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SML1576

Sigma-Aldrich

Undecylprodigiosin hydrochloride

≥95% (HPLC)

Sinônimo(s):

2-[(Z)-[3-Methoxy-5-(1H-pyrrol-2-yl)-2H-pyrrol-2-ylidene]methyl]-5-undecyl-1H-pyrrole hydrochloride, CID 6438379 hydrochloride, Prodigiosin C-25 hydrochloride, Undecylprodiginin hydrochloride, Undecylprodiginine hydrochloride

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About This Item

Fórmula empírica (Notação de Hill):
C25H35N3O · HCl
Número CAS:
56247-02-0
Peso molecular:
430.03
Código UNSPSC:
12352200
NACRES:
NA.77

fonte biológica

Streptomyces parvulus

Nível de qualidade

100

Ensaio

≥95% (HPLC)

Formulário

powder

condição de armazenamento

desiccated
protect from light

cor

, faint red to dark red

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

COC1=CC(C2=CC=CN2)=N/C1=C\C3=CC=C(CCCCCCCCCCC)N3.[H]Cl

InChI

1S/C25H35N3O.ClH/c1-3-4-5-6-7-8-9-10-11-13-20-15-16-21(27-20)18-24-25(29-2)19-23(28-24)22-14-12-17-26-22;/h12,14-19,26-27H,3-11,13H2,1-2H3;1H/b24-18-;

chave InChI

ZZRPZWXEPLULCE-XWASNXTISA-N

Ações bioquímicas/fisiológicas

Undecylprodigiosin is a tri-pyrolle antibiotic isolated from Streptomyces coelicolor A3 that exhibits immunosuppressive and apoptotic activities as well as antibacterial, antioxidative and UV protective properties.
Undecylprodigiosin is a tri-pyrolle antibiotic isolated from Streptomyces coelicolor A3 that exhibits immunosuppressive and apoptotic activities as well as antibacterial, antioxidative and UV protective properties. Undecylprodigiosin selectively induces p53 independent apoptosis in cancer cells.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
126M4721V

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M Leirós et al.
Neuroscience, 305, 26-35 (2015-08-08)
Anhydroexfoliamycin (1) and undecylprodigiosin (2) have been previously described as neuroprotective molecules against oxidative stress in neurons. Since oxidative stress is strongly correlated with neurodegenerative diseases, we have evaluated their effects over the principal hallmarks of Alzheimer's disease (AD). Both
Yongxiang Song et al.
Marine drugs, 13(3), 1304-1316 (2015-03-19)
Two new C-glycoside angucyclines, marangucycline A (1) and marangucycline B (2), along with three known compounds, dehydroxyaquayamycin (3), undecylprodigiosin (4) and metacycloprodigiosin (5), have been identified as products of the deep-sea sediment strain Streptomyces sp. SCSIO 11594. New structures were
Marta Leirós et al.
ACS chemical neuroscience, 5(1), 71-80 (2013-11-14)
Oxidative stress is a common point in neurodegenerative diseases, widely connected with mitochondrial dysfunction. In this study, we screened seven natural products from Streptomyces sources against hydrogen peroxide insult in primary cortical neurons, an oxidative stress in vitro model. We

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