Showing metabocard for Caffeine (MMDBc0000393)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:46 UTC
Update Date2024-09-27 21:23:55 UTC
Metabolite IDMMDBc0000393
Metabolite Identification
Common NameCaffeine
DescriptionCaffeine is a methyl xanthine alkaloid that is also classified as a purine. Formally, caffeine 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. Caffeine is chemically related to the adenine and guanine bases of deoxyribonucleic acid (DNA) and ribonucleic acid (RNA). It is found in the seeds, nuts, or leaves of a number of plants native to Africa, East Asia and South America and helps to protect them against predator insects and to prevent germination of nearby seeds. The most well-known source of caffeine is the coffee bean. Caffeine is the most widely consumed psychostimulant drug in the world. 85% of American adults consumed some form of caffeine daily, consuming 164 mg on average. Caffeine is mostly is consumed in the form of coffee. Caffeine is a central nervous system stimulant that reduces fatigue and drowsiness. At normal doses, caffeine has variable effects on learning and memory, but it generally improves reaction time, wakefulness, concentration, and motor coordination. Caffeine is a proven ergogenic aid in humans. Caffeine improves athletic performance in aerobic (especially endurance sports) and anaerobic conditions. Moderate doses of caffeine (around 5 mg/kg) can improve sprint performance, cycling and running time trial performance, endurance and cycling power output (PMID: 32551869 ). At intake levels associated with coffee consumption, caffeine appears to exert most of its biological effects through the antagonism of the A1 and A2A subtypes of the adenosine receptor. Adenosine is an endogenous neuromodulator with mostly inhibitory effects, and adenosine antagonism by caffeine results in effects that are generally stimulatory. Some physiological effects associated with caffeine administration include central nervous system stimulation, acute elevation of blood pressure, increased metabolic rate, and diuresis. A number of in vitro and in vivo studies have demonstrated that caffeine modulates both innate and adaptive immune responses. For instance, studies indicate that caffeine and its major metabolite paraxanthine suppress neutrophil and monocyte chemotaxis, and also suppress production of the pro-inflammatory cytokine tumor necrosis factor (TNF) alpha from human blood. Caffeine has also been reported to suppress human lymphocyte function as indicated by reduced T-cell proliferation and impaired production of Th1 (interleukin [IL]-2 and interferon [IFN]-gamma), Th2 (IL-4, IL-5) and Th3 (IL-10) cytokines. Studies also indicate that caffeine suppresses antibody production. The evidence suggests that at least some of the immunomodulatory actions of caffeine are mediated via inhibition of cyclic adenosine monophosphate (cAMP)-phosphodiesterase (PDE), and consequential increase in intracellular cAMP concentrations. Overall, these studies indicate that caffeine, like other members of the methylxanthine family, is largely anti-inflammatory in nature, and based on the pharmacokinetics of caffeine, many of its immunomodulatory effects occur at concentrations that are relevant to normal human consumption. (PMID: 16540173 ). Caffeine is rapidly and almost completely absorbed in the stomach and small intestine and distributed to all tissues, including the brain. Caffeine metabolism occurs primarily in the liver, where the activity of the cytochrome P450 isoform CYP1A2 accounts for almost 95% of the primary metabolism of caffeine. CYP1A2-catalyzed 3-demethylation of caffeine results in the formation of 1,7-dimethylxanthine (paraxanthine). Paraxanthine may be demethylated by CYP1A2 to form 1-methylxanthine, which may be oxidized to 1-methyluric acid by xanthine oxidase. Paraxanthine may also be hydroxylated by CYP2A6 to form 1,7-dimethyluric acid, or acetylated by N-acetyltransferase 2 (NAT2) to form 5-acetylamino-6-formylamino-3-methyluracil, an unstable compound that may be deformylated nonenzymatically to form 5-acetylamino-6-amino-3-methyluracil. Caffeine concentrations in coffee beverages can be quite variable. A standard cup of coffee is often assumed to provide 100 mg of caffeine, but a recent analysis of 14 different specialty coffees purchased at coffee shops in the US found that the amount of caffeine in 8 oz (=240 ml) of brewed coffee ranged from 72 to 130 mg. Caffeine in espresso coffees ranged from 58 to 76 mg in a single shot. (PMID: 16507475 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f47058a6080>

