Acacetin
| Internal ID | b05d3dfc-ce48-4e62-861a-de245273cad9 |
| Taxonomy | Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids |
| IUPAC Name | 5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one |
| SMILES (Canonical) | COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O |
| SMILES (Isomeric) | COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O |
| InChI | InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3 |
| InChI Key | DANYIYRPLHHOCZ-UHFFFAOYSA-N |
| Popularity | 1,004 references in papers |
| Molecular Formula | C16H12O5 |
| Molecular Weight | 284.26 g/mol |
| Exact Mass | 284.06847348 g/mol |
| Topological Polar Surface Area (TPSA) | 76.00 Ų |
| XlogP | 2.10 |
| Atomic LogP (AlogP) | 2.88 |
| H-Bond Acceptor | 5 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 2 |
| 480-44-4 |
| Linarigenin |
| 5,7-Dihydroxy-4'-methoxyflavone |
| 4'-Methoxyapigenin |
| Buddleoflavonol |
| Acacetine |
| 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one |
| Linarisenin |
| Apigenin 4'-methyl ether |
| Akatsetin |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9694 | 96.94% |
| Caco-2 | + | 0.9313 | 93.13% |
| Blood Brain Barrier | - | 0.7750 | 77.50% |
| Human oral bioavailability | - | 0.5571 | 55.71% |
| Subcellular localzation | Mitochondria | 0.7379 | 73.79% |
| OATP2B1 inhibitior | - | 0.6941 | 69.41% |
| OATP1B1 inhibitior | + | 0.9183 | 91.83% |
| OATP1B3 inhibitior | + | 0.9879 | 98.79% |
| MATE1 inhibitior | + | 0.5400 | 54.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | - | 0.7154 | 71.54% |
| P-glycoprotein inhibitior | - | 0.6285 | 62.85% |
| P-glycoprotein substrate | - | 0.9222 | 92.22% |
| CYP3A4 substrate | + | 0.5368 | 53.68% |
| CYP2C9 substrate | - | 0.6401 | 64.01% |
| CYP2D6 substrate | - | 0.8296 | 82.96% |
| CYP3A4 inhibition | + | 0.9306 | 93.06% |
| CYP2C9 inhibition | + | 0.8948 | 89.48% |
| CYP2C19 inhibition | + | 0.8994 | 89.94% |
| CYP2D6 inhibition | - | 0.6770 | 67.70% |
| CYP1A2 inhibition | + | 0.9373 | 93.73% |
| CYP2C8 inhibition | + | 0.7352 | 73.52% |
| CYP inhibitory promiscuity | + | 0.8343 | 83.43% |
| UGT catelyzed | + | 0.8000 | 80.00% |
| Carcinogenicity (binary) | - | 0.9300 | 93.00% |
| Carcinogenicity (trinary) | Non-required | 0.5294 | 52.94% |
| Eye corrosion | - | 0.9667 | 96.67% |
| Eye irritation | + | 0.8604 | 86.04% |
| Skin irritation | - | 0.6444 | 64.44% |
| Skin corrosion | - | 0.9609 | 96.09% |
| Ames mutagenesis | - | 0.5600 | 56.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6382 | 63.82% |
| Micronuclear | + | 0.8100 | 81.00% |
| Hepatotoxicity | - | 0.7250 | 72.50% |
| skin sensitisation | - | 0.9613 | 96.13% |
| Respiratory toxicity | - | 0.5889 | 58.89% |
| Reproductive toxicity | + | 0.7111 | 71.11% |
| Mitochondrial toxicity | + | 0.5750 | 57.50% |
| Nephrotoxicity | - | 0.6934 | 69.34% |
| Acute Oral Toxicity (c) | III | 0.8733 | 87.33% |
| Estrogen receptor binding | + | 0.9625 | 96.25% |
| Androgen receptor binding | + | 0.9486 | 94.86% |
| Thyroid receptor binding | + | 0.7744 | 77.44% |
| Glucocorticoid receptor binding | + | 0.9384 | 93.84% |
| Aromatase binding | + | 0.9330 | 93.30% |
| PPAR gamma | + | 0.9242 | 92.42% |
| Honey bee toxicity | - | 0.8773 | 87.73% |
| Biodegradation | - | 0.9000 | 90.00% |
| Crustacea aquatic toxicity | - | 0.5600 | 56.00% |
| Fish aquatic toxicity | + | 0.7324 | 73.24% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL3577 | P00352 | Aldehyde dehydrogenase 1A1 |
3548.1 nM 1584.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL5719 | P49336 | Cell division protein kinase 8 |
630.96 nM |
