Myricetin

Representations & DB's id
ChEBI:	CHEBI:18152
ChEMBL:	CHEMBL164
PubChem:	5281672
IUPAC:	3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
Standard InChI:	InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H
Standard InChI Key:	IKMDFBPHZNJCSN-UHFFFAOYSA-N
SMILES:	Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1cc(O)c(c(c1)O)O

Molecular propeties
AlogP:	1.69
Hydrogen bonds acceptors:	8
Hydrogen bonds donors:	6
Rotatable bonds:	1
Number of rings:	3
Molecular Weight:	318.04
Topological polar surface area:	148
Number of aromatic rings:	3
Fsp3:	0
Number of carbons:	15

Plant sources

Part of plant	Plant name	Ref.
Fruit	Vitis vinifera
Herba	Polygonum aviculare
Fruit	Punica granatum
Plant	Taraxacum officinale
Fruit	Ribes nigrum
Fruit Juice	Ribes nigrum
Plant	Thymus vulgaris
Flower	Crocus sativus
Plant	Eucalyptus maideni

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
Others	0 %	Serine/threonine-protein kinase PIM1	P11309
Others	0 %	Serine/threonine-protein kinase PIM1	P11309
IC50	29000 nM	Aldose reductase	P15121
IC50	560 nM	Glyoxalase I	Q04760
IC50	30200 nM	Salivary alpha-amylase	P04745
Others	79 %	Salivary alpha-amylase	P04745
IC50	11.9 ug/ml	DNA topoisomerase II alpha	P11388
IC50	10000 nM	Cytochrome P450 19A1	P11511
Ki	71000 nM	Butyrylcholinesterase	P06276
Ki	37800 nM	Acetylcholinesterase	P22303
IC50	150000 nM	Sialidase 2	Q9Y3R4
Potency	3162.3 nM	ATP-dependent DNA helicase Q1	P46063
Potency	891.3 nM	ATP-dependent DNA helicase Q1	P46063
Potency	4466.8 nM	ATP-dependent DNA helicase Q1	P46063
Potency	1412.5 nM	ATP-dependent DNA helicase Q1	P46063
Potency	7943.3 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	5011.9 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	7943.3 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	7079.5 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	2511.9 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	4466.8 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	31622.8 nM	Histone-lysine N-methyltransferase MLL	Q03164
Potency	7079.5 nM	DNA-(apurinic or apyrimidinic site) lyase	P27695
Potency	16481.6 nM	Serine/threonine-protein kinase mTOR	P42345
Potency	199.5 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	354.8 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	281.8 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	158.5 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	3981.1 nM	Cytochrome P450 2C19	P33261
Potency	19952.6 nM	Cytochrome P450 2C19	P33261
Potency	10000 nM	Cytochrome P450 2C19	P33261
Potency	10000 nM	Microtubule-associated protein tau	P10636
Potency	7079.5 nM	Microtubule-associated protein tau	P10636
Potency	1995.3 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	3548.1 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	12589.3 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	8912.5 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	84921.4 nM	Peripheral myelin protein 22	Q01453
Potency	2511.9 nM	Arachidonate 15-lipoxygenase	P16050
Potency	1584.9 nM	Arachidonate 15-lipoxygenase	P16050
Potency	2511.9 nM	Arachidonate 15-lipoxygenase	P16050
Potency	7943.3 nM	Microtubule-associated protein tau	P10636
Potency	15848.9 nM	Microtubule-associated protein tau	P10636
Potency	1995.3 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	23280.9 nM	Serine/threonine-protein kinase mTOR	P42345
Potency	14125.4 nM	Arachidonate 12-lipoxygenase	P18054
Potency	446.7 nM	Lethal(3)malignant brain tumor-like protein 1	Q9Y468
Potency	354.8 nM	DNA-(apurinic or apyrimidinic site) lyase	P27695
Potency	891.3 nM	ATP-dependent DNA helicase Q1	P46063
Potency	14125.4 nM	Bloom syndrome protein	P54132
Potency	1258.9 nM	Ubiquitin carboxyl-terminal hydrolase 2	O75604
Potency	7943.3 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	10000 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	12589.3 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	10000 nM	Thrombopoietin	P40225
