≥98 atom% D,≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Caffeine-d9 is a labeled diuretic alkaloid which acts as a respiratory and cardiac stimulant. It is a reversible acetylcholinesterase (AChE) inhibitor. Additionally, caffeine-d9 has been shown to inhibit adenosine A1-R, adenosine A2A-R, and PDE.
| pKa | pKa: 14.0 at 25° C(unlabeled) |
|---|
| Pubchem Sid | 504767307 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504767307 |
| Canonical Smiles | O=C(N(C([2H])([2H])[2H])C1=O)N(C2=C1N(C([2H])([2H])[2H])C=N2)C([2H])([2H])[2H] |
| IUPAC Name | 1,3,7-tris(trideuteriomethyl)purine-2,6-dione |
| InChIKey | RYYVLZVUVIJVGH-GQALSZNTSA-N |
| INCHI | 1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3/i1D3,2D3,3D3 |
| Isomeric SMILES | [2H]C([2H])([2H])N1C=NC2=C1C(=O)N(C(=O)N2C([2H])([2H])[2H])C([2H])([2H])[2H] |
| WGK Germany | 1 |
| RTECS | EV6475000 (unlabeled) |
| Alternate CAS | 58-08-2（unlabelled） |
| Molecular Weight | 203.25 |
| Beilstein | 17705(unlabeled) |
| Reaxy-Rn | 17705 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=17705&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Imidazopyrimidines |
| Subclass | Purines and purine derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Xanthines |
| Alternative Parents | 6-oxopurines Alkaloids and derivatives Pyrimidones N-substituted imidazoles Vinylogous amides Heteroaromatic compounds Ureas Lactams Azacyclic compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Xanthine - 6-oxopurine - Purinone - Alkaloid or derivatives - Pyrimidone - N-substituted imidazole - Pyrimidine - Vinylogous amide - Imidazole - Azole - Heteroaromatic compound - Urea - Lactam - Azacycle - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Organonitrogen 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. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 H2307459 | Certificate of Analysis | May 20, 2026 | C334918 |
| C2618366 | Certificate of Analysis | Aug 02, 2025 | C334918 |
| G2531304 | Certificate of Analysis | Jul 17, 2025 | C334918 |
| F2516347 | Certificate of Analysis | Jun 09, 2025 | C334918 |
| A2515549 | Certificate of Analysis | Jan 06, 2025 | C334918 |
| C2426155 | Certificate of Analysis | Mar 18, 2024 | C334918 |
| H2307445 | Certificate of Analysis | Jul 31, 2023 | C334918 |
| Solubility | Soluble in chloroform, water (100 mM, unlabeled), ethanol (~15 mg/ml, unlabeled), DMF (~10 mg/ml, unlabeled), and DMSO (~3 mg/ml, unlabeled). |
|---|---|
| Refractive Index | n20D1.68 (Predicted) |
| Boil Point(°C) | 416.79° C at 760 mmHg (Predicted) |
| Melt Point(°C) | 234-239 °C |
| Molecular Weight | 203.250 g/mol |
| XLogP3 | -0.100 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 203.137 Da |
| Monoisotopic Mass | 203.137 Da |
| Topological Polar Surface Area | 58.400 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 293.000 |
| Isotope Atom Count | 9 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Xiao-Dong Zheng, Zhen Wang, Meng-Nan Tan, Meng Dong, Shao-Xiang Pan, Ning Cao, Lei Qin. (2025) A comprehensive study on the mechanism of apple flavor quality formation: Comparison of different apple cultivars in the Weihai region. FOOD CHEMISTRY, [PMID:40472516] [10.1016/j.foodchem.2025.144894] |
