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44583

Sigma-Aldrich

Doxorrubicina

suitable for fluorescence, 98.0-102.0% (HPLC)

Sinônimo(s):

DOX, Hidroxidaunorrubicina

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About This Item

Fórmula empírica (Notação de Hill):
C27H29NO11 · HCl
Número CAS:
25316-40-9
Peso molecular:
579.98
Beilstein:
4229251
Número CE:
246-818-3
Número MDL:
MFCD00077757
Código UNSPSC:
51101500
ID de substância PubChem:
57650234

fonte biológica

synthetic

Nível de qualidade

200

Ensaio

98.0-102.0% (HPLC)

forma

solid

cor

orange to dark red

pf

216 °C (dec.) (lit.)

solubilidade

H2O: 50 mg/mL, clear, orange to red
DMSO: soluble
THF: soluble
ethanol: soluble
methanol: soluble

fluorescência

λem 580-590 nm

adequação

suitable for fluorescence

espectro de atividade do antibiótico

neoplastics

Modo de ação

DNA synthesis | interferes
enzyme | inhibits

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

Cl[H].COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO

InChI

1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1

chave InChI

MWWSFMDVAYGXBV-RUELKSSGSA-N

Informações sobre genes

human ... TOP2A(7153)

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Categorias relacionadas

Descrição geral

Chemical structure: tetracycline

Aplicação

Doxorubicin was used to induce apoptosis, and to induce cardiotoxicity in SK-N-MC cells . It is used to inhibit macromolecular biosynthesis.

Ações bioquímicas/fisiológicas

Doxorubicin ia an antitumor antibiotic that intercalates DNA and inhibits macromolecular biosynthesis. DNA replication is haulted due to the inhibition of topoisomerase II. It is an inhibitor of reverse transcriptase and RNA polymerase and is an immunosuppressive agent .

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Outras notas

Keep container tightly closed in a dry and well-ventilated place.

Pictogramas

Exclamation markHealth hazard
GHS07,GHS08

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 4 Oral - Carc. 1B - Muta. 1B - Repr. 1B

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, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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R L Momparler et al.
Cancer research, 36(8), 2891-2895 (1976-08-01)
The effect of adriamycin on DNA, RNA, and protein synthesis was investigated in cell-free systems and intact cells. In studies with purified mammalian cell enzymes, adriamycin produced a greater inhibition of DNA-dependent DNA polymerase than of RNA polymerase. The extent
Lisa Fujimura et al.
Cardiovascular research, 64(2), 315-321 (2004-10-16)
The Ndl gene, which encodes a novel kelch family protein, is expressed ubiquitously in mouse tissues. In vitro studies suggest that Ndl protein, which binds to actin filaments, functions as a cytoskeletal stabilizer. In order to elucidate a physiological function
Michael A Skinner et al.
Anticancer research, 28(4B), 2019-2025 (2008-08-30)
Medullary thyroid cancer (MTC) is generally resistant to chemotherapy and the frequent constitutive activation of RET (rearranged during transfection gene) in these tumors might inhibit drug-induced apoptosis. Each RET isoform was separately expressed in SK-N-MC cells (neural crest-derived tumor) and
Shujun Zhang et al.
Journal of natural products, 69(10), 1425-1428 (2006-10-28)
Two new guaianolides, named chinensiolides D (5) and E (6), were isolated from Ixeris chinensis Nakai, and their structures were determined to be 10alpha-hydroxy-3-oxoguaia-11(13)-eno-12,6alpha-lactone (5) and 10alpha-hydroxy-3beta-O-[2,6-di(p-hydroxyphenylacetyl)-beta-glucopylanosyl]guaia-4(15),11(13)-dieno-12,6alpha-lactone (6). The first isolation of (11S)-10alpha-hydroxy-3-oxoguaia-4-eno-12,6alpha-lactone (4) from natural sources and its characterization
C Main et al.
Health technology assessment (Winchester, England), 10(9), 1-132 (2006-03-21)
To examine the clinical effectiveness and cost-effectiveness of intravenous formulations of topotecan monotherapy, pegylated liposomal doxorubicin hydorocholoride (PLDH) monotherapy and paclitaxel used alone or in combination with a platinum-based compound for the second-line or subsequent treatment of advanced ovarian cancer.
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