N5148

Nodularin

cyanotoxin

• Synonyme(s) : 1,4,8,11,15-Pentaazacyclononadecane, cyclic peptide
• Formule empirique (notation de Hill): C₄₁H₆₀N₈O₁₀
• Numéro CAS: 118399-22-7
• Poids moléculaire : 824.96
• Numéro MDL: MFCD16659855
• Code UNSPSC : 12352202
• ID de substance PubChem : 329818653
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: microbial
• Niveau de qualité: 200
• Pureté: ≥94% (TLC)
• Forme: film or powder
• Solubilité: methanol: 2 mg/mL (Further dilute to 10% (v/v) methanol. Store solutions at −20°C for up to six months.)
• Température de stockage: 2-8°C
• Chaîne SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@@H]2NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)[C@@H](NC(=O)\C(=C\C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O
• InChI: 1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1
• Clé InChI: IXBQSRWSVIBXNC-HSKGSTCASA-N

Description

Description générale

Nodularin is a cyclic pentapeptide toxin produced by the cyanobacteria Nodularia spumigena.

Application

Nodularin has been used to induce oxidative stress and analyse its dynamics in flounder liver. It has also been used as standard for identification and quantification by high performance liquid chromatography (HPLC).

Actions biochimiques/physiologiques

Potent inhibitor of protein phosphatases types 1 and 2A. Tumor promoter in experimental animal model.; at higher doses, causes massive liver hemorrhage. Tumor-promoting effect is due to increasing oxidative stress, as evidenced by reduced levels of glutathione and appearance of oxidative damage in DNA bases.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H300 + H310 + H330,H315,H317,H319,H335
• Conseils de prudence: P260 - P262 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• Classification des risques: Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable