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M4069

Microcystin YR from Microcystis aeruginosa

cyanotoxin

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About This Item

Empirical Formula (Hill Notation):
C52H72N10O13
CAS Number:
101064-48-6
Molecular Weight:
1045.19
UNSPSC Code:
12352202
PubChem Substance ID:
24896901
MDL number:
MFCD00236437
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biological source

microbial (Microcystis aerguinosa)

Quality Level

200

assay

≥90% (HPLC)

form

powder

mol wt

~1.0 kDa

color

white

solubility

methanol: 2 mg/mL ((further dilute to 10% (v/v) methanol)), DMSO: soluble, ethanol: soluble

storage temp.

−20°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@H](Cc3ccc(O)cc3)NC(=O)[C@@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O

InChI

1S/C52H72N10O13/c1-28(25-29(2)41(75-8)27-34-13-10-9-11-14-34)16-21-37-30(3)44(65)59-39(50(71)72)22-23-42(64)62(7)33(6)47(68)56-32(5)46(67)60-40(26-35-17-19-36(63)20-18-35)49(70)61-43(51(73)74)31(4)45(66)58-38(48(69)57-37)15-12-24-55-52(53)54/h9-11,13-14,16-21,25,29-32,37-41,43,63H,6,12,15,22-24,26-27H2,1-5,7-8H3,(H,56,68)(H,57,69)(H,58,66)(H,59,65)(H,60,67)(H,61,70)(H,71,72)(H,73,74)(H4,53,54,55)/b21-16+,28-25+/t29-,30-,31+,32+,37-,38-,39+,40-,41-,43+/m0/s1

InChI key

OWHASZQTEFAUJC-HVUCWAFBSA-N

General description

Microcystin is a potent cyanotoxin produced by the bloom of Microcystis aeruginosa. It is harmful to aquatic animals. It is a heptapeptide and exists as multiple variant forms. pCO2 and nitrogen levels modulate the toxic variants levels. It elicits damage to the liver and other organs.

Application

Microcystin YR from Microcystis aeruginosa has been used to assess cytotoxicity in neutrophils using DNA fragmentation and cell viability assays and as a reference standard in the quantification of microcystin from water samples.

Biochem/physiol Actions

Microcystin YR inhibits protein phosphatase type 2A and protein phosphatase type 1.
Microcystin YR inhibits protein phosphatase type 2A and protein phosphatase type 1. Toxicity to undifferentiated cells was seen by inhibition of neutral red uptake, >80% at 100 μM, after 48 h.

pictograms

Skull and crossbones
GHS06

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

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLBS2570V
SLBR1121V
SLBK9229V
SLBH8446V
SLBG7589V

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BIO-CONTROL OF MICROCYSTIS AERUGINOSA BLOOM USING VARIOUS AQUATIC ORGANISMS BY DUAL STABLE ISOTOPE (13 C AND 15 N) TRACERS
Kim MS, et al.
APPLIED ECOLOGY AND ENVIRONMENTAL RESEARCH, 16(2), 931-953 (2018)
Analysis of chemokines and reactive oxygen species formation by rat and human neutrophils induced by microcystin-LA,-YR and-LR
Kujbida P, et al.
Toxicon, 51(7), 1274-1280 (2008)
Meric Albay et al.
Environmental toxicology, 20(3), 277-284 (2005-05-14)
The concentration of microcystin (MC) in the Kucukcekmece Lagoon, Istanbul, Turkey, and the physicochemical and biological parameters of water quality were investigated from October 2000 to June 2003. Water samples were collected from surface waters at three sites. Most bloom
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