201
  Mrv1652305201900032D          

 14 15  0  0  0  0            999 V2000
    3.0791    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741    0.6639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.6639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8305    1.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2 10  2  0  0  0  0
  3  8  1  0  0  0  0
  3 10  1  0  0  0  0
  3 12  1  0  0  0  0
  4  7  1  0  0  0  0
  4 11  1  0  0  0  0
  4 13  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 14  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f47058a6080>

HMDB0001847
     RDKit          3D
Caffeine
 24 25  0  0  0  0  0  0  0  0999 V2000
   -2.4636   -2.0174   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669   -0.9535   -0.0773 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -1.2106   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2443   -2.3903   -0.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074   -0.2221   -0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    1.0812    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4314    1.8627    0.1211 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    1.0949    0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1493   -0.1805   -0.0043 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0454   -1.3035   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9659    1.3673    0.0738 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311    2.7381    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8359    0.3377    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677    0.6243    0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593   -1.5791   -0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666   -2.6697    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368   -2.6503   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563    1.4588    0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5492   -1.4664    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8757   -1.0117   -0.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5981   -2.2202   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1139    2.8541    1.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5927    3.4191    0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0042    3.0373   -0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13  2  1  0
  9  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  8 18  1  0
 10 19  1  0
 10 20  1  0
 10 21  1  0
 12 22  1  0
 12 23  1  0
 12 24  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f47058a6080>

201
  Mrv1652305201900032D          

 14 15  0  0  0  0            999 V2000
    3.0791    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741    0.6639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.6639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8305    1.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2 10  2  0  0  0  0
  3  8  1  0  0  0  0
  3 10  1  0  0  0  0
  3 12  1  0  0  0  0
  4  7  1  0  0  0  0
  4 11  1  0  0  0  0
  4 13  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 14  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000393

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C=NC2=C1C(=O)N(C)C(=O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3

> <INCHI_KEY>
RYYVLZVUVIJVGH-UHFFFAOYSA-N

> <FORMULA>
C8H10N4O2

> <MOLECULAR_WEIGHT>
194.1906

> <EXACT_MASS>
194.080375584

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.9549309213843

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
-0.24

> <JCHEM_LOGP>
-0.5456455916666669

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9241843687844741

> <JCHEM_POLAR_SURFACE_AREA>
58.440000000000005

> <JCHEM_REFRACTIVITY>
49.8312

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
caffeine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f47058a6080>

HMDB0001847
     RDKit          3D
Caffeine
 24 25  0  0  0  0  0  0  0  0999 V2000
   -2.4636   -2.0174   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669   -0.9535   -0.0773 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -1.2106   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2443   -2.3903   -0.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074   -0.2221   -0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    1.0812    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4314    1.8627    0.1211 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    1.0949    0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1493   -0.1805   -0.0043 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0454   -1.3035   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9659    1.3673    0.0738 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311    2.7381    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8359    0.3377    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677    0.6243    0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593   -1.5791   -0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666   -2.6697    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368   -2.6503   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563    1.4588    0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5492   -1.4664    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8757   -1.0117   -0.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5981   -2.2202   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1139    2.8541    1.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5927    3.4191    0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0042    3.0373   -0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13  2  1  0
  9  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  8 18  1  0
 10 19  1  0
 10 20  1  0
 10 21  1  0
 12 22  1  0
 12 23  1  0
 12 24  1  0
M  END
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PDB for #<Metabolite:0x00007f47058a6080>

HEADER    PROTEIN                                 20-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 201                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAY-19         0                                  
HETATM    1  O   UNK     0       5.748   3.080   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080  -1.540   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       5.748  -1.540   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       8.538   1.239   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       4.414   0.770   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       8.538  -1.239   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.748   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.437   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.017   2.703   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080   1.540   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    8   10   12                                                  
CONECT    4    7   11   13                                                  
CONECT    5    9   10   14                                                  
CONECT    6    8   11                                                       
CONECT    7    4    8    9                                                  
CONECT    8    3    6    7                                                  
CONECT    9    1    5    7                                                  
CONECT   10    2    3    5                                                  
CONECT   11    4    6                                                       
CONECT   12    3                                                            
CONECT   13    4                                                            
CONECT   14    5                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END
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3D PDB for #<Metabolite:0x00007f47058a6080>

