Myricetin 3-O-glucuronide

Details

• Internal ID: def46682-9fe1-47d6-a0d9-a5661a5472dd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-3-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O
• InChI: InChI=1S/C21H18O14/c22-6-3-7(23)11-10(4-6)33-17(5-1-8(24)12(26)9(25)2-5)18(13(11)27)34-21-16(30)14(28)15(29)19(35-21)20(31)32/h1-4,14-16,19,21-26,28-30H,(H,31,32)/t14-,15-,16+,19-,21+/m0/s1
• InChI Key: MBWOCQLTCWTIJE-ZUGPOPFOSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₁₄
• Molecular Weight: 494.40 g/mol
• Exact Mass: 494.06965524 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 0.30

Synonyms

• 77363-65-6
• Myricetin-3-O-beta-D-glucuronide
• CHEMBL458470
• CHEBI:75807
• (2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SCHEMBL9163753
• DTXSID00228085
• BDBM50269642
• myricetin 3-O-beta-D-glucoronopyranoside
• myricetin 3-O-beta-D-glucopyranosiduronic acid
• Q27145557
• 3-(beta-D-Glucopyranuronosyloxy)-3',4',5,5',7-pentahydroxyflavone
• 5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl beta-D-glucopyranosiduronic acid
• beta-D-Glucopyranosiduronic acid, 5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-3-yl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL221	P23219	Cyclooxygenase-1	10000 nM	IC50	PMID: 16038536
CHEMBL230	P35354	Cyclooxygenase-2	8000 nM	IC50	PMID: 16038536

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.53%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.18%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.55%	89.00%
CHEMBL3194	P02766	Transthyretin	95.98%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	95.25%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.73%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.22%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.08%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.26%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.00%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.61%	94.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.86%	97.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.46%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.19%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.77%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.12%	97.36%
CHEMBL4530	P00488	Coagulation factor XIII	81.67%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.63%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.38%	94.45%

Plants that contains it

• Ajuga genevensis
• Boronia pinnata
• Cleistanthus indochinensis
• Cleome spinosa
• Cyclocarya paliurus
• Cyrtomium falcatum
• Elymus repens
• Epilobium hirsutum
• Glochidion sphaerogynum
• Melaleuca quinquenervia
• Nelumbo nucifera
• Pinguicula vulgaris
• Pistacia weinmannifolia
• Polygonum aviculare
• Pongamiopsis pervilleana
• Potentilla anserina
• Semialarium mexicanum

Cross-Links

• PubChem: 5487413
• NPASS: NPC138927
• ChEMBL: CHEMBL458470
• LOTUS: LTS0016453
• wikiData: Q27145557