%
Androgen receptor binding	+	0.8615	86.15%
Thyroid receptor binding	+	0.7605	76.05%
Glucocorticoid receptor binding	+	0.8401	84.01%
Aromatase binding	+	0.9183	91.83%
PPAR gamma	+	0.9002	90.02%
Honey bee toxicity	-	0.8651	86.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.3762	37.62%

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	98.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.67%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.71%	96.77%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.86%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.77%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.01%	96.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.01%	85.30%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.46%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.70%	95.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.75%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	82.66%	94.73%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.56%	80.96%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.24%	96.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.86%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.73%	96.09%

Plants that contains it

• Styrax hookeri

Cross-Links

• PubChem: 11709390
• LOTUS: LTS0148115
• wikiData: Q105139183