THEOBROMINE
Relevant Data
Flavouring Substances Approved by European Union:
General Information
| Mainterm | THEOBROMINE |
| Doc Type | ASP |
| CAS Reg.No.(or other ID) | 83-67-0 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5429 |
| IUPAC Name | 3,7-dimethylpurine-2,6-dione |
| 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 |
| Canonical SMILES | CN1C=NC2=C1C(=O)NC(=O)N2C |
| Molecular Formula | C7H8N4O2 |
| Wikipedia | theobromine |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 180.167 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Complexity | 267.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B j s A A A A A A A A A A A A A A A A A A A A W A A A A A s A A A A A A A A A F g B g A A A H g A Q A A A A C A g B l g Q H s B f M E A C o A Q d x d A C A g C 0 X E K A B U A G o V E C A S A h A S C A U A I g I B y J A A G A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 67.2 |
| Monoisotopic Mass | 180.065 |
| Exact Mass | 180.065 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 13 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9902 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.6172 |
| P-glycoprotein Substrate | Non-substrate | 0.7281 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8939 |
| Non-inhibitor | 0.9110 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8807 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7079 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7738 |
| CYP450 2D6 Substrate | Non-substrate | 0.9117 |
| CYP450 3A4 Substrate | Non-substrate | 0.5974 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9045 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9933 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9827 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9895 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9616 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9956 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8819 |
| Non-inhibitor | 0.8927 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.9447 |
| Fish Toxicity | Low FHMT | 0.7912 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.7458 |
| Honey Bee Toxicity | Low HBT | 0.8027 |
| Biodegradation | Ready biodegradable | 0.5942 |
| Acute Oral Toxicity | II | 0.7269 |
| Carcinogenicity (Three-class) | Non-required | 0.7077 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.4524 | LogS |
| Caco-2 Permeability | 1.3897 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.7898 | LD50, mol/kg |
| Fish Toxicity | 2.1827 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.2261 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Imidazopyrimidines |
| Subclass | Purines and purine derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Xanthines |
| Alternative Parents | |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Xanthine - 6-oxopurine - Purinone - Alkaloid or derivatives - Pyrimidone - N-substituted imidazole - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Vinylogous amide - Lactam - Urea - Azacycle - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. |
From ClassyFire
Targets
- General Function:
- Purine nucleoside binding
- Specific Function:
- Receptor for adenosine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase.
- Gene Name:
- ADORA1
- Uniprot ID:
- P30542
- Molecular Weight:
- 36511.325 Da
- General Function:
- Identical protein binding
- Specific Function:
- Receptor for adenosine. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase.
- Gene Name:
- ADORA2A
- Uniprot ID:
- P29274
- Molecular Weight:
- 44706.925 Da
- General Function:
- Metal ion binding
- Specific Function:
- Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes. May be involved in mediating central nervous system effects of therapeutic agents ranging from antidepressants to antiasthmatic and anti-inflammatory agents.
- Gene Name:
- PDE4B
- Uniprot ID:
- Q07343
- Molecular Weight:
- 83342.695 Da
From T3DB