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Merck
CN

N5148

节球毒素

From microbial, ≥94% (TLC), PP2A inhibitor, film or powder

别名:

1,4,8,11,15-Pentaazacyclononadecane, cyclic peptide

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关于此项目

经验公式(希尔记法):
C41H60N8O10
化学文摘社编号:
分子量:
824.96
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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产品名称

节球毒素, cyanotoxin

biological source

microbial

Quality Level

assay

≥94% (TLC)

form

film or powder

solubility

methanol: 2 mg/mL (Further dilute to 10% (v/v) methanol. Store solutions at −20°C for up to six months.)

storage temp.

2-8°C

SMILES string

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

InChI key

IXBQSRWSVIBXNC-HSKGSTCASA-N

General description

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).

Biochem/physiol Actions

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.


pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.


Detection of nodularin in European flounder (Platichthys flesus) in the west coast of Sweden: Evidence of nodularin mediated oxidative stress
Persson KJ, et al.
Harmful Algae, 8(6), 832-838 (2009)
E Sueoka et al.
Journal of cancer research and clinical oncology, 123(8), 413-419 (1997-01-01)
Nodularin is a new liver carcinogen possessing a potent tumor-promoting activity in rat liver, mediated through inhibition of protein phosphatases 1 and 2A, and a weak initiating activity. Since we previously reported evidence that nodularin up-regulated expression of the tumor
Production of the cyanotoxin nodularin?a multifactorial approach
Pattanaik B, et al.
Harmful Algae, 10(1), 30-38 (2010)



全球贸易项目编号

货号GTIN
N5148-250UG04061833235065