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M1537

Sigma-Aldrich

Microcystin RR from algae

≥90% (HPLC), solid

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About This Item

Empirical Formula (Hill Notation):
C49H75N13O12
CAS Number:
111755-37-4
Molecular Weight:
1038.20
MDL number:
MFCD00871765
UNSPSC Code:
12352202
PubChem Substance ID:
24896664
NACRES:
NA.77

biological source

microbial (Microcystis aerguinosa)

Quality Level

200

assay

≥90% (HPLC)

form

solid

mol wt

~_1.0 kDa

color

white

solubility

ethanol: water (1:1): 0.50 mg/mL

storage temp.

−20°C

SMILES string

COC(Cc1ccccc1)C(C)\C=C(C)\C=C\C2NC(=O)C(CCCNC(N)=N)NC(=O)C(C)C(NC(=O)C(CCCNC(N)=N)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(NC(=O)C2C)C(O)=O)C(O)=O

InChI

1S/C49H75N13O12/c1-26(24-27(2)37(74-8)25-32-14-10-9-11-15-32)18-19-33-28(3)40(64)60-36(46(70)71)20-21-38(63)62(7)31(6)43(67)56-30(5)42(66)59-35(17-13-23-55-49(52)53)45(69)61-39(47(72)73)29(4)41(65)58-34(44(68)57-33)16-12-22-54-48(50)51/h9-11,14-15,18-19,24,27-30,33-37,39H,6,12-13,16-17,20-23,25H2,1-5,7-8H3,(H,56,67)(H,57,68)(H,58,65)(H,59,66)(H,60,64)(H,61,69)(H,70,71)(H,72,73)(H4,50,51,54)(H4,52,53,55)/b19-18+,26-24+/t27-,28-,29-,30+,33-,34-,35-,36+,37-,39+/m0/s1

InChI key

JIGDOBKZMULDHS-UUHBQKJESA-N

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Biochem/physiol Actions

Inhibitor of protein phosphatase 2A with lower toxicity than microcystin LR.
Treatment of tilapia fish with microcystin RR caused an increase in acid and alkaline phosphatases and resulted in significant renal and liver damage.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

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[D-Asp3, E-Dhb7]-Microcystin-RR solution 10 μg/mL in methanol, analytical standard

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32541

[D-Asp3, E-Dhb7]-Microcystin-RR solution

Loyda Atencio et al.
Toxicologic pathology, 36(3), 449-458 (2008-04-29)
Microcystins (MC) are frequently present in cyanobacterial blooms in rivers and lakes, increasing the risk of toxicity to both animals and humans. There more than eighty reported microcystins, and the present study was undertaken to determine whether MC-LR and MC-RR
Heng-feng Miao et al.
Huan jing ke xue= Huanjing kexue, 31(5), 1239-1245 (2010-07-14)
Degradation of algal toxin Microcystin-RR (MC-RR) by ozonation processes was investigated. The degradation rate of MC-RR reached 83.0% at ozone/MC-RR dosage of 6, and the degradation efficiency was decreased with increase of pH or NOM contents. Ozonation byproducts of MC-RR
Perrine Zeller et al.
Ecotoxicology and environmental safety, 82, 13-21 (2012-06-23)
Microcystins (MCs) are cyclic hepatotoxins produced by various species of cyanobacteria. Their structure includes two variable amino acids (AA) giving rise to more than 90 MC variants, however most of the studies to date have focused on the most toxic
Peng Chen et al.
Environmental science & technology, 46(4), 2345-2351 (2012-01-19)
Microcystin-RR (MC-RR) is one of the most common cyanotoxin microcystins in fresh water and is of great concern due to its potential hepatotoxicity. In the present study, Bi(2)WO(6) was synthesized with a hydrothermal method by varying the pH of the
Gaodao Liang et al.
TheScientificWorldJournal, 11, 20-26 (2011-01-11)
Microcystins (MCs) are well known worldwide as hepatotoxins produced by cyanobacteria, but little is known about the physicochemical properties of these compounds. The dependence of the n-octanol/water distribution ratio (DOW) of MC-RR and -LR to pH was measured by high-performance
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