COMPND    HMDB0001847
HETATM    1  C1  UNL     1      -2.464  -2.017  -0.152  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.467  -0.953  -0.077  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.149  -1.211  -0.085  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.244  -2.390  -0.158  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.807  -0.222  -0.016  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.356   1.081   0.064  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.431   1.863   0.121  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.541   1.095   0.079  1.00  0.00           C  
HETATM    9  N3  UNL     1       2.149  -0.181  -0.004  1.00  0.00           N  
HETATM   10  C6  UNL     1       3.045  -1.304  -0.070  1.00  0.00           C  
HETATM   11  N4  UNL     1      -0.966   1.367   0.074  1.00  0.00           N  
HETATM   12  C7  UNL     1      -1.431   2.738   0.158  1.00  0.00           C  
HETATM   13  C8  UNL     1      -1.836   0.338   0.002  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.068   0.624   0.013  1.00  0.00           O  
HETATM   15  H1  UNL     1      -3.459  -1.579  -0.025  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.267  -2.670   0.739  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.337  -2.650  -1.036  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.556   1.459   0.109  1.00  0.00           H  
HETATM   19  H5  UNL     1       3.549  -1.466   0.914  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.876  -1.012  -0.767  1.00  0.00           H  
HETATM   21  H7  UNL     1       2.598  -2.220  -0.452  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.114   2.854   1.049  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.593   3.419   0.283  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.004   3.037  -0.764  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   13
CONECT    3    4    4    5
CONECT    5    6    6    9
CONECT    6    7   11
CONECT    7    8    8
CONECT    8    9   18
CONECT    9   10
CONECT   10   19   20   21
CONECT   11   12   13
CONECT   12   22   23   24
CONECT   13   14   14
END
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SMILES for #<Metabolite:0x00007f47058a6080>

CN1C=NC2=C1C(=O)N(C)C(=O)N2C
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INCHI for #<Metabolite:0x00007f47058a6080>

InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
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Synonyms
ValueSource
1,3,7-Trimethyl-2,6-dioxopurineChEBI
1,3,7-Trimethylpurine-2,6-dioneChEBI
1,3,7-TrimethylxanthineChEBI
1-MethyltheobromineChEBI
3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dionChEBI
7-MethyltheophyllineChEBI
Anhydrous caffeineChEBI
CafeinaChEBI
CafeineChEBI
CoffeinChEBI
GuaranineChEBI
KoffeinChEBI
MateinaChEBI
MethyltheobromineChEBI
TeinaChEBI
TheinChEBI
TheineChEBI
RespiaKegg
1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dioneHMDB
1-Methyl-theobromineHMDB
3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dioneHMDB
7-Methyl theophyllineHMDB
Anhydrous caffeine (JP15)HMDB
HycomineHMDB
LanorinalHMDB
MethyltheobromideHMDB
Methylxanthine theophyllineHMDB
Monohydrate caffeineHMDB
PropoxypheneHMDB
Merck dura brand OF caffeineHMDB
Thompson brand 1 OF caffeineHMDB
Bristol-myers squibb brand OF caffeineHMDB
CaffedrineHMDB
DexitacHMDB
Percoffedrinol NHMDB
Pierre fabre brand OF caffeineHMDB
Republic drug brand OF caffeineHMDB
Thompson brand 2 OF caffeineHMDB
VivarinHMDB
Coffeinum NHMDB
Coffeinum purrumHMDB
DurvitanHMDB
GlaxoSmithKline brand OF caffeineHMDB
No dozHMDB
PercutaféineHMDB
Quick-pepHMDB
Seid brand OF caffeineHMDB
Berlin-chemie brand OF caffeineHMDB
Passauer brand OF caffeineHMDB
Quick pepHMDB
QuickPepHMDB
Molecular FormulaC8H10N4O2
Average Mass194.1906
Monoisotopic Mass194.080375584
IUPAC Name1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
Traditional Namecaffeine
CAS Registry NumberNot Available
SMILES
CN1C=NC2=C1C(=O)N(C)C(=O)N2C
InChI Identifier
InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
InChI KeyRYYVLZVUVIJVGH-UHFFFAOYSA-N