Quercetin 3-glucuronide

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	e16e723c-faa7-403a-a3e4-317d6272513b
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-3-O-glucuronides
IUPAC Name	6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)	C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
InChI	InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)
InChI Key	DUBCCGAQYVUYEU-UHFFFAOYSA-N
Popularity	33 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₁₈O₁₃
Molecular Weight	478.40 g/mol
Exact Mass	478.07474062 g/mol
Topological Polar Surface Area (TPSA)	224.00 Å²
XlogP	0.60
Atomic LogP (AlogP)	-0.45
H-Bond Acceptor	12
H-Bond Donor	8
Rotatable Bonds	4

Synonyms

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6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

C21H18O13

C21-H18-O13

Quercetin 3-O-glucuronide;Quercetin 3-glucuronide

MLS000563480

Quercetin 3-O-b-D-glucuronide

SCHEMBL3733460

CHEMBL1506682

HMS2223E09

(2S,3S,4S,5R)-6-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxy-tetrahydro-2H-pyran-2-carboxylic acid

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.7086	70.86%
Caco-2	-	0.9063	90.63%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	+	0.5976	59.76%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6936	69.36%
P-glycoprotein inhibitior	-	0.5878	58.78%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	0.8166	81.66%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.7354	73.54%
CYP2C9 inhibition	-	0.7205	72.05%
CYP2C19 inhibition	-	0.8328	83.28%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.7704	77.04%
CYP2C8 inhibition	+	0.9506	95.06%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7522	75.22%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4868	48.68%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5343	53.43%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8471	84.71%
Acute Oral Toxicity (c)	II	0.4816	48.16%
Estrogen receptor binding	+	0.6466	64.66%
Androgen receptor binding	+	0.7800	78.00%
Thyroid receptor binding	-	0.5954	59.54%
Glucocorticoid receptor binding	+	0.5990	59.90%
Aromatase binding	-	0.6169	61.69%
PPAR gamma	+	0.5777	57.77%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9599	95.99%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	8912.5 nM	Potency	via CMAUP
CHEMBL5573	P09923	Intestinal alkaline phosphatase	891 nM 891 nM 3150 nM	IC50 IC50 IC50	via Super-PRED via CMAUP via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	4466.8 nM	Potency	via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	3981.1 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	11220.2 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	12589.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.65%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.48%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.19%	95.64%
CHEMBL3194	P02766	Transthyretin	95.03%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.90%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.55%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.43%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.42%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.30%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.61%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.14%	90.71%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.33%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.84%	94.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.17%	96.00%

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.