Theobromine
| Internal ID | 8863e65d-64a4-4769-a255-ff4825127042 |
| Taxonomy | Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > Xanthines |
| IUPAC Name | 3,7-dimethylpurine-2,6-dione |
| SMILES (Canonical) | CN1C=NC2=C1C(=O)NC(=O)N2C |
| SMILES (Isomeric) | CN1C=NC2=C1C(=O)NC(=O)N2C |
| InChI | InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13) |
| InChI Key | YAPQBXQYLJRXSA-UHFFFAOYSA-N |
| Popularity | 5,686 references in papers |
| Molecular Formula | C7H8N4O2 |
| Molecular Weight | 180.16 g/mol |
| Exact Mass | 180.06472551 g/mol |
| Topological Polar Surface Area (TPSA) | 67.20 Ų |
| XlogP | -0.80 |
| Atomic LogP (AlogP) | -1.04 |
| H-Bond Acceptor | 5 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 0 |
| 83-67-0 |
| 3,7-Dimethylxanthine |
| Diurobromine |
| Theosalvose |
| Santheose |
| Teobromin |
| Theostene |
| Thesodate |
| Thesal |
| 3,7-dimethylpurine-2,6-dione |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9952 | 99.52% |
| Caco-2 | - | 0.5992 | 59.92% |
| Blood Brain Barrier | + | 1.0000 | 100.00% |
| Human oral bioavailability | + | 0.7286 | 72.86% |
| Subcellular localzation | Mitochondria | 0.7079 | 70.79% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9720 | 97.20% |
| OATP1B3 inhibitior | + | 0.9524 | 95.24% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.9569 | 95.69% |
| BSEP inhibitior | - | 0.9521 | 95.21% |
| P-glycoprotein inhibitior | - | 0.9580 | 95.80% |
| P-glycoprotein substrate | - | 0.9265 | 92.65% |
| CYP3A4 substrate | - | 0.7177 | 71.77% |
| CYP2C9 substrate | - | 0.6667 | 66.67% |
| CYP2D6 substrate | - | 0.8746 | 87.46% |
| CYP3A4 inhibition | - | 0.9616 | 96.16% |
| CYP2C9 inhibition | - | 0.9933 | 99.33% |
| CYP2C19 inhibition | - | 0.9895 | 98.95% |
| CYP2D6 inhibition | - | 0.9827 | 98.27% |
| CYP1A2 inhibition | - | 0.9045 | 90.45% |
| CYP2C8 inhibition | - | 0.9874 | 98.74% |
| CYP inhibitory promiscuity | - | 0.9956 | 99.56% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.9300 | 93.00% |
| Carcinogenicity (trinary) | Non-required | 0.7077 | 70.77% |
| Eye corrosion | - | 0.9886 | 98.86% |
| Eye irritation | - | 0.8917 | 89.17% |
| Skin irritation | - | 0.8749 | 87.49% |
| Skin corrosion | - | 0.9647 | 96.47% |
| Ames mutagenesis | - | 0.7300 | 73.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.3925 | 39.25% |
| Micronuclear | + | 0.9600 | 96.00% |
| Hepatotoxicity | + | 0.9000 | 90.00% |
| skin sensitisation | - | 0.9497 | 94.97% |
| Respiratory toxicity | + | 0.8111 | 81.11% |
| Reproductive toxicity | + | 0.7000 | 70.00% |
| Mitochondrial toxicity | + | 0.9000 | 90.00% |
| Nephrotoxicity | - | 0.7104 | 71.04% |
| Acute Oral Toxicity (c) | II | 0.7269 | 72.69% |
| Estrogen receptor binding | - | 0.9021 | 90.21% |
| Androgen receptor binding | - | 0.6645 | 66.45% |
| Thyroid receptor binding | - | 0.7546 | 75.46% |
| Glucocorticoid receptor binding | - | 0.7796 | 77.96% |
| Aromatase binding | - | 0.6817 | 68.17% |
| PPAR gamma | - | 0.8681 | 86.81% |
| Honey bee toxicity | - | 0.9394 | 93.94% |
| Biodegradation | + | 0.6000 | 60.00% |
| Crustacea aquatic toxicity | + | 0.6000 | 60.00% |
| Fish aquatic toxicity | - | 0.7784 | 77.84% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL340 | P08684 | Cytochrome P450 3A4 |
25118.9 nM 25118.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL4040 | P28482 | MAP kinase ERK2 |
4 nM 4 nM |
Potency Potency |
via CMAUP
via Super-PRED |
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 92.41% | 96.09% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 92.07% | 95.56% |
| CHEMBL2581 | P07339 | Cathepsin D | 90.68% | 98.95% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 89.85% | 94.00% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 88.24% | 85.14% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 87.82% | 94.75% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 84.93% | 94.73% |
| CHEMBL4016 | P42262 | Glutamate receptor ionotropic, AMPA 2 | 84.76% | 86.92% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 84.52% | 99.23% |
| CHEMBL1978 | P11511 | Cytochrome P450 19A1 | 82.80% | 91.76% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 82.39% | 89.34% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 81.02% | 93.40% |
| CHEMBL2424504 | P29375 | Lysine-specific demethylase 5A | 80.89% | 99.23% |
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 | 5429 |
| NPASS | NPC119133 |
| ChEMBL | CHEMBL1114 |
| LOTUS | LTS0250246 |
| wikiData | Q206844 |