2-[3-[2-(1,3-Benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: b362a9cd-51c4-41f9-83da-6053a36322b8
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC2=C1OC(=C2)C3=CC4=C(C=C3)OCO4)CCCOC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(=C2)C3=CC4=C(C=C3)OCO4)CCCOC5C(C(C(C(O5)CO)O)O)O
• InChI: InChI=1S/C25H28O10/c1-30-19-8-13(3-2-6-31-25-23(29)22(28)21(27)20(11-26)35-25)7-15-10-17(34-24(15)19)14-4-5-16-18(9-14)33-12-32-16/h4-5,7-10,20-23,25-29H,2-3,6,11-12H2,1H3
• InChI Key: RAMYDZNQLYKTGB-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₀
• Molecular Weight: 488.50 g/mol
• Exact Mass: 488.16824709 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4780	47.80%
Caco-2	-	0.8310	83.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6982	69.82%
OATP2B1 inhibitior	-	0.7242	72.42%
OATP1B1 inhibitior	+	0.8560	85.60%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7808	78.08%
P-glycoprotein inhibitior	+	0.6159	61.59%
P-glycoprotein substrate	-	0.5768	57.68%
CYP3A4 substrate	+	0.6579	65.79%
CYP2C9 substrate	-	0.6126	61.26%
CYP2D6 substrate	-	0.7590	75.90%
CYP3A4 inhibition	-	0.7303	73.03%
CYP2C9 inhibition	-	0.7015	70.15%
CYP2C19 inhibition	-	0.6920	69.20%
CYP2D6 inhibition	-	0.7925	79.25%
CYP1A2 inhibition	-	0.7788	77.88%
CYP2C8 inhibition	+	0.7722	77.22%
CYP inhibitory promiscuity	+	0.6201	62.01%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5114	51.14%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9534	95.34%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8801	88.01%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.8177	81.77%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8535	85.35%
Acute Oral Toxicity (c)	III	0.7308	73.08%
Estrogen receptor binding	+	0.8590	85.90%
Androgen receptor binding	+	0.6785	67.85%
Thyroid receptor binding	+	0.6098	60.98%
Glucocorticoid receptor binding	+	0.6655	66.55%
Aromatase binding	+	0.6704	67.04%
PPAR gamma	+	0.6834	68.34%
Honey bee toxicity	-	0.7459	74.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4660	46.60%

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	98.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.89%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.69%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.37%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.31%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.29%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.58%	97.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.93%	85.30%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.49%	95.78%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.13%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.12%	96.00%
CHEMBL5747	Q92793	CREB-binding protein	85.80%	95.12%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.61%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.53%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.05%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.49%	94.73%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.64%	96.09%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.61%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.58%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.47%	90.71%
CHEMBL3438	Q05513	Protein kinase C zeta	80.17%	88.48%

Plants that contains it

• Styrax ferrugineus
• Styrax obassia

Cross-Links

• PubChem: 14018771
• LOTUS: LTS0156547
• wikiData: Q104196416