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ミクロシスチン-LW 5-8ΜG/ML

15-(1H-indol-3-ylmethyl)-18-[(1Z,3E)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

HCID 6442262
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
157622-02-1
標準SMILES
C=C1C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(C(=O)O)C(C)C(=O)NC(Cc2c[nH]c3ccccc23)C(=O)NC(/C=C\C(C)=C\C(C)C(Cc2ccccc2)OC)C(C)C(=O)NC(C(=O)O)CCC(=O)N1C
InChIKey
CJIASZBWXIFQMU-ZVXOBQGSSA-N
分子式
C54H72N8O12
平均分子量
1,025.2 g/mol
単同位体質量
1,024.52696976

概要

Microcystin-LF is analog of Microcystin-LR with Phe substituted in place of Arg. It is believed to be more cell-permeable than other microcystins. Microcystins (also known as cyanoginosins) are a class of toxins produced by certain freshwater cyanobacteria. Microcystins are chemically stable over a wide range of temperature and pH, possibly as a result of their cyclic structure. The toxins are also resistant to enzymatic hydrolysis (in guts of animals) by some general proteases, such as pepsin, trypsin, collagenase, and chymotrypsin.

名称と識別子

優先名称
15-(1H-indol-3-ylmethyl)-18-[(1Z,3E)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
IUPAC
15-(1H-indol-3-ylmethyl)-18-[(1Z,3E)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
現地名
ミクロシスチン-LW 5-8ΜG/ML
英語名
Algae bloom toxin, Biotoxin, Cyanobacterial toxin
分子式
C54H72N8O12
分子量
1025.2

名称と別名

157622-02-115-(1H-indol-3-ylmethyl)-18-[(1Z,3E)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acidMSK9125-10MDA-50323Microcystin LW in Acetonitrile, 10ug/mLAlgae bloom toxin, Biotoxin, Cyanobacterial toxinAlgae bloom toxin, Biotoxin, Cyanobacterial toxinCyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-.beta.-aspartyl-L-tryptophyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-.gamma.-glutamyl]ミクロシスチン-LW 5-8ΜG/MLミクロシスチン-LW 溶液Microcystine LW in MethanolMicrocystine LW in Methanol/Water(1:1)
名称をさらに表示
Cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-β-aspartyl-L-tryptophyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl]

データベース識別子

CAS
157622-02-1
PubChem CID
6442262

物性

構造計算による物性

XLogP
5.2
極性表面積
295 Ų
水素結合供与体数
9
水素結合受容体数
12
回転可能結合数
13
重原子数
74
形式電荷
0
複雑度
2,090

物理化学的性質

沸点
1336.1 · 1336.1±65.0 °C(Predicted)
比重(密度)
1.28 · 1.28±0.1 g/cm3(Predicted)
闪点
11 ℃ · 11℃
貯蔵温度
-20 °C · -20°C
外見
バイアル内に白っぽい膜が付着。
酸解離定数(Pka)
3.03 · 3.03±0.70(Predicted)
主な用途
洗浄剤化粧品環境食品および飲料パーソナルケア
InChIKey
CJIASZBWXIFQMU-LNXRSHCCSA-N
EPAの化学物質情報
2 · Cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-.beta.-aspartyl-L-tryptophyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-.gamma.-glutamyl] (157622-02-1)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

安全と保護具

Minimum Risk LevelWHO developed a drinking water concentration limit of 1.5 μg/L for microcystin LR. They assumed that a 60 kg (132 lbs.) person drinks two liters of water each day and that 80% of the two liters is from a contaminated source.

毒性情報

TreatmentMicrocystins can be broken down by some bacterial proteases.
Health EffectsLiver damage. While microcystin-LR does not cause cancer, microcystin may stimulate the growth of cancer cells.
Exposure RoutesOral
Toxicity Summary · 1 件

The site of action of microcystins is the hepatocyte, the commonest cell type in the liver. They act by disrupting the cytoskeleton, the adaptable protein framework that constantly shapes and reshapes the cell as it responds to the environment. The cells die and this destroys the finer blood vessels of the liver leading to massive hepatic bleeding. The molecular target are a group of enzymes called protein phosphatases that play a role in regulating protein interactions and activities. Very well-defined types of protein phosphatase (type 1 and type 2A) are inhibited very specifically by very low concentrations of microcystins. This enzyme removes phosphate from a protein, a common step in many biochemical pathways. This inhibition, with subsequent build up of phosphorylated proteins, is believed to be a mechanism by which microcystins destroy livers. Microcystins also activate the enzyme phosphorylase b, which plays a very important role in the affairs of the hepatocyte. The combination of inhibition and activation is rapidly lethal to the cell. The specificity of some of these toxins makes them valuable research tools.

Signs and SymptomsThe most common sign of human poisoning with microcystins is liver damage.
Carcinogen ClassificationMicrocystis extracts: Group 3, not classifiable as to their carcinogenicity to humans. (L135)
Toxicity DataLD50 for rats and mice are in the range 36-122 micrograms/kg with the inhalation toxicity 180 mg/min/m3 or 43 micrograms/kg.

安全データ

wgk
2
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
risk_code
11-23/24/25-39/23/24/25-43
hazard_code
F,T
safety_code
16-36/37-45
Hazard Classifications
Acute Tox. 2 InhalationAcute Tox. 3 DermalAcute Tox. 3 OralFlam. Liq. 2Resp. Sens. 1STOT SE 1
ストレージクラス
3 - Flammable liquids

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Microcystins are extremely stable and resist common chemical breakdown such as hydrolysis or oxidation under conditions found in most natural water bodies. These toxins can break down slowly at high temperature (40 °C or 104 o F ) at either very low (<1) or high (>9) pH. The half-life, the time it takes for one-half of the toxin to degrade, at pH 1 and 40 oC is 3 weeks; at typical ambient conditions half-life is 10 weeks.

用途と製造

UsesMicrocystins are produced by the cyanobacterial cells. When the algae dies, the cell walls burst, releasing the toxin into the water.

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