CAS 101043-37-2|Microcystin-LR

Introduction：Basic information about CAS 101043-37-2|Microcystin-LR, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Microcystin-LR BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles45
7. Synonyms

Common Name	Microcystin-LR
CAS Number	101043-37-2	Molecular Weight	995.172
Density	1.3±0.1 g/cm3	Boiling Point	/
Molecular Formula	C₄₉H₇₄N₁₀O₁₂	Melting Point	/
MSDS	USA	Flash Point	11 °C
Symbol	GHS02, GHS06, GHS08	Signal Word	Danger

Names

Name	microcystin-LR
Synonym	More Synonyms

Microcystin-LR BiologicalActivity

Description	Microcystin-LR is a potent inhibitor of type 1 and type 2A protein phosphatases (PP1 and PP2A), with IC50s of 1.7 nM and 0.04 nM, respectively. Sequence: Ala-D-Ala-Leu-D-{Bas}-Arg-{Oaa}-D-{Ggu}.
Related Catalog	Signaling Pathways >>Metabolic Enzyme/Protease >>PhosphataseResearch Areas >>Inflammation/ImmunologyNatural Products >>OthersPeptides
Target	IC50: 1.7 nM (PP1), 0.04 nM (PP2A)[1].
In Vitro	Microcystins are toxic molecules produced by cyanobacterial blooms due to water eutrophication[2]. Microcystin-LR proves to be a potent inhibitor of type 1 (IC50=1.7 nM) and type 2A (IC50= 0.04 nM) protein phosphatases. Microcystin-LR inhibits the activity of both type 1 and type 2A phosphatases >10-fold more potently than okadaic acid under the same conditions. Type 2A protein phosphatases in dilute mammalian cell extracts are found to be completely inhibited by 0.5 nM microcystin-LR while type 1 protein phosphatases are only slightly affected at this concentration[1].
References	[1]. Honkanen RE, et al. Characterization of microcystin-LR, a potent inhibitor of type 1 and type 2A protein phosphatases. J Biol Chem. 1990 Nov 15;265(32):19401-4. [2]. Lone Y, et al. Microcystin-LR Induced Immunotoxicity in Mammals. J Toxicol. 2016:8048125.

Chemical & Physical Properties

Density	1.3±0.1 g/cm3
Molecular Formula	C₄₉H₇₄N₁₀O₁₂
Molecular Weight	995.172
Flash Point	11 °C
Exact Mass	994.548767
PSA	340.64000
LogP	-1.54
Appearance of Characters	solid film
Index of Refraction	1.598
InChIKey	ZYZCGGRZINLQBL-GWRQVWKTSA-N
SMILES	C=C1C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(C(=O)O)C(C)C(=O)NC(CCCN=C(N)N)C(=O)NC(C=CC(C)=CC(C)C(Cc2ccccc2)OC)C(C)C(=O)NC(C(=O)O)CCC(=O)N1C
Water Solubility	ethanol: 1 mg/mL

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GT2810000

CHEMICAL NAME :: Cyanoginosin LA, 5-L-arginine-

CAS REGISTRY NUMBER :: 101043-37-2

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C49-H74-N10-O12

MOLECULAR WEIGHT :: 995.33

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 50 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TOXIA6 Toxicon. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.1- 1962- Volume(issue)/page/year: 26,603,1988

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 50 ug/kg

TOXIC EFFECTS :: Cardiac - other changes Liver - hepatitis (hepatocellular necrosis), zonal Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)

REFERENCE :: TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 8,221,1988

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 18 mg/m3/10M

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TOXIA6 Toxicon. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.1- 1962- Volume(issue)/page/year: 28,605,1990

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 32500 ng/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Kidney, Ureter, Bladder - other changes Skin and Appendages - hair

REFERENCE :: JEPOEC Journal of Environmental Pathology, Toxicology and Oncology. (Chem-Orbital, POB 134, Park Forest, IL 60466) V.5(4)- 1984- Volume(issue)/page/year: 9(3),221,1989

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 60 ug/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - changes in motor activity (specific assay) Skin and Appendages - hair

REFERENCE :: SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 220,1383,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5200 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 63,215,1987 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2205 ug/kg/6W-I

TOXIC EFFECTS :: Liver - other changes Liver - changes in liver weight Related to Chronic Data - death

REFERENCE :: AJBSAM Australian Journal of Biological Sciences. (Commonwealth Scientