Merck
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C1778

Sigma-Aldrich

Caffeine

Sigma Reference Standard, vial of 250 mg

Todas las fotos(1)
Sinónimos:
1,3,7-Trimethylxanthine
Empirical Formula (Hill Notation):
C8H10N4O2
Número de CAS:
58-08-2
Peso molecular:
194.19
Beilstein:
17705
Número de EC:
200-362-1
Número MDL:
MFCD00005758
eCl@ss:
34050301
ID de la sustancia en PubChem:
24892436
NACRES:
NA.21

Nivel de calidad

200

grado

Sigma Reference Standard

formulario

crystalline
powder

envase

vial of 250 mg

mp

234-236.5 °C (lit.)

solubilidad

H2O: soluble 18.7 g/L at 16 °C

SMILES string

CN1C(=O)N(C)c2ncn(C)c2C1=O

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

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140) , PDE4B(5142)
mouse ... Adora2b(11541)
rat ... Adora1(29290) , Adora2a(25369)

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Envase

5 vials in poly bottle
1 vial in poly bottle
Supplied in amber screw-cap vials

Acciones bioquímicas o fisiológicas

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.

Otras notas

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.

pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H302

Clasificaciones de peligro

Acute Tox. 4 Oral

Código de clase de almacenamiento

11 - Combustible Solids

WGK

WGK 1

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificado de Análisis

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Certificado de origen

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Más documentos

Spectra - ATR-IR
Spectra - ATR-IR
Structure Search

Quotes and Ordering

Bulk Quote-Order Product
CONSORT extension for reporting N-of-1 trials (CENT) 2015: Explanation and elaboration.
Larissa Shamseer et al.
BMJ (Clinical research ed.), 350, h1793-h1793 (2015-05-16)
Jonathan M Hodgson et al.
The American journal of clinical nutrition, 97(5), 943-950 (2013-04-05)
Measures of blood pressure variation have been associated with cardiovascular disease and related outcomes. The regular consumption of black tea can lower blood pressure, but its effects on blood pressure variation have yet to be investigated. We aimed to assess
Nicolas Bousette et al.
Journal of cellular physiology, 229(3), 374-383 (2013-09-17)
Calnexin (CNX) is an endoplasmic reticulum (ER) quality control chaperone that has been implicated in ER stress. ER stress is a prominent pathological feature of various pathologic conditions, including cardiovascular diseases. However, the role of CNX and ER stress has
Louise A Horrigan et al.
Pharmacology & therapeutics, 111(3), 877-892 (2006-03-17)
Caffeine is a member of the methylxanthine family of drugs, and is the most widely consumed behaviourally active substance in the western world. This article is focused on the impact of caffeine on immune function. In this regard, a number
Jiangnan Peng et al.
Journal of medicinal chemistry, 53(1), 61-76 (2009-12-19)
Structure-activity relationship studies were carried out by chemical modification of manzamine A (1), 8-hydroxymanzamine A (2), manzamine F (14), and ircinal isolated from the sponge Acanthostrongylophora. The derived analogues were evaluated for antimalarial, antimicrobial, and antineuroinflammatory activities. Several modified products
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