[2beta-(4-Hydroxy-3-methoxyphenyl)-5-(3-hydroxy-1-propenyl)-7-methoxy-2,3-dihydrobenzofuran-3alpha-yl]methyl beta-D-glucopyranoside

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	7e33277f-6c5c-4dfd-8b7d-e930b82cc566
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	(2R,3R,4S,5S,6R)-2-[[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)	COC1=CC(=CC2=C1OC(C2COC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)O)OC)C=CCO
SMILES (Isomeric)	COC1=CC(=CC2=C1O[C@H]([C@@H]2CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C=C4)O)OC)/C=C/CO
InChI	InChI=1S/C26H32O11/c1-33-18-10-14(5-6-17(18)29)24-16(12-35-26-23(32)22(31)21(30)20(11-28)36-26)15-8-13(4-3-7-27)9-19(34-2)25(15)37-24/h3-6,8-10,16,20-24,26-32H,7,11-12H2,1-2H3/b4-3+/t16-,20-,21-,22+,23-,24+,26-/m1/s1
InChI Key	HCCQMPYJVVKWJT-AQRJENMISA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₃₂O₁₁
Molecular Weight	520.50 g/mol
Exact Mass	520.19446183 g/mol
Topological Polar Surface Area (TPSA)	168.00 Å²
XlogP	0.30
Atomic LogP (AlogP)	0.45
H-Bond Acceptor	11
H-Bond Donor	6
Rotatable Bonds	9

Synonyms

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[2beta-(4-Hydroxy-3-methoxyphenyl)-5-(3-hydroxy-1-propenyl)-7-methoxy-2,3-dihydrobenzofuran-3alpha-yl]methyl beta-D-glucopyranoside

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5971	59.71%
Caco-2	-	0.8348	83.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6141	61.41%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8160	81.60%
OATP1B3 inhibitior	+	0.9744	97.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8228	82.28%
P-glycoprotein inhibitior	-	0.5146	51.46%
P-glycoprotein substrate	-	0.7448	74.48%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	0.8137	81.37%
CYP2D6 substrate	-	0.8014	80.14%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.8087	80.87%
CYP2C19 inhibition	-	0.7157	71.57%
CYP2D6 inhibition	-	0.8635	86.35%
CYP1A2 inhibition	-	0.8855	88.55%
CYP2C8 inhibition	+	0.7312	73.12%
CYP inhibitory promiscuity	+	0.6891	68.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9375	93.75%
Skin irritation	-	0.8307	83.07%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8497	84.97%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6799	67.99%
Acute Oral Toxicity (c)	III	0.6909	69.09%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.6135	61.35%
Thyroid receptor binding	+	0.6100	61.00%
Glucocorticoid receptor binding	+	0.6617	66.17%
Aromatase binding	+	0.5388	53.88%
PPAR gamma	-	0.4863	48.63%
Honey bee toxicity	-	0.7882	78.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8550	85.50%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.64%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.39%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.70%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.61%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.38%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.85%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.66%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.73%	97.09%
CHEMBL3194	P02766	Transthyretin	86.40%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.15%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.40%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.37%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.17%	91.49%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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