Home Structure Caffeine

Structure of Caffeine (C8H10N4O2)

Identification of Caffeine Chemical Compound

2D chemical structure image of caffeine
Chemical Formula C8H10N4O2
Molecular Weight 194.1906 g/mol
IUPAC Name 1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
SMILES String Cn1cnc2n(C)c(=O)n(C)c(=O)c12
InChI InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
InChIKey RYYVLZVUVIJVGH-UHFFFAOYSA-N

Chemical Structure Description

A chemical structure of a molecule includes the arrangement of atoms and the chemical bonds that hold the atoms together. The caffeine molecule contains a total of 25 bond(s) There are 15 non-H bond(s), 7 multiple bond(s), 2 double bond(s), 5 aromatic bond(s), 1 five-membered ring(s), 1 six-membered ring(s), 1 nine-membered ring(s), 1 urea (-thio) derivative(s), 1 imide(s) (-thio) and 1 Imidazole(s).
Images of the chemical structure of caffeine are given below:

2D chemical structure image of caffeine
2-dimensional (2D) chemical structure image of caffeine
3D chemical structure image of caffeine
3-dimensional (3D) chemical structure image of caffeine

The 2D chemical structure image of caffeine is also called skeletal formula, which is the standard notation for organic molecules. The carbon atoms in the chemical structure of caffeine are implied to be located at the corner(s) and hydrogen atoms attached to carbon atoms are not indicated – each carbon atom is considered to be associated with enough hydrogen atoms to provide the carbon atom with four bonds.

The 3D chemical structure image of caffeine is based on the ball-and-stick model which displays both the three-dimensional position of the atoms and the bonds between them. The radius of the spheres is therefore smaller than the rod lengths in order to provide a clearer view of the atoms and bonds throughout the chemical structure model of caffeine.


An Interactive 3-dimensional (3D) Visualization of Caffeine

For a better understanding of the chemical structure, an interactive 3D visualization of caffeine is provided here.

The caffeine molecule shown in the visualization screen can be rotated interactively by keep clicking and moving the mouse button. Mouse wheel zoom is available as well – the size of the caffeine molecule can be increased or decreased by scrolling the mouse wheel.

The information of the atoms, bonds, connectivity and coordinates included in the chemical structure of caffeine can easily be identified by this visualization. By right-clicking the visualization screen, various other options are available including the visualization of van der Waals surface and exporting to a image file.





More Properties of Caffeine

For physicochemical, thermodynamic, transport, spectra, and other property data & information, the followings are available from “Mol-Instincts”, a chemical database based on quantum mechanics:







Additional Information for Identifying Caffeine Molecule

  • SMILES (Simplified Molecular-Input Line-Entry System) string of caffeine

    The SMILES string of caffeine is Cn1cnc2n(C)c(=O)n(C)c(=O)c12, which can be can be imported by most molecule editors for conversion back into two-dimensional drawings or three-dimensional models of the caffeine.

  • Structure Data File (SDF/MOL File) of caffeine

    The structure data file (SDF/MOL File) of caffeine is available for download in the SDF page of caffeine, which provides the information about the atoms, bonds, connectivity and coordinates of caffeine. The caffeine structure data file can be imported to most of the cheminformatics software systems and applications.

  • Chemical formula of caffeine

    The molecular formula of caffeine is available in chemical formula page of caffeine, which identifies each constituent element by its chemical symbol and indicates the proportionate number of atoms of each element.

  • Molecular weight of caffeine

    The molecular weight of caffeine is available in molecular weight page of caffeine, which is calculated as the sum of the atomic weights of each constituent element multiplied by the number of atoms of that element in the molecular formula.

  • Other names (synonyms) or registry numbers of caffeine

    The caffeine compound may be called differently depending on the various different situations of industrial applications. Below are the list of the other names (synonyms) of caffeine including the various registry numbers, if available:

