2-[6-O-[(E)-3,5-Dimethoxy-4-hydroxycinnamoyl]-beta-D-glucopyranosyloxy]-4-allyl-6-methoxyphenol

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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	53aefe6b-9fee-447f-88a3-ba6d120a879a
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name	[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-3-methoxy-5-prop-2-enylphenoxy)oxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical)	COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3O)OC)CC=C)O)O)O
SMILES (Isomeric)	COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=CC(=C3O)OC)CC=C)O)O)O
InChI	InChI=1S/C27H32O12/c1-5-6-14-9-18(36-4)23(30)19(12-14)38-27-26(33)25(32)24(31)20(39-27)13-37-21(28)8-7-15-10-16(34-2)22(29)17(11-15)35-3/h5,7-12,20,24-27,29-33H,1,6,13H2,2-4H3/b8-7+/t20-,24-,25+,26-,27-/m1/s1
InChI Key	OMQYRPLKROLHII-CPFMWJBESA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₃₂O₁₂
Molecular Weight	548.50 g/mol
Exact Mass	548.18937645 g/mol
Topological Polar Surface Area (TPSA)	174.00 Å²
XlogP	2.10
Atomic LogP (AlogP)	1.30
H-Bond Acceptor	12
H-Bond Donor	5
Rotatable Bonds	11

Synonyms

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2-[6-O-[(E)-3,5-Dimethoxy-4-hydroxycinnamoyl]-beta-D-glucopyranosyloxy]-4-allyl-6-methoxyphenol

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	-	0.5876	58.76%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6448	64.48%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.7838	78.38%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8319	83.19%
P-glycoprotein inhibitior	+	0.6245	62.45%
P-glycoprotein substrate	-	0.7360	73.60%
CYP3A4 substrate	+	0.6297	62.97%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	+	0.5105	51.05%
CYP2C9 inhibition	-	0.8289	82.89%
CYP2C19 inhibition	-	0.7854	78.54%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	-	0.7846	78.46%
CYP2C8 inhibition	+	0.7588	75.88%
CYP inhibitory promiscuity	-	0.6165	61.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7434	74.34%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.8398	83.98%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7205	72.05%
Micronuclear	+	0.6466	64.66%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8465	84.65%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8765	87.65%
Acute Oral Toxicity (c)	III	0.7099	70.99%
Estrogen receptor binding	+	0.8424	84.24%
Androgen receptor binding	-	0.5813	58.13%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	+	0.7389	73.89%
Aromatase binding	+	0.5367	53.67%
PPAR gamma	+	0.6936	69.36%
Honey bee toxicity	-	0.7594	75.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9622	96.22%

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	98.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.47%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.41%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.13%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.66%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.23%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.90%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.22%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.95%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.63%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.46%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.55%	96.61%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.27%	97.88%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.04%	89.34%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.38%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.14%	96.90%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.21%	89.62%
CHEMBL5255	O00206	Toll-like receptor 4	80.05%	92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.