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C3394

Sigma-Aldrich

Cordycepin

from Cordyceps militaris, ≥98% (HPLC), powder, adenosine analogue

Sinônimo(s):

3′-Deoxyadenosine

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About This Item

Fórmula empírica (Notação de Hill):
C10H13N5O3
Número CAS:
Peso molecular:
251.24
Beilstein:
35194
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

product name

Cordycepin, from Cordyceps militaris

fonte biológica

Cordyceps militaris

Nível de qualidade

forma

powder

espectro de atividade do antibiótico

fungi

Modo de ação

DNA synthesis | interferes
enzyme | inhibits

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)C[C@H]3O

InChI

1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(17)1-5(2-16)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,10+/m0/s1

chave InChI

OFEZSBMBBKLLBJ-BAJZRUMYSA-N

Informações sobre genes

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Descrição geral

Chemical structure: nucleoside

Ações bioquímicas/fisiológicas

Cordycepin is an adenosine analogue that is readily converted to cordycepin 5′-triphosphate; can be used for 3′-end labeling of RNA.

Características e benefícios

This compound is a featured product for Cyclic Nucleotide and Gene Regulation research. Discover more featured Cyclic Nucleotide and Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Skull and crossbones

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificados de análise (COA)

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E N Kodama et al.
Biochemical pharmacology, 59(3), 273-281 (1999-12-28)
The nucleoside analogue cordycepin (3'-deoxyadenosine, 3'-dA) is substantially more cytotoxic to terminal deoxynucleotidyl transferase positive (TdT+) leukemic cells than to TdT leukemic cells in vitro in the presence of an adenosine deaminase inhibitor, deoxycoformycin (dCF), and has been considered as
Yukako Chiba et al.
Plant & cell physiology, 54(2), 180-194 (2012-12-12)
Control of mRNA half-life is a powerful strategy to adjust individual mRNA levels to various stress conditions, because the mRNA degradation rate controls not only the steady-state mRNA level but also the transition speed of mRNA levels. Here, we analyzed
Ying-Yi Chen et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(8-9), 768-778 (2012-04-03)
Cancer metastasis is a primary cause of cancer death. Antrodia cinnamomea (A. cinnamomea), a medicinal mushroom in Taiwan, has been shown antioxidant and anticancer activities. In this study, we first observed that ethanol extract of fruiting bodies of A. cinnamomea
Guifen Wu et al.
Cell reports, 30(7), 2387-2401 (2020-02-23)
Degradation of transcripts in human nuclei is primarily facilitated by the RNA exosome. To obtain substrate specificity, the exosome is aided by adaptors; in the nucleoplasm, those adaptors are the nuclear exosome-targeting (NEXT) complex and the poly(A) (pA) exosome-targeting (PAXT) connection.
Suman K Vodnala et al.
Journal of medicinal chemistry, 56(24), 9861-9873 (2013-11-29)
Novel methods for treatment of African trypanosomiasis, caused by infection with Trypanosoma brucei are needed. Cordycepin (3'-deoxyadenosine, 1a) is a powerful trypanocidal compound in vitro but is ineffective in vivo because of rapid metabolic degradation by adenosine deaminase (ADA). We

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