SML1576

Sigma-Aldrich

Undecylprodigiosin hydrochloride

≥95% (HPLC)

Synonyme(s):
2-[(Z)-[3-Methoxy-5-(1H-pyrrol-2-yl)-2H-pyrrol-2-ylidene]methyl]-5-undecyl-1H-pyrrole hydrochloride, Prodigiosin C-25 hydrochloride, Undecylprodiginin hydrochloride, Undecylprodiginine hydrochloride, CID 6438379 hydrochloride
Empirical Formula (Hill Notation):
C25H35N3O · HCl
Numéro CAS:
Poids moléculaire:
430.03

Niveau de qualité

100

Source biologique

Streptomyces parvulus

Essai/Dosage

≥95% (HPLC)

Forme

powder

Conditions de stockage

protect from light

Couleur

, faint red to dark red

Temp. de stockage

−20°C

SMILES string

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

Conditionnement

1 mg in glass bottle
250 μg in glass bottle

Actions biochimiques/physiologiques

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.

RID ADR

NONH for all modes of transport

WGK Allemagne

WGK 3

Flash Point(F)

Not applicable

Point d'éclair C

Not applicable

Certificat d'analyse
Certificat d'origine
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...
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...
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...

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