Myricetin 3-rhamnoside

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	1fd8cce3-3360-4a6d-8231-e12c1ecf9346
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name	5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
SMILES (Canonical)	CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)O
SMILES (Isomeric)	CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)O
InChI	InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3
InChI Key	DCYOADKBABEMIQ-UHFFFAOYSA-N
Popularity	8 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₀O₁₂
Molecular Weight	464.40 g/mol
Exact Mass	464.09547607 g/mol
Topological Polar Surface Area (TPSA)	207.00 Å²
XlogP	0.50
Atomic LogP (AlogP)	0.19
H-Bond Acceptor	12
H-Bond Donor	8
Rotatable Bonds	3

Synonyms

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MLS000737865

Myricetin 3-O-L-rhamnoside

Rhamnoside,myricetin-3

SMR000528196

5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one

Myricetin 3-O-.alpha.-L-rhamnopyranoside

Myricitrin (8CI)

CHEMBL1599224

SCHEMBL13240936

SCHEMBL22788153

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	+	0.8357	83.57%
Caco-2	-	0.8068	80.68%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	+	0.5893	58.93%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7099	70.99%
P-glycoprotein inhibitior	-	0.5484	54.84%
P-glycoprotein substrate	-	0.6164	61.64%
CYP3A4 substrate	+	0.6028	60.28%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.7109	71.09%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8339	83.39%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.5306	53.06%
CYP2C8 inhibition	+	0.8057	80.57%
CYP inhibitory promiscuity	-	0.5648	56.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7532	75.32%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5867	58.67%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8303	83.03%
Acute Oral Toxicity (c)	III	0.5184	51.84%
Estrogen receptor binding	+	0.7235	72.35%
Androgen receptor binding	+	0.6849	68.49%
Thyroid receptor binding	+	0.5520	55.20%
Glucocorticoid receptor binding	+	0.7165	71.65%
Aromatase binding	-	0.5301	53.01%
PPAR gamma	+	0.6887	68.87%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.9457	94.57%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2392	P06746	DNA polymerase beta	14125.4 nM	Potency	via CMAUP
CHEMBL1287622	Q9Y468	Lethal(3)malignant brain tumor-like protein 1	707.9 nM 707.9 nM	Potency Potency	via CMAUP via Super-PRED
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	5011.9 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	31622.8 nM 39810.7 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	891.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.56%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.01%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.93%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.28%	95.64%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.78%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	93.15%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.79%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.01%	97.36%
CHEMBL3194	P02766	Transthyretin	89.65%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.42%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.81%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.84%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.66%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.84%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.74%	96.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.66%	91.38%
CHEMBL4208	P20618	Proteasome component C5	81.05%	90.00%

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.

Camellia crassicolumna

Castanopsis fissa

Chrysophyllum cainito

Chrysophyllum marginatum

Corylus avellana

Dichrostachys cinerea