Myricetin 3'-glucoside

Details

• Internal ID: b03610ee-f88f-4c50-a689-91fbb04f0213
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,5,7-trihydroxychromen-4-one
• InChI: InChI=1S/C21H20O13/c22-5-12-15(27)17(29)19(31)21(34-12)33-11-2-6(1-9(25)14(11)26)20-18(30)16(28)13-8(24)3-7(23)4-10(13)32-20/h1-4,12,15,17,19,21-27,29-31H,5H2/t12-,15-,17+,19-,21-/m1/s1
• InChI Key: ZJYAVUPWMNHHEU-GFOOFYSOSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₃
• Molecular Weight: 480.40 g/mol
• Exact Mass: 480.09039069 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 4

Synonyms

• 520-14-9
• Myricetin 3'-glucoside
• 3'-(Glucopyranosyloxy)-3,4',5,5',7-pentahydroxyflavone
• CVP4FT8CF7
• 2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,5,7-trihydroxychromen-4-one
• DTXSID80199961
• 2-(3,4-dihydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)-3,5,7-trihydroxychromen-4-one
• RefChem:926316
• DTXCID40122452
• myricetin 3'-O-beta-D-glucopyranoside
• 4H-1-Benzopyran-4-one, 2-(3-(beta-D-glucopyranosyloxy)-4,5-dihydroxyphenyl)-3,5,7-trihydroxy-
• BRN 0069547
• 4H-1-Benzopyran-4-one, 2-[3-(beta-D-glucopyranosyloxy)-4,5-dihydroxyphenyl]-3,5,7-trihydroxy-
• 4-18-00-03597 (Beilstein Handbook Reference)
• orb1679981
• SCHEMBL30578159
• CHEBI:75816
• Flavone, 3'-(glucopyranosyloxy)-3,4',5,5',7-pentahydroxy-
• HY-N7905
• AKOS040763772
• FS-8365
• DA-62027
• CS-0138781
• H50608
• 3,4',5,5',7-Pentahydroxyflavone 3'-glucoside
• Q27145565
• 2,3-dihydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl beta-D-glucopyranoside
• 2-[3-(beta-D-Glucopyranosyloxy)-4,5-dihydroxyphenyl]-3,5,7-trihydroxy-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9362	93.62%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	+	0.5945	59.45%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6175	61.75%
P-glycoprotein inhibitior	-	0.6597	65.97%
P-glycoprotein substrate	-	0.6841	68.41%
CYP3A4 substrate	+	0.6084	60.84%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.8554	85.54%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8279	82.79%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5195	51.95%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7561	75.61%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	+	0.6233	62.33%
Thyroid receptor binding	+	0.5942	59.42%
Glucocorticoid receptor binding	+	0.6910	69.10%
Aromatase binding	+	0.5480	54.80%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.7626	76.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5799	57.99%
Fish aquatic toxicity	+	0.8218	82.18%

Targets

Proven Targets:

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	99.43%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.72%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.81%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.52%	95.64%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL3194	P02766	Transthyretin	93.30%	90.71%
CHEMBL2424	Q04760	Glyoxalase I	91.04%	91.67%
CHEMBL3401	O75469	Pregnane X receptor	90.93%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.87%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.70%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.27%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.14%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.08%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.39%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.27%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.05%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.70%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	80.65%	91.49%

Plants that contains it

• Abelmoschus manihot
• Aconitum violaceum
• Camellia sinensis
• Codonopsis pilosula
• Delphinium shawurense
• Fagraea gracilipes
• Garcinia xipshuanbannaensis
• Gutierrezia microcephala
• Helichrysum graveolens
• Iryanthera paraensis
• Lathyrus nissolia
• Leonurus persicus
• Magnolia sieboldii
• Peltogyne floribunda
• Phyllolobium chinense
• Ratibida mexicana
• Ribes nigrum

Cross-Links

• PubChem: 5486615
• NPASS: NPC280943
• LOTUS: LTS0270443
• wikiData: Q27145565