5,13-Dihydroxy-3,3,10,10-tetramethyl-2,3-dihydro-10H-dipyrano[3,2-a:2',3'-i]xanthene-14(1H)-one
| Internal ID | a750ff98-6b77-43bc-a067-fc53a22c674d |
| Taxonomy | Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones |
| IUPAC Name | 10,22-dihydroxy-7,7,18,18-tetramethyl-8,13,17-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(22),3(12),4(9),10,14,16(21),19-heptaen-2-one |
| SMILES (Canonical) | CC1(CCC2=C(O1)C(=CC3=C2C(=O)C4=C(C5=C(C=C4O3)OC(C=C5)(C)C)O)O)C |
| SMILES (Isomeric) | CC1(CCC2=C(O1)C(=CC3=C2C(=O)C4=C(C5=C(C=C4O3)OC(C=C5)(C)C)O)O)C |
| InChI | InChI=1S/C23H22O6/c1-22(2)7-5-11-14(28-22)10-16-18(19(11)25)20(26)17-12-6-8-23(3,4)29-21(12)13(24)9-15(17)27-16/h5,7,9-10,24-25H,6,8H2,1-4H3 |
| InChI Key | GNAKQPCICCWJIB-UHFFFAOYSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C23H22O6 |
| Molecular Weight | 394.40 g/mol |
| Exact Mass | 394.14163842 g/mol |
| Topological Polar Surface Area (TPSA) | 85.20 Ų |
| XlogP | 4.70 |
| Atomic LogP (AlogP) | 4.65 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 0 |
| 5,13-Dihydroxy-3,3,10,10-tetramethyl-2,3-dihydro-10H-dipyrano[3,2-a:2',3'-i]xanthene-14(1H)-one |
![2D Structure of 5,13-Dihydroxy-3,3,10,10-tetramethyl-2,3-dihydro-10H-dipyrano[3,2-a:2',3'-i]xanthene-14(1H)-one](https://plantaedb.com/storage/docs/compounds/2023/07/513-dihydroxy-331010-tetramethyl-23-dihydro-10h-dipyrano32-a23-ixanthene-141h-one.jpg "2D Structure of 5,13-Dihydroxy-3,3,10,10-tetramethyl-2,3-dihydro-10H-dipyrano[3,2-a:2',3'-i]xanthene-14(1H)-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9726 | 97.26% |
| Caco-2 | + | 0.5550 | 55.50% |
| Blood Brain Barrier | - | 0.5750 | 57.50% |
| Human oral bioavailability | - | 0.5143 | 51.43% |
| Subcellular localzation | Mitochondria | 0.7329 | 73.29% |
| OATP2B1 inhibitior | - | 0.7103 | 71.03% |
| OATP1B1 inhibitior | + | 0.9326 | 93.26% |
| OATP1B3 inhibitior | + | 0.9762 | 97.62% |
| MATE1 inhibitior | - | 0.9200 | 92.00% |
| OCT2 inhibitior | - | 0.9000 | 90.00% |
| BSEP inhibitior | + | 0.6011 | 60.11% |
| P-glycoprotein inhibitior | + | 0.7001 | 70.01% |
| P-glycoprotein substrate | - | 0.6703 | 67.03% |
| CYP3A4 substrate | + | 0.6339 | 63.39% |
| CYP2C9 substrate | - | 0.5954 | 59.54% |
| CYP2D6 substrate | - | 0.8181 | 81.81% |
| CYP3A4 inhibition | - | 0.8602 | 86.02% |
| CYP2C9 inhibition | - | 0.8090 | 80.90% |
| CYP2C19 inhibition | - | 0.7337 | 73.37% |
| CYP2D6 inhibition | - | 0.7391 | 73.91% |
| CYP1A2 inhibition | + | 0.6913 | 69.13% |
| CYP2C8 inhibition | + | 0.4568 | 45.68% |
| CYP inhibitory promiscuity | - | 0.7428 | 74.28% |
| UGT catelyzed | - | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9600 | 96.00% |
| Carcinogenicity (trinary) | Non-required | 0.5780 | 57.80% |
| Eye corrosion | - | 0.9910 | 99.10% |
| Eye irritation | + | 0.5709 | 57.09% |
| Skin irritation | - | 0.6980 | 69.80% |
| Skin corrosion | - | 0.9193 | 91.93% |
| Ames mutagenesis | - | 0.5200 | 52.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5507 | 55.07% |
| Micronuclear | - | 0.7200 | 72.00% |
| Hepatotoxicity | - | 0.5572 | 55.72% |
| skin sensitisation | - | 0.7541 | 75.41% |
| Respiratory toxicity | + | 0.6556 | 65.56% |
| Reproductive toxicity | + | 0.7778 | 77.78% |
| Mitochondrial toxicity | + | 0.7125 | 71.25% |
| Nephrotoxicity | - | 0.8842 | 88.42% |
| Acute Oral Toxicity (c) | III | 0.7350 | 73.50% |
| Estrogen receptor binding | + | 0.8585 | 85.85% |
| Androgen receptor binding | + | 0.7510 | 75.10% |
| Thyroid receptor binding | + | 0.6274 | 62.74% |
| Glucocorticoid receptor binding | + | 0.8894 | 88.94% |
| Aromatase binding | + | 0.7591 | 75.91% |
| PPAR gamma | + | 0.8641 | 86.41% |
| Honey bee toxicity | - | 0.8018 | 80.18% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | - | 0.5300 | 53.00% |
| Fish aquatic toxicity | + | 0.9576 | 95.76% |
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 | 99.48% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 94.44% | 94.45% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 94.26% | 89.00% |
| CHEMBL2581 | P07339 | Cathepsin D | 94.21% | 98.95% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 91.23% | 93.99% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 90.85% | 95.56% |
| CHEMBL4224 | P49759 | Dual specificty protein kinase CLK1 | 90.17% | 85.30% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 86.50% | 90.71% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 86.33% | 94.00% |
| CHEMBL4225 | P49760 | Dual specificity protein kinase CLK2 | 86.26% | 80.96% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 84.72% | 93.40% |
| CHEMBL2553 | Q15418 | Ribosomal protein S6 kinase alpha 1 | 84.47% | 85.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 84.33% | 96.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 84.15% | 86.33% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 83.61% | 99.23% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 81.23% | 100.00% |
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 | 56840488 |
| NPASS | NPC105598 |
| LOTUS | LTS0116124 |
| wikiData | Q105012263 |