Xanthofulvin
| Internal ID | ac125069-344f-45f7-ad0c-f0b9e7d01e53 |
| Taxonomy | Phenylpropanoids and polyketides > Homoisoflavonoids |
| IUPAC Name | 5-acetyl-7-[(Z)-(5-carboxy-6,7-dihydroxy-4-oxochromen-3-ylidene)-hydroxymethyl]-2,3-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylic acid |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C28H18O14/c1-7-9(21(32)11-6-41-14-4-12(30)24(35)19(27(37)38)17(14)23(11)34)3-10-22(33)18-15(42-26(10)16(7)8(2)29)5-13(31)25(36)20(18)28(39)40/h3-5,30-32,35-36H,6H2,1-2H3,(H,37,38)(H,39,40)/b21-11- |
| InChI Key | VZJACTNXARYXEM-NHDPSOOVSA-N |
| Popularity | 9 references in papers |
| Molecular Formula | C28H18O14 |
| Molecular Weight | 578.40 g/mol |
| Exact Mass | 578.06965524 g/mol |
| Topological Polar Surface Area (TPSA) | 245.00 Ų |
| XlogP | 3.10 |
| Atomic LogP (AlogP) | 3.22 |
| H-Bond Acceptor | 12 |
| H-Bond Donor | 7 |
| Rotatable Bonds | 4 |
| 151466-15-8 |
| 32KP529UK8 |
| SPF 3059-1 |
| UNII-32KP529UK8 |
| SM 216289 |
| 5-Acetyl-7-((5-carboxy-6,7-dihydroxy-4-oxo-2H-1-benzopyran-3(4H)-ylidene)hydroxymethyl)-2,3-dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylic acid |
| 9H-Xanthene-1-carboxylic acid, 5-acetyl-7-((5-carboxy-6,7-dihydroxy-4-oxo-2H-1-benzopyran-3(4H)-ylidene)hydroxymethyl)-2,3-dihydroxy-6-methyl-9-oxo- |
| 5-acetyl-7-[(Z)-(5-carboxy-6,7-dihydroxy-4-oxochromen-3-ylidene)-hydroxymethyl]-2,3-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylic acid |
| SCHEMBL14003798 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.8631 | 86.31% |
| Caco-2 | - | 0.8358 | 83.58% |
| Blood Brain Barrier | - | 0.8500 | 85.00% |
| Human oral bioavailability | + | 0.6143 | 61.43% |
| Subcellular localzation | Mitochondria | 0.6223 | 62.23% |
| OATP2B1 inhibitior | - | 0.5614 | 56.14% |
| OATP1B1 inhibitior | + | 0.8970 | 89.70% |
| OATP1B3 inhibitior | + | 0.9618 | 96.18% |
| MATE1 inhibitior | - | 0.8800 | 88.00% |
| OCT2 inhibitior | - | 0.8500 | 85.00% |
| BSEP inhibitior | + | 0.7863 | 78.63% |
| P-glycoprotein inhibitior | + | 0.6448 | 64.48% |
| P-glycoprotein substrate | + | 0.5163 | 51.63% |
| CYP3A4 substrate | + | 0.5861 | 58.61% |
| CYP2C9 substrate | + | 0.6011 | 60.11% |
| CYP2D6 substrate | - | 0.8818 | 88.18% |
| CYP3A4 inhibition | - | 0.7986 | 79.86% |
| CYP2C9 inhibition | + | 0.5246 | 52.46% |
| CYP2C19 inhibition | - | 0.5728 | 57.28% |
| CYP2D6 inhibition | - | 0.9089 | 90.89% |
| CYP1A2 inhibition | - | 0.7158 | 71.58% |
| CYP2C8 inhibition | + | 0.5843 | 58.43% |
| CYP inhibitory promiscuity | - | 0.7523 | 75.23% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.9900 | 99.00% |
| Carcinogenicity (trinary) | Non-required | 0.7088 | 70.88% |
| Eye corrosion | - | 0.9903 | 99.03% |
| Eye irritation | - | 0.7909 | 79.09% |
| Skin irritation | - | 0.7042 | 70.42% |
| Skin corrosion | - | 0.9308 | 93.08% |
| Ames mutagenesis | + | 0.7030 | 70.30% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7756 | 77.56% |
| Micronuclear | + | 0.7674 | 76.74% |
| Hepatotoxicity | + | 0.5875 | 58.75% |
| skin sensitisation | - | 0.7418 | 74.18% |
| Respiratory toxicity | + | 0.7556 | 75.56% |
| Reproductive toxicity | + | 0.7889 | 78.89% |
| Mitochondrial toxicity | + | 0.6500 | 65.00% |
| Nephrotoxicity | - | 0.7145 | 71.45% |
| Acute Oral Toxicity (c) | III | 0.4407 | 44.07% |
| Estrogen receptor binding | + | 0.8833 | 88.33% |
| Androgen receptor binding | + | 0.8293 | 82.93% |
| Thyroid receptor binding | - | 0.5245 | 52.45% |
| Glucocorticoid receptor binding | + | 0.8147 | 81.47% |
| Aromatase binding | + | 0.5346 | 53.46% |
| PPAR gamma | + | 0.7304 | 73.04% |
| Honey bee toxicity | - | 0.8523 | 85.23% |
| Biodegradation | - | 0.9000 | 90.00% |
| Crustacea aquatic toxicity | - | 0.6900 | 69.00% |
| Fish aquatic toxicity | + | 0.9865 | 98.65% |
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 | 99.06% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 96.67% | 94.45% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 96.17% | 89.00% |
| CHEMBL2581 | P07339 | Cathepsin D | 95.59% | 98.95% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 95.26% | 99.23% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 94.51% | 95.56% |
| CHEMBL3864 | Q06124 | Protein-tyrosine phosphatase 2C | 92.34% | 94.42% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 85.92% | 95.50% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 85.35% | 100.00% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 83.22% | 86.33% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 82.84% | 94.73% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 82.16% | 94.00% |
| CHEMBL4657 | Q6V1X1 | Dipeptidyl peptidase VIII | 82.06% | 97.21% |
| CHEMBL1811 | P34995 | Prostanoid EP1 receptor | 80.80% | 95.71% |
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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| There are no matching plants. |
| PubChem | 9894470 |
| LOTUS | LTS0012068 |
| wikiData | Q77369613 |