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C1778 Sigma-Aldrich

Caffeine

Sigma Reference Standard, vial of 250 mg

Synonym: 1,3,7-Trimethylxanthine

  • CAS Number 58-08-2

  • Empirical Formula (Hill Notation) C8H10N4O2

  • Molecular Weight 194.19

  •  Beilstein Registry Number 17705

  •  EC Number 200-362-1

  •  MDL number MFCD00005758

  •  eCl@ss 34050301

  •  PubChem Substance ID 24892436

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Properties

Related Categories Alkaloid, Cell Biology, Nutrition Research, Phytochemicals by Chemical Classification
grade   Sigma Reference Standard
InChI Key   RYYVLZVUVIJVGH-UHFFFAOYSA-N
form   crystalline
  powder
packaging   vial of 250 mg
mp   234-236.5 °C (lit.)
solubility   H2O: soluble 18.7 g/L at 16 °C
Gene Information   human ... ADORA1(134), ADORA2B(136), ADORA3(140), PDE4B(5142)
mouse ... Adora2b(11541)
rat ... Adora1(29290), Adora2a(25369)

Description

Packaging

1 vial in poly bottle

5 vials in poly bottle

Supplied in amber screw-cap vials

Biochem/physiol Actions

A central nervous system stimulant believed to act through adenosine receptors and monoamine neurotransmitters. It is an adenosine receptor antagonist and adenosine 3′,5′-cyclic monophosphate (cAMP) phosphodiesterase inhibitor. Thus, levels of cAMP increase in cells following treatment with caffeine. It has been reported to affect cellular calcium levels, releasing calcium from intracellular stores. It overrides the cell cycle effects of various chemicals such as protease inhibitors, preventing apoptosis; and it has been shown to inhibit cellular DNA repair mechanisms.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C1778.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Milli-Q® Water Purification Solutions
Protocols & Articles

Articles

HPLC Analysis of Caffeine and Metabolites on Ascentis® RP-Amide

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Caffeine and Metabolites on Ascentis® RP-Amide
Keywords: Chromatography, Clinical, High performance liquid chromatography

HPLC Analysis of Diet Soda Additives on Ascentis® Express C18

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Diet Soda Additives on Ascentis® Express C18
Keywords: Chromatography, High performance liquid chromatography, Separation

HPLC Analysis of Diet Soda Additives on Ascentis® Express RP-Amide

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Diet Soda Additives on Ascentis® Express RP-Amide
Keywords: Chromatography, High performance liquid chromatography, Separation

TLC Analysis of Alkaloids on HPTLC Silica Gel 60 F 254

From our library of Articles, Sigma-Aldrich presents TLC Analysis of Alkaloids on HPTLC Silica Gel 60 F 254
Keywords: Clinical, Thin layer chromatography

TLC Analysis of Ingredients in Analgesic Agents on HPTLC Silica Gel 60 RP-18 wF 254s with Concentrating Zone

From our library of Articles, Sigma-Aldrich presents TLC Analysis of Ingredients in Analgesic Agents on HPTLC Silica Gel 60 RP-18 wF 254s with Concentrating Zone
Keywords: Thin layer chromatography

TLC Analysis of Ingredients in Anti-Migraine Agents on HPTLC Silica Gel 60 RP-18 WF 254s with concentrating zone (analyte set 1)

From our library of Articles, Sigma-Aldrich presents TLC Analysis of Ingredients in Anti-Migraine Agents on HPTLC Silica Gel 60 RP-18 WF 254s with concentrating zone (analyte set 1)
Keywords: Thin layer chromatography

Peer-Reviewed Papers
15

References

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