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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. [1]

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLBR5194V
SLBQ7659V
SLBM1366V
SLBJ3982V
SLBH2144V

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

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[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
M Shirai et al.
Applied and environmental microbiology, 57(4), 1241-1245 (1991-04-01)
All samples of cyanobacterial blooms collected from 1986 to 1989 from Lake Kasumigaura, Ibaraki Prefecture, Japan, were hepatotoxic. The 50% lethal doses (LD50s) of the blooms to mice ranged from 76 to 556 mg/kg of body weight. Sixty-eight Microcystis cell
Pu Huang et al.
Environmental toxicology, 26(5), 443-452 (2010-03-03)
Microcystin produced by cyanobacteria in diverse water systems is a potent hepatotoxin that has been documented to induce hepatocyte apoptosis and liver injury. There are more than eighty reported microcystins. The present work aimed at investigating the apoptotic effect of
Yonghong Wu et al.
Environmental science & technology, 44(16), 6319-6324 (2010-08-14)
Microcystin-RR (MCRR) is among the cyanobacterial toxins of significant concern due to their negative effects on water quality and human health. In this study, periphyton dominated by bacteria and diatoms was applied to remove MCRR from water. The maximum removal
Nanqin Gan et al.
Environmental microbiology, 14(3), 730-742 (2011-11-02)
Microcystis is a cosmopolitan genus of cyanobacteria and occurs in many different forms. Large surface blooms of the cyanobacterium are well known in eutrophic lakes throughout the globe. We evaluated the role of microcystins (MCs) in promoting and maintaining bloom-forming
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