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205548

Sigma-Aldrich

Caffeine

Trimethylated xanthine that acts as a potent central nervous system stimulant.

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Synonym(s):
Caffeine, 3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
Empirical Formula (Hill Notation):
C8H10N4O2
CAS Number:
58-08-2
Molecular Weight:
194.19
MDL number:
MFCD00005758

Quality Level

100

Assay

≥99% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

chloroform: 50 mg/mL

shipped in

ambient

storage temp.

10-30°C

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

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This Item
PHR1009C0750C7731
Caffeine Trimethylated xanthine that acts as a potent central nervous system stimulant.

Sigma-Aldrich

205548

Caffeine

Caffeine Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1009

Caffeine

Caffeine powder, ReagentPlus®

Sigma-Aldrich

C0750

Caffeine

Caffeine meets USP testing specifications, anhydrous

Sigma-Aldrich

C7731

Caffeine

form

solid

form

-

form

powder

form

crystalline, powder

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

-

manufacturer/tradename

-

storage condition

OK to freeze

storage condition

-

storage condition

-

storage condition

-

color

white

color

-

color

-

color

-

solubility

chloroform: 50 mg/mL

solubility

-

solubility

H2O: 15 mg/mL

solubility

H2O: soluble 18.7 g/L at 16 °C

General description

Trimethylated xanthine that acts as a potent central nervous system stimulant. A nonselective phosphodiesterase inhibitor. At higher doses, produces tachycardia and interferes with the uptake and storage of Ca2+ by the sarcoplasmic reticulum in skeletal muscle. Prevents apoptosis and cell cycle effects induced by camptothecin and topotecan in HL-60 cells.
Trimethylated xanthine that acts as a potent central nervous system stimulant. At higher doses, produces tachycardia and interferes with the uptake and storage of Ca2+ by the sarcoplasmic reticulum in skeletal muscle. Prevents apoptosis and cell cycle effects induced by Camptothecin (Cat. No. 208925) and topotecan in HL-60 cells.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Potent central nervous system stimulant
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Zhen, W., and Vaugha, A. T. 1995. Radiat. Res.141, 170.
Howell, L. L. 1993. Cancer Res.54, 4993.
Traganos, F., et al. 1993. Cancer Res.53, 4613.
Zahradnik, I., and Palade, P. 1993. Pflugers Arch. 424, 129.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Certificates of Analysis (COA)

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USP

1086006

Caffeine melting point standard

Caffeine meets USP testing specifications, anhydrous

Sigma-Aldrich

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Caffeine

Kurtis Stefan et al.
BMC genomics, 24(1), 253-253 (2023-05-12)
Cis-regulatory elements (CRE) are critical for coordinating gene expression programs that dictate cell-specific differentiation and homeostasis. Recently developed self-transcribing active regulatory region sequencing (STARR-Seq) has allowed for genome-wide annotation of functional CREs. Despite this, STARR-Seq assays are only employed in
Han Hu et al.
Cardiovascular research, 116(5), 944-955 (2019-08-03)
The elevated expression of phospholamban (PLB) has been observed in heart failure and cardiac remodelling, inhibiting the affinity of Ca2+ pump to Ca2+ thereby impairing heart relaxation. However, the mechanisms underlying the regulation of PLB remains to be further studied.

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