2-[4-[7-Hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol

Details

• Internal ID: f3a6a727-16e2-4e9d-8bde-88cb992388be
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[4-[7-hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)CCCO)O)CO)OC4C(C(C(CO4)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)CCCO)O)CO)OC4C(C(C(CO4)O)O)O
• InChI: InChI=1S/C24H30O10/c1-31-19-9-13(4-5-18(19)33-24-21(30)20(29)17(28)11-32-24)22-15(10-26)14-7-12(3-2-6-25)8-16(27)23(14)34-22/h4-5,7-9,15,17,20-22,24-30H,2-3,6,10-11H2,1H3
• InChI Key: QDWGYCCSJIYJAE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₀
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.18389715 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• 2-[4-[7-Hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol
• 2-[4-[7-hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzouran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5698	56.98%
Caco-2	-	0.8327	83.27%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6730	67.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8189	81.89%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6696	66.96%
P-glycoprotein inhibitior	-	0.5625	56.25%
P-glycoprotein substrate	+	0.6017	60.17%
CYP3A4 substrate	+	0.6807	68.07%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.9188	91.88%
CYP2C9 inhibition	-	0.8194	81.94%
CYP2C19 inhibition	-	0.8052	80.52%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	-	0.7985	79.85%
CYP2C8 inhibition	+	0.7651	76.51%
CYP inhibitory promiscuity	-	0.6885	68.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9370	93.70%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8027	80.27%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8933	89.33%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9003	90.03%
Acute Oral Toxicity (c)	III	0.7379	73.79%
Estrogen receptor binding	+	0.7840	78.40%
Androgen receptor binding	+	0.5746	57.46%
Thyroid receptor binding	+	0.5617	56.17%
Glucocorticoid receptor binding	+	0.5638	56.38%
Aromatase binding	-	0.5258	52.58%
PPAR gamma	+	0.5735	57.35%
Honey bee toxicity	-	0.7587	75.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5481	54.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.34%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.59%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.44%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.04%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.21%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.76%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.66%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.55%	91.49%
CHEMBL2535	P11166	Glucose transporter	89.24%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.20%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.24%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.76%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.24%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.15%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.71%	94.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.54%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.44%	90.00%

Plants that contains it

• Juniperus communis

Cross-Links

• PubChem: 22298417
• LOTUS: LTS0098159
• wikiData: Q105219005