Potency	158.5 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	125.9 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	199.5 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	12589.3 nM	Bloom syndrome protein	P54132
Potency	14125.4 nM	Bloom syndrome protein	P54132
Potency	14125.4 nM	Bloom syndrome protein	P54132
Potency	12589.3 nM	Bloom syndrome protein	P54132
Potency	25118.9 nM	Cytochrome P450 3A4	P08684
Potency	3981.1 nM	Cytochrome P450 3A4	P08684
Potency	19952.6 nM	Cytochrome P450 2D6	P10635
Potency	12589.3 nM	Cytochrome P450 3A4	P08684
Potency	12589.3 nM	Cytochrome P450 2C9	P11712
Potency	10000 nM	Cytochrome P450 2C9	P11712
Potency	199.5 nM	DNA polymerase beta	P06746
Potency	10000 nM	Cytochrome P450 2C9	P11712
Potency	25118.9 nM	Cytochrome P450 3A4	P08684
Potency	5211.9 nM	Ubiquitin carboxyl-terminal hydrolase 2	O75604
Potency	3981.1 nM	Cytochrome P450 3A4	P08684
Potency	10000 nM	Thrombopoietin	P40225
Potency	12589.3 nM	Cytochrome P450 3A4	P08684
Potency	25118.9 nM	Beta-glucocerebrosidase	P04062
Potency	39810.7 nM	Beta-glucocerebrosidase	P04062
Potency	3548.1 nM	Lysine-specific demethylase 4A	O75164
EC50	32300 nM	Alkaline phosphatase placental-like	P10696
Potency	8912.5 nM	Dopamine D1 receptor	P21728
IC50	2390 nM	DNA dC->dU-editing enzyme APOBEC-3G	Q9HC16
Potency	8436.8 nM	M-phase phosphoprotein 8	Q99549
Potency	6309.6 nM	M-phase phosphoprotein 8	Q99549
IC50	17500 nM	Probable DNA dC->dU-editing enzyme APOBEC-3A	P31941
EC50	100000 nM	Intestinal alkaline phosphatase	P09923
Potency	2818.4 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	1683.4 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	562.3 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	1995.3 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	14125.4 nM	Chromobox protein homolog 1	P83916
Potency	22387.2 nM	Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8
Potency	1995.3 nM	Arachidonate 15-lipoxygenase, type II	O15296
Potency	1258.9 nM	Arachidonate 15-lipoxygenase, type II	O15296
Potency	1258.9 nM	Arachidonate 15-lipoxygenase, type II	O15296
Potency	952.8 nM	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Q13526
IC50	33200 nM	Alkaline phosphatase, tissue-nonspecific isozyme	P05186
Potency	1500.3 nM	Flap endonuclease 1	P39748
IC50	24800 nM	Lymphocyte differentiation antigen CD38	P28907
IC50	560 nM	Glyoxalase I	Q04760
EC50	3020 nM	G-protein coupled receptor 35	Q9HC97
EC50	14700 nM	G-protein coupled receptor 35	Q9HC97
IC50	2120 nM	G-protein coupled receptor 35	Q9HC97
Others	9.2	G-protein coupled receptor 35	Q9HC97
Potency	3981.1 nM	Glutaminase kidney isoform, mitochondrial	O94925
Potency	19952.6 nM	Ataxin-2	Q99700
Potency	14125.4 nM	Ataxin-2	Q99700
Potency	1122 nM	Werner syndrome ATP-dependent helicase	Q14191
EC50	54000 nM	Tyrosine-protein kinase SYK	P43405
IC50	11.9 ug/ml	DNA topoisomerase II alpha	P11388
IC50	11.9 ug/ml	DNA topoisomerase I	P11387
IC50	390 nM	DNA topoisomerase II alpha	P11388
IC50	2800 nM	Beta-secretase 1	P56817
IC50	12 nM	Acetylcholinesterase	P22303
IC50	1690 nM	Tyrosine-protein kinase receptor FLT3	P36888
IC50	1200 nM	Microtubule-associated protein tau	P10636
IC50	13500 nM	Heat shock protein HSP 90-beta	P08238
IC50	37150 nM	Dipeptidyl peptidase IV	P27487
IC50	3000 nM	Lysine-specific demethylase 4D-like	B2RXH2
IC50	3000 nM	Beta amyloid A4 protein	P05067
IC50	3000 nM	Microtubule-associated protein tau	P10636
IC50	4720 nM	PI3-kinase p110-gamma subunit	P48736
IC50	320 nM	DNA-(apurinic or apyrimidinic site) lyase	P27695
Others	36 %	DNA-3-methyladenine glycosylase	P29372
Others	50 %	Xanthine dehydrogenase	P47989
IC50	23000 nM	Death-associated protein kinase 1	P53355
Others	93.2 %	Isocitrate dehydrogenase [NADP] cytoplasmic	O75874
Others	95.5 %	Isocitrate dehydrogenase [NADP] cytoplasmic	O75874
IC50	15100 nM	Beta amyloid A4 protein	P05067

Myricetin

Representations & DB's id

Molecular propeties

Plant sources

In vitro data