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Merck
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N5148

Sigma-Aldrich

节球毒素

cyanotoxin

别名:

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

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About This Item

经验公式（希尔记法）:
C41H60N8O10
CAS号:
118399-22-7
分子量:
824.96
MDL號碼:
MFCD16659855
分類程式碼代碼:
12352202
PubChem物質ID:
329818653
NACRES:
NA.77

生物源

microbial

品質等級

200

化驗

≥94% (TLC)

形狀

film or powder

溶解度

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

儲存溫度

2-8°C

SMILES 字串

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 密鑰

IXBQSRWSVIBXNC-HSKGSTCASA-N

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一般說明

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

應用

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).

生化／生理作用

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.

象形圖

Skull and crossbones
GHS06

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SLCK4773
SLCH6355
SLCG0107
SLCD9416
SLBS0163V

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Imed Maatouk et al.
Mutation research, 564(1), 9-20 (2004-10-12)
Microcystin-LR (MCYST-LR) and nodularin (NOD) produced by cyanobacteria are potent and specific hepatotoxins. The induction of free-radical formation, reduction of glutathione levels and induction of DNA damage are three major events found in rat hepatocytes treated with these hepatotoxins. However
Production of the cyanotoxin nodularin?a multifactorial approach
Pattanaik B, et al.
Harmful Algae, 10(1), 30-38 (2010)
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
M Namikoshi et al.
Chemical research in toxicology, 6(2), 151-158 (1993-03-01)
Dihydro derivatives of nodularin (1) and microcystin-LR (4), potent cyclic peptide hepatotoxins isolated from Nodularia spumigena and Microcystis aeruginosa, respectively, were prepared by sodium borohydride reduction of the dehydroamino acid residues. The two stereoisomers of both dihydronodularin (2 and 3)
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