Ki |
via CMAUP
|
| CHEMBL4096 | P04637 | Cellular tumor antigen p53 |
31622.8 nM 25118.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL3116 | P50750 | Cyclin-dependent kinase 9 |
1258.93 nM |
Ki |
via CMAUP
|
| CHEMBL2231 | P04798 | Cytochrome P450 1A1 |
86 nM 80 nM |
IC50 IC50 |
PMID: 20696580
PMID: 17544277 |
| CHEMBL3356 | P05177 | Cytochrome P450 1A2 |
251 nM 80 nM |
IC50 IC50 |
PMID: 20696580
PMID: 17544277 |
| CHEMBL4878 | Q16678 | Cytochrome P450 1B1 |
12 nM 7 nM 7 nM |
IC50 Ki IC50 |
PMID: 20696580
via Super-PRED PMID: 17544277 |
| CHEMBL3622 | P33261 | Cytochrome P450 2C19 |
1000 nM |
Potency |
via CMAUP
|
| CHEMBL3397 | P11712 | Cytochrome P450 2C9 |
1258.9 nM |
Potency |
via CMAUP
|
| CHEMBL289 | P10635 | Cytochrome P450 2D6 |
12589.25 nM |
AC50 |
via CMAUP
|
| CHEMBL340 | P08684 | Cytochrome P450 3A4 |
2511.9 nM 2511.9 nM 3162.3 nM 3162.3 nM |
Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha |
794.3 nM 794.3 nM 794.3 nM |
Potency Potency Potency |
via CMAUP
via Super-PRED via CMAUP |
| CHEMBL4040 | P28482 | MAP kinase ERK2 |
39810.7 nM |
Potency |
via CMAUP
|
| CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
39810.7 nM 25118.9 nM 3548.1 nM 39810.7 nM 3548.1 nM |
Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP |
| CHEMBL1951 | P21397 | Monoamine oxidase A |
59.2 nM |
Ki |
via Super-PRED
|
| CHEMBL2039 | P27338 | Monoamine oxidase B |
49 nM |
IC50 |
via Super-PRED
|
| CHEMBL1293277 | O15118 | Niemann-Pick C1 protein |
5623.4 nM |
Potency |
via CMAUP
|
| CHEMBL1293235 | P02545 | Prelamin-A/C |
14125.4 nM |
Potency |
via CMAUP
|
| CHEMBL1293294 | P51151 | Ras-related protein Rab-9A |
3162.3 nM |
Potency |
via CMAUP
|
| CHEMBL1293232 | Q16637 | Survival motor neuron protein |
14125.4 nM 25118.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1075138 | Q9NUW8 | Tyrosyl-DNA phosphodiesterase 1 |
25118.9 nM |
Potency |
via CMAUP
|
| CHEMBL1293227 | O75604 | Ubiquitin carboxyl-terminal hydrolase 2 |
12589.3 nM |
Potency |
via CMAUP
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 98.70% | 91.11% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 96.60% | 94.00% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 95.46% | 99.15% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 94.16% | 95.56% |
| CHEMBL2581 | P07339 | Cathepsin D | 93.45% | 98.95% |
| CHEMBL1929 | P47989 | Xanthine dehydrogenase | 93.01% | 96.12% |
| CHEMBL3194 | P02766 | Transthyretin | 91.84% | 90.71% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 90.12% | 93.99% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 89.70% | 89.00% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.00% | 86.33% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 87.48% | 90.00% |
| CHEMBL1907 | P15144 | Aminopeptidase N | 87.33% | 93.31% |
| CHEMBL4016 | P42262 | Glutamate receptor ionotropic, AMPA 2 | 86.01% | 86.92% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 84.93% | 94.73% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 83.68% | 94.45% |
| CHEMBL5409 | Q8TDU6 | G-protein coupled bile acid receptor 1 | 83.62% | 93.65% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 82.27% | 99.17% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 81.43% | 99.23% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 80.41% | 90.71% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 80.28% | 95.50% |
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.
To see more specific details click the taxa you are interested in.
| PubChem | 5280442 |
| NPASS | NPC231772 |
| ChEMBL | CHEMBL243664 |
| LOTUS | LTS0020151 |
| wikiData | Q2822213 |