5-[2alpha-(3,4-Dihydroxyphenyl)-3beta,5,7-trihydroxychroman-8-yl]-2-(3,5-dimethoxy-4-hydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-8-hydroxy-2-dehydro-2H-pyrano[4,3,2-de]-1-benzopyran-1-ium
| Internal ID | 878aecb2-eae7-4ddc-a3b4-deb51c852947 |
| Taxonomy | Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides |
| IUPAC Name | [7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-ylidene]oxidanium |
| SMILES (Canonical) | COC1=CC(=CC(=C1O)OC)C2=C(C3=C4C(=CC(=[OH+])C=C4O2)OC(=C3)C5=C(C=C(C6=C5OC(C(C6)O)C7=CC(=C(C=C7)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O |
| SMILES (Isomeric) | COC1=CC(=CC(=C1O)OC)C2=C(C3=C4C(=CC(=[OH+])C=C4O2)OC(=C3)C5=C(C=C(C6=C5O[C@@H]([C@H](C6)O)C7=CC(=C(C=C7)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O |
| InChI | InChI=1S/C40H36O18/c1-52-27-6-15(7-28(53-2)32(27)48)37-39(58-40-35(51)34(50)33(49)29(13-41)56-40)18-11-26(54-24-8-16(42)9-25(55-37)30(18)24)31-22(46)12-20(44)17-10-23(47)36(57-38(17)31)14-3-4-19(43)21(45)5-14/h3-9,11-12,23,29,33-36,40-41,43-51H,10,13H2,1-2H3/p+1/t23-,29+,33+,34-,35+,36+,40-/m0/s1 |
| InChI Key | CERYXNKHNLIGGD-PSRZXQIRSA-O |
| Popularity | 0 references in papers |
| Molecular Formula | C40H37O18+ |
| Molecular Weight | 805.70 g/mol |
| Exact Mass | 805.19798933 g/mol |
| Topological Polar Surface Area (TPSA) | 268.00 Ų |
| XlogP | 0.30 |
| Atomic LogP (AlogP) | 2.28 |
| H-Bond Acceptor | 17 |
| H-Bond Donor | 10 |
| Rotatable Bonds | 8 |
| There are no found synonyms. |
![2D Structure of 5-[2alpha-(3,4-Dihydroxyphenyl)-3beta,5,7-trihydroxychroman-8-yl]-2-(3,5-dimethoxy-4-hydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-8-hydroxy-2-dehydro-2H-pyrano[4,3,2-de]-1-benzopyran-1-ium](https://plantaedb.com/storage/docs/compounds/2023/07/d95e6cf0-25d3-11ee-a75a-a1ba368be76d.jpg "2D Structure of 5-[2alpha-(3,4-Dihydroxyphenyl)-3beta,5,7-trihydroxychroman-8-yl]-2-(3,5-dimethoxy-4-hydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-8-hydroxy-2-dehydro-2H-pyrano[4,3,2-de]-1-benzopyran-1-ium")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.6889 | 68.89% |
| Caco-2 | - | 0.8853 | 88.53% |
| Blood Brain Barrier | - | 0.8250 | 82.50% |
| Human oral bioavailability | - | 0.6857 | 68.57% |
| Subcellular localzation | Nucleus | 0.4547 | 45.47% |
| OATP2B1 inhibitior | - | 0.5696 | 56.96% |
| OATP1B1 inhibitior | + | 0.8485 | 84.85% |
| OATP1B3 inhibitior | + | 0.9462 | 94.62% |
| MATE1 inhibitior | - | 0.8400 | 84.00% |
| OCT2 inhibitior | - | 0.8750 | 87.50% |
| BSEP inhibitior | + | 0.8988 | 89.88% |
| P-glycoprotein inhibitior | + | 0.7054 | 70.54% |
| P-glycoprotein substrate | + | 0.7082 | 70.82% |
| CYP3A4 substrate | + | 0.7066 | 70.66% |
| CYP2C9 substrate | - | 0.8077 | 80.77% |
| CYP2D6 substrate | - | 0.8155 | 81.55% |
| CYP3A4 inhibition | - | 0.9167 | 91.67% |
| CYP2C9 inhibition | - | 0.9558 | 95.58% |
| CYP2C19 inhibition | - | 0.9495 | 94.95% |
| CYP2D6 inhibition | - | 0.9213 | 92.13% |
| CYP1A2 inhibition | - | 0.9042 | 90.42% |
| CYP2C8 inhibition | + | 0.8473 | 84.73% |
| CYP inhibitory promiscuity | - | 0.8884 | 88.84% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 1.0000 | 100.00% |
| Carcinogenicity (trinary) | Non-required | 0.7070 | 70.70% |
| Eye corrosion | - | 0.9898 | 98.98% |
| Eye irritation | - | 0.9089 | 90.89% |
| Skin irritation | - | 0.8147 | 81.47% |
| Skin corrosion | - | 0.9540 | 95.40% |
| Ames mutagenesis | + | 0.5100 | 51.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.8296 | 82.96% |
| Micronuclear | + | 0.6733 | 67.33% |
| Hepatotoxicity | - | 0.7427 | 74.27% |
| skin sensitisation | - | 0.9300 | 93.00% |
| Respiratory toxicity | + | 0.6444 | 64.44% |
| Reproductive toxicity | + | 0.8444 | 84.44% |
| Mitochondrial toxicity | + | 0.5250 | 52.50% |
| Nephrotoxicity | - | 0.8881 | 88.81% |
| Acute Oral Toxicity (c) | III | 0.7013 | 70.13% |
| Estrogen receptor binding | + | 0.8178 | 81.78% |
| Androgen receptor binding | + | 0.7130 | 71.30% |
| Thyroid receptor binding | + | 0.5425 | 54.25% |
| Glucocorticoid receptor binding | + | 0.6549 | 65.49% |
| Aromatase binding | + | 0.5216 | 52.16% |
| PPAR gamma | + | 0.6997 | 69.97% |
| Honey bee toxicity | - | 0.6679 | 66.79% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | - | 0.5849 | 58.49% |
| Fish aquatic toxicity | + | 0.6789 | 67.89% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| 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 | 99.92% | 91.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.62% | 96.09% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 98.41% | 85.14% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 96.70% | 89.00% |
| CHEMBL220 | P22303 | Acetylcholinesterase | 95.97% | 94.45% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 94.83% | 94.00% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 93.85% | 97.09% |
| CHEMBL4306 | P22460 | Voltage-gated potassium channel subunit Kv1.5 | 92.24% | 94.03% |
| CHEMBL2581 | P07339 | Cathepsin D | 92.19% | 98.95% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 91.74% | 94.45% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 91.47% | 94.73% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 91.40% | 99.15% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 89.98% | 95.89% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.10% | 86.33% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 87.58% | 96.00% |
| CHEMBL3438 | Q05513 | Protein kinase C zeta | 87.56% | 88.48% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 87.16% | 95.56% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 87.12% | 92.62% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 87.12% | 96.21% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 83.50% | 91.49% |
| CHEMBL4355 | O14976 | Serine/threonine-protein kinase GAK | 83.36% | 89.32% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 82.81% | 99.17% |
| CHEMBL5747 | Q92793 | CREB-binding protein | 82.77% | 95.12% |
| CHEMBL3476 | O15111 | Inhibitor of nuclear factor kappa B kinase alpha subunit | 82.10% | 95.83% |
| CHEMBL5339 | Q5NUL3 | G-protein coupled receptor 120 | 81.81% | 95.78% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 81.16% | 99.23% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 80.57% | 95.50% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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