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SML1576

Sigma-Aldrich

Undecylprodigiosin hydrochloride

≥95% (HPLC)

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C25H35N3O · HCl
Numero CAS:
56247-02-0
Peso molecolare:
430.03
Codice UNSPSC:
12352200
NACRES:
NA.77

Origine biologica

Streptomyces parvulus

Livello qualitativo

100

Saggio

≥95% (HPLC)

Stato

powder

Condizioni di stoccaggio

desiccated
protect from light

Colore

, faint red to dark red

Temperatura di conservazione

−20°C

Stringa SMILE

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-;
ZZRPZWXEPLULCE-XWASNXTISA-N

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (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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