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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

Signal Word

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLBR5194V
SLBQ7659V
SLBM1366V
SLBJ3982V
SLBH2144V

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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
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
Laiyan Wu et al.
Bulletin of environmental contamination and toxicology, 90(3), 382-386 (2012-12-29)
Tissue distributions and seasonal dynamics of glutathione and cysteine S-conjugates of microcystin-RR in feral fish from Lake Taihu were studied. High MC-RR-Cys was found in tissues, Mean MC-RR-Cys in kidney (0.253 μg g(-1) DW) was 4 times of that in liver (0.063 μg g(-1)
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
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