    • EN300-21663
    • BBV-46884337
    • Mettler-Toledo Calibration substance ME 18872, Caffeine, analytical standard, for the calibration of the thermosystem 900, traceable to primary standards (LGC)
    • Caffeine, PharmaGrade, EP, Manufactured under appropriate GMP controls for pharma or biopharmaceutical production
    • Caffeine Melting Point Standard, pharmaceutical secondary standard; traceable to USP, Melting range approximately 237??C
    • Caffeine solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material
    • Caffeine melting point standard, United States Pharmacopeia (USP) Reference Standard
    • Caffeine for system suitability, European Pharmacopoeia (EP) Reference Standard
    • Caffeine, pharmaceutical secondary standard; traceable to USP, PhEur and BP
    • 3,?7-?DIHYDRO-?1,?3,?7-?TRIMETHYL-?1H-?PURINE-?2,?6-?DIONE
    • Caffeine|3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
    • Caffeine, United States Pharmacopeia (USP) Reference Standard
    • Caffeine solution, analytical standard, 1.0 mg/mL in methanol
    • 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion (coffein)
    • 2,6-Dioxo-2,3,6,7-tetrahydro-1,3,7-trimethyl-1H-purine
    • Z112207564
    • S4168,21399
    • F3371-0262
    • Caffeine, European Pharmacopoeia (EP) Reference Standard
    • 1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione #
    • Melting point standard 235-237C, analytical standard
    • I14-19223
    • Caffeine, meets USP testing specifications, anhydrous
    • Caffeine, certified reference material, TraceCERT(R)
    • Sugarloaf Spring Caffeine, Caffeinated Spring Water
    • SR-01000075187-1
    • Caffeine, Sigma Reference Standard, vial of 250 mg
    • 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion
    • Caffeine, anhydrous, tested according to Ph.Eur.
    • 3,7-dihydro-1,3,7-trimethyl-1H-purine (9CI)
    • Caffeine, purum, anhydrous, >=99.0% (HPLC)
    • AB00051930-09
    • 1H-Purine-2, 3,7-dihydro-1,3,7-trimethyl-
    • 1,3,7-trimethyl-3,7-dihydropurine-2,6-dione
    • N2379
    • N1379
    • H2815
    • Maximum Strength Snapback Stimulant Powders
    • SBI-0050216.P004
    • component of A.S.A. Compound (Salt/Mix)
    • O926
    • component of P-A-C Compound (Salt/Mix)
    • Caffeine, SAJ special grade, >=98.5%
    • Jet-alert Maximum Strength Alertness Aid
    • 3,3,7-trimethyl-1H-purine-2,6-dione
    • Caffeine, anhydrous, 99%, FCC, FG
    • Bayer Select Headache Pain (Salt/Mix)
    • Propoxyphene Compound 65 (Salt/Mix)
    • Nodoz Maximum Strength Alertness Aid
    • CCG-38825
    • caffeine (1,3,7-trimethylxanthine)
    • Topcare Stay Awake Maximum Strength
    • CS-M0795
    • CAFFEINE (TRIMETHYL-13C3)
    • Alert Aid Caffeine Capsules 175mg
    • NoDoz Caplets and Chewable Tablets
    • Alert Aid Caffeine Tablets 175mg
    • Pharmakon1600-01500155
    • HMS3435F10
    • HMS3372J18
    • HMS3260N17
    • HMS2232M13
    • Phenfree Caffeine 100mg Capsules
    • Good Neighbor Pharmacy Stay Awake
    • component of Percodan (Salt/Mix)
    • Caffeine, powder, ReagentPlus(R)
    • 1-3-7-TRIMETHYLXANTHINE
    • HMDB01847
    • BDBM10849
    • 1,7-Trimethyl-2,6-dioxopurine
    • component of Dilone (Salt/Mix)
    • ARONIS25359
    • GTPL407
    • Caffeine, 99% 100g
    • D002110
    • Anhydrous caffeine (JP17)
    • Stay Awake Maximum Strength
    • Drowz Away Maximum Strength
    • EC 200-362-1
    • Jet Alert Regular Strength
    • Healthy Accents Stay Awake
    • Spirit (chewable Squares)
    • Jet Alert Double Strength
    • Pep-back Peak Performance
    • Stay Alert Alertness Aid
    • Caffeine Maximum Strength
    • Theine, methyltheobromine
    • Destim - Tab 200mg
    • Xanthine,3,7-trimethyl
    • Lil Drug Store Nosnooze
    • Smart Sense Stay Awake
    • Health Mart Stay Awake
    • 3g6m
    • Good Sense Stay Awake
    • 1,7-Trimethylxanthine
    • Awake Maximum Strength
    • nchembio.243-comp7
    • Cafergot (Salt/Mix)
    • Bristol-Myers Squibb Brand of Caffeine
    • 7-methyl Theophylline
    • 1-methyl-Theobromine
    • Sohmed Alertness Aid
    • Leader Alertness Aid
    • Diurette Water Pills
    • Respia (TN)
    • nchembio774-comp2
    • nchembio.63-comp5
    • Alert Tab 100mg
    • Caffeine 99%
    • Monohydrate Caffeine
    • Equaline Stay Awake
    • Sunmark Stay Awake
    • Circle K Nosnooze
    • Caffeine, BioXtra
    • GlaxoSmithKline Brand of Caffeine
    • Stay Alert Aid
    • Nano Ppc
    • Pep-back Ultra
    • Republic Drug Brand of Caffeine
    • Berlin-Chemie Brand of Caffeine
    • Stay Awake
    • Diurex Watercaps
    • Conrx Alert
    • Pierre Fabre Brand of Caffeine
    • Diurex Ultra
    • Caffeine hydrous
    • Alertness Aid
    • Diurex Ultimate
    • Allertness Aid
    • Thompson Brand 2 of Caffeine
    • Thompson Brand 1 of Caffeine
    • Alert
    • Merck dura Brand of Caffeine
    • peyona
    • nymusa
    • Caffeine [USP:BAN:JAN]
    • Passauer Brand of Caffeine
    • Seid Brand of Caffeine
    • 71701-02-5
    • CAS-58-08-2
    • Percoffedrinol N
    • Coffeinum Purrum
    • Coffeinum N
    • 07E4FB58-FD79-4175-8E3D-05BF96954522
    • Percutafeine
    • cafalgine
    • 1,3,7-trimethyl-2,6-dioxo-1,2,3,6-tetrahydropurine
    • I14-4386
    • CU-01000012617-3
    • BRD-K02404261-001-03-5
    • BRD-K02404261-001-02-7
    • 1,3,7-trimethyl-1,3,7-trihydropurine-2,6-dione
    • L000155
    • D00528
    • C 0750
    • BIM-0050216.0001
    • 3,7-dihydro-1,3,7-trimethyl-1H-purine
    • SDCCGMLS-0064595.P002
    • SDCCGMLS-0064595.P001
    • 95789-13-2
    • 5-26-13-00558 (Beilstein)
    • MFCD00005758
    • HMS2091O11
    • HMS1920I09
    • 3G6A5W338E
    • HMS502E12
    • CFF
    • Nodoz Maximum Strength Caplets
    • SPECTRUM1500155
    • Bio-0579
    • BIDD:GT0632
    • BIDD:ER0554
    • Dexitac Stay Alert Stimulant
    • BIDD:PXR0172
    • Anhydrous caffeine (JP15)
    • bmse000206
    • 1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione
    • Monomethyl derivative of Theophylline
    • Lopac-C-0750
    • Anhydrous caffeine (TN)
    • CAFFEINE ANHYDROUS
    • 2a3b
    • 1l7x
    • 1l5q
    • Caffeine, Monohydrate
    • component of Cafergot
    • Darvon compound-65
    • Caffeine (USP)
    • Caffedrine Caplets
    • 1gfz
    • Ultra Pep-Back
    • Natural Caffeinum
    • Caffeine solution
    • Keep Alert
    • Propoxyphene Compound-65
    • Caffeine Pure
    • FEMA No. 2224
    • A.S.A. and Codeine Compound
    • teina
    • Compound 65
    • P-A-C Analgesic Tablets
    • No Doz
    • Wake-Up
    • Pep-Back
    • Quick Pep
    • Caffeine [BAN:JAN]
    • Anacin Maximum Strength
    • 1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione
    • Midol Maximum Strength
    • Cafcit
    • Lanorinal
    • Ercatab
    • Enerjets
    • Caffeina
    • SK-65 Compound
    • SK 65 Compound
    • caffenium
    • cafeine
    • Hycomine Compound
    • Theobromine Me
    • Methylxanthine theophylline
    • Theophylline Me
    • Caffeina [Italian]
    • Xanthine, 1,3,7-trimethyl
    • Caffeine (natural)
    • 1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-
    • 1-methyltheobromine
    • Koffein [German]
    • Coffein [German]
    • Kofein [Czech]
    • Propoxyphene Compound 65
    • 1,3,7-Trimethylpurine-2,6-dione
    • Caffeine, anhydrous
    • Miudol
    • Kofein
    • 1,3,7-Trimethyl-2,6-dioxopurine
    • Tri-Aqua
    • Theobromine, 1-methyl-
    • DHCplus
    • Theophylline, 7-methyl
    • 3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
    • Tirend
    • Wigraine
    • Coffeinum
    • Quick-Pep
    • Caffeine, synthetic
    • Dasin
    • Phensal
    • Durvitan
    • Methyltheobromide
    • Nix Nap
    • Organex
    • Hycomine
    • Coffein
    • Anhydrous caffeine
    • 7-Methyltheophylline
    • Eldiatric C
    • Vivarin
    • Nodaca
    • Caffine
    • Cafecon
    • Cafamil
    • No-Doz
    • Stim
    • Dexitac
    • Refresh'n
    • Coffeine
    • Caffein
    • Caffedrine
    • Alert-pep
    • 58-08-2
    • Theine
    • Mateina
    • Koffein
    • Thein
    • Cafeina
    • Methyltheobromine
    • Guaranine
    • 1,3,7-Trimethylxanthine
    • caffeine
    • Cafipel

Additional Outstanding Products

Caffeine Identification Summary Frequently Asked Questions (FAQs)

What’s the chemical formula of caffeine?
C8H10N4O2
How many atoms and what are the elements included the caffeine molecule?
24 atom(s) - 10 Hydrogen atom(s), 8 Carbon atom(s), 4 Nitrogen atom(s) and 2 Oxygen atom(s)
How many chemical bonds and what kind of bonds are included the caffeine structure?
25 bond(s) - 15 non-H bond(s), 7 multiple bond(s), 2 double bond(s), 5 aromatic bond(s), 1 five-membered ring(s), 1 six-membered ring(s), 1 nine-membered ring(s), 1 urea (-thio) derivative(s), 1 imide(s) (-thio) and 1 Imidazole(s)
What’s the caffeine’s molecular weight?
194.1906 g/mol
What’s the SMILES code of caffeine?
Cn1cnc2n(C)c(=O)n(C)c(=O)c12
What’s the InChI string of caffeine?
InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
What’s the InChIKey code of caffeine?
RYYVLZVUVIJVGH-UHFFFAOYSA-N

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Source: Mol-Instincts Chemical Database, Predicted on Quantum.
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