Canthin-6-one 9-glucoside
Internal ID | df8109ae-7e42-4355-b229-33c1bfca2830 |
Taxonomy | Alkaloids and derivatives > Indolonaphthyridine alkaloids |
IUPAC Name | 13-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one |
SMILES (Canonical) | C1=CC2=C(C=C1OC3C(C(C(C(O3)CO)O)O)O)N4C(=O)C=CC5=NC=CC2=C54 |
SMILES (Isomeric) | C1=CC2=C(C=C1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)N4C(=O)C=CC5=NC=CC2=C54 |
InChI | InChI=1S/C20H18N2O7/c23-8-14-17(25)18(26)19(27)20(29-14)28-9-1-2-10-11-5-6-21-12-3-4-15(24)22(16(11)12)13(10)7-9/h1-7,14,17-20,23,25-27H,8H2/t14-,17-,18+,19-,20-/m1/s1 |
InChI Key | MWPUPIWCFYQPEG-LWUBGYQZSA-N |
Popularity | 2 references in papers |
Molecular Formula | C20H18N2O7 |
Molecular Weight | 398.40 g/mol |
Exact Mass | 398.11140092 g/mol |
Topological Polar Surface Area (TPSA) | 134.00 Ų |
XlogP | 0.30 |
Atomic LogP (AlogP) | -0.38 |
H-Bond Acceptor | 9 |
H-Bond Donor | 4 |
Rotatable Bonds | 3 |
Canthin-6-one 9-glucoside |
BDBM50090909 |
![2D Structure of Canthin-6-one 9-glucoside 2D Structure of Canthin-6-one 9-glucoside](https://plantaedb.com/storage/docs/compounds/2023/07/canthin-6-one-9-glucoside.jpg)
Target | Value | Probability (raw) | Probability (%) |
---|---|---|---|
Human Intestinal Absorption | - | 0.5000 | 50.00% |
Caco-2 | - | 0.8025 | 80.25% |
Blood Brain Barrier | - | 0.5750 | 57.50% |
Human oral bioavailability | - | 0.6286 | 62.86% |
Subcellular localzation | Mitochondria | 0.4284 | 42.84% |
OATP2B1 inhibitior | - | 0.8451 | 84.51% |
OATP1B1 inhibitior | + | 0.9404 | 94.04% |
OATP1B3 inhibitior | + | 0.9427 | 94.27% |
MATE1 inhibitior | - | 0.9400 | 94.00% |
OCT2 inhibitior | - | 0.8816 | 88.16% |
BSEP inhibitior | + | 0.8196 | 81.96% |
P-glycoprotein inhibitior | - | 0.7819 | 78.19% |
P-glycoprotein substrate | - | 0.8106 | 81.06% |
CYP3A4 substrate | + | 0.6158 | 61.58% |
CYP2C9 substrate | - | 1.0000 | 100.00% |
CYP2D6 substrate | - | 0.8610 | 86.10% |
CYP3A4 inhibition | - | 0.9045 | 90.45% |
CYP2C9 inhibition | - | 0.9290 | 92.90% |
CYP2C19 inhibition | - | 0.8819 | 88.19% |
CYP2D6 inhibition | - | 0.8742 | 87.42% |
CYP1A2 inhibition | + | 0.5340 | 53.40% |
CYP2C8 inhibition | + | 0.5415 | 54.15% |
CYP inhibitory promiscuity | - | 0.6638 | 66.38% |
UGT catelyzed | + | 0.7000 | 70.00% |
Carcinogenicity (binary) | - | 0.9800 | 98.00% |
Carcinogenicity (trinary) | Non-required | 0.5678 | 56.78% |
Eye corrosion | - | 0.9895 | 98.95% |
Eye irritation | - | 0.9644 | 96.44% |
Skin irritation | - | 0.8080 | 80.80% |
Skin corrosion | - | 0.9498 | 94.98% |
Ames mutagenesis | - | 0.5100 | 51.00% |
Human Ether-a-go-go-Related Gene inhibition | - | 0.5261 | 52.61% |
Micronuclear | + | 0.8300 | 83.00% |
Hepatotoxicity | - | 0.6286 | 62.86% |
skin sensitisation | - | 0.8857 | 88.57% |
Respiratory toxicity | + | 0.6222 | 62.22% |
Reproductive toxicity | + | 0.8444 | 84.44% |
Mitochondrial toxicity | + | 0.7750 | 77.50% |
Nephrotoxicity | - | 0.7402 | 74.02% |
Acute Oral Toxicity (c) | III | 0.5507 | 55.07% |
Estrogen receptor binding | - | 0.5000 | 50.00% |
Androgen receptor binding | + | 0.5258 | 52.58% |
Thyroid receptor binding | + | 0.6145 | 61.45% |
Glucocorticoid receptor binding | + | 0.7000 | 70.00% |
Aromatase binding | + | 0.6964 | 69.64% |
PPAR gamma | + | 0.7282 | 72.82% |
Honey bee toxicity | - | 0.8158 | 81.58% |
Biodegradation | - | 0.8500 | 85.00% |
Crustacea aquatic toxicity | - | 0.6750 | 67.50% |
Fish aquatic toxicity | - | 0.5430 | 54.30% |
Proven Targets:
CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
---|---|---|---|---|---|
CHEMBL262 | P49841 | Glycogen synthase kinase-3 beta |
11600 nM |
IC50 |
PMID: 25905468
|
Predicted Targets (via Super-PRED):
CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
---|---|---|---|---|
CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.55% | 91.11% |
CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 96.39% | 89.00% |
CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 95.32% | 96.09% |
CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 94.42% | 94.00% |
CHEMBL2581 | P07339 | Cathepsin D | 93.36% | 98.95% |
CHEMBL3714130 | P46095 | G-protein coupled receptor 6 | 93.14% | 97.36% |
CHEMBL1868 | P17948 | Vascular endothelial growth factor receptor 1 | 92.96% | 96.47% |
CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 91.50% | 86.33% |
CHEMBL2243 | O00519 | Anandamide amidohydrolase | 91.07% | 97.53% |
CHEMBL3476 | O15111 | Inhibitor of nuclear factor kappa B kinase alpha subunit | 89.33% | 95.83% |
CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 88.84% | 94.45% |
CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 88.73% | 96.00% |
CHEMBL3401 | O75469 | Pregnane X receptor | 87.88% | 94.73% |
CHEMBL4208 | P20618 | Proteasome component C5 | 87.29% | 90.00% |
CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 86.64% | 99.17% |
CHEMBL202 | P00374 | Dihydrofolate reductase | 85.96% | 89.92% |
CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 85.28% | 99.15% |
CHEMBL1075162 | Q13304 | Uracil nucleotide/cysteinyl leukotriene receptor | 84.95% | 80.33% |
CHEMBL1951 | P21397 | Monoamine oxidase A | 84.19% | 91.49% |
CHEMBL4016 | P42262 | Glutamate receptor ionotropic, AMPA 2 | 81.25% | 86.92% |
CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 81.00% | 85.14% |
CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 80.32% | 95.56% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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PubChem | 637482 |
NPASS | NPC99891 |
ChEMBL | CHEMBL3120496 |
LOTUS | LTS0106779 |
wikiData | Q105173717 |