Hyperoside
Internal ID | 608a1cfc-b433-4e70-8898-fd784c057996 |
Taxonomy | Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides |
IUPAC Name | 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
SMILES (Canonical) | C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O |
SMILES (Isomeric) | C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O |
InChI | InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1 |
InChI Key | OVSQVDMCBVZWGM-DTGCRPNFSA-N |
Popularity | 439 references in papers |
Molecular Formula | C21H20O12 |
Molecular Weight | 464.40 g/mol |
Exact Mass | 464.09547607 g/mol |
Topological Polar Surface Area (TPSA) | 207.00 Ų |
XlogP | 0.40 |
Atomic LogP (AlogP) | -0.54 |
H-Bond Acceptor | 12 |
H-Bond Donor | 8 |
Rotatable Bonds | 4 |
482-36-0 |
Hyperin |
Hyperosid |
Quercetin 3-galactoside |
Hyperozide |
Quercetin-3-O-galactoside |
Quercetin-3-galactoside |
quercetin galactoside |
Quercetin 3-O-beta-D-galactopyranoside |
Quercetin 3-D-galactoside |
There are more than 10 synonyms. If you wish to see them all click here. |
Target | Value | Probability (raw) | Probability (%) |
---|---|---|---|
Human Intestinal Absorption | - | 0.5116 | 51.16% |
Caco-2 | - | 0.9010 | 90.10% |
Blood Brain Barrier | - | 0.7750 | 77.50% |
Human oral bioavailability | - | 0.7286 | 72.86% |
Subcellular localzation | Mitochondria | 0.6068 | 60.68% |
OATP2B1 inhibitior | + | 0.5930 | 59.30% |
OATP1B1 inhibitior | + | 0.9271 | 92.71% |
OATP1B3 inhibitior | + | 0.9265 | 92.65% |
MATE1 inhibitior | - | 0.7800 | 78.00% |
OCT2 inhibitior | - | 0.7750 | 77.50% |
BSEP inhibitior | - | 0.6488 | 64.88% |
P-glycoprotein inhibitior | - | 0.6240 | 62.40% |
P-glycoprotein substrate | - | 0.8086 | 80.86% |
CYP3A4 substrate | + | 0.6155 | 61.55% |
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 | + | 0.8882 | 88.82% |
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 | - | 0.7321 | 73.21% |
Skin irritation | - | 0.8036 | 80.36% |
Skin corrosion | - | 0.9691 | 96.91% |
Ames mutagenesis | + | 0.7200 | 72.00% |
Human Ether-a-go-go-Related Gene inhibition | - | 0.5000 | 50.00% |
Micronuclear | + | 0.6533 | 65.33% |
Hepatotoxicity | - | 0.5196 | 51.96% |
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 | - | 0.7975 | 79.75% |
Acute Oral Toxicity (c) | III | 0.4045 | 40.45% |
Estrogen receptor binding | + | 0.7470 | 74.70% |
Androgen receptor binding | + | 0.7633 | 76.33% |
Thyroid receptor binding | - | 0.5202 | 52.02% |
Glucocorticoid receptor binding | + | 0.7040 | 70.40% |
Aromatase binding | + | 0.5913 | 59.13% |
PPAR gamma | + | 0.7022 | 70.22% |
Honey bee toxicity | - | 0.7417 | 74.17% |
Biodegradation | - | 0.7000 | 70.00% |
Crustacea aquatic toxicity | - | 0.6250 | 62.50% |
Fish aquatic toxicity | + | 0.8218 | 82.18% |
Proven Targets:
CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
---|---|---|---|---|---|
CHEMBL1900 | P15121 | Aldose reductase |
3000 nM |
IC50 |
PMID: 22261024
|
CHEMBL2524 | P06280 | Alpha-galactosidase A |
35481.3 nM |
Potency |
via CMAUP
|
CHEMBL205 | P00918 | Carbonic anhydrase II |
410 nM |
Ki |
via Super-PRED
|
CHEMBL3729 | P22748 | Carbonic anhydrase IV |
75.7 nM |
Ki |
via Super-PRED
|
CHEMBL2326 | P43166 | Carbonic anhydrase VII |
3.8 nM |
Ki |
via Super-PRED
|
CHEMBL3242 | O43570 | Carbonic anhydrase XII |
52.1 nM |
Ki |
via Super-PRED
|
CHEMBL2392 | P06746 | DNA polymerase beta |
5011.9 nM |
Potency |
via CMAUP
|
CHEMBL2409 | P34913 | Epoxide hydratase |
21760 nM |
IC50 |
PMID: 24679441
|
CHEMBL1293226 | B2RXH2 | Lysine-specific demethylase 4D-like |
1778.3 nM |
Potency |
via CMAUP
|
CHEMBL6136 | O60341 | Lysine-specific histone demethylase 1 |
950 nM |
IC50 |
via Super-PRED
|
CHEMBL2608 | P10253 | Lysosomal alpha-glucosidase |
6309.6 nM 35481.3 nM |
Potency Potency |
via CMAUP
via CMAUP |
CHEMBL4040 | P28482 | MAP kinase ERK2 |
39810.7 nM |
Potency |
via CMAUP
|
CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
31622.8 nM |
Potency |
via CMAUP
|
CHEMBL1293235 | P02545 | Prelamin-A/C |
28183.8 nM |
Potency |
via CMAUP
|
CHEMBL1293232 | Q16637 | Survival motor neuron protein |
446.7 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 | 99.54% | 91.11% |
CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 96.43% | 89.00% |
CHEMBL2581 | P07339 | Cathepsin D | 95.28% | 98.95% |
CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 92.96% | 99.15% |
CHEMBL1951 | P21397 | Monoamine oxidase A | 92.68% | 91.49% |
CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 91.26% | 94.00% |
CHEMBL2345 | P51812 | Ribosomal protein S6 kinase alpha 3 | 90.17% | 95.64% |
CHEMBL3401 | O75469 | Pregnane X receptor | 89.84% | 94.73% |
CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 89.58% | 99.17% |
CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.11% | 86.33% |
CHEMBL3194 | P02766 | Transthyretin | 88.77% | 90.71% |
CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 86.32% | 94.45% |
CHEMBL4016 | P42262 | Glutamate receptor ionotropic, AMPA 2 | 85.77% | 86.92% |
CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 85.50% | 96.09% |
CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 84.84% | 95.56% |
CHEMBL5339 | Q5NUL3 | G-protein coupled receptor 120 | 84.25% | 95.78% |
CHEMBL3137262 | O60341 | LSD1/CoREST complex | 82.96% | 97.09% |
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.
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PubChem | 5281643 |
NPASS | NPC281131 |
ChEMBL | CHEMBL251254 |
LOTUS | LTS0089156 |
wikiData | Q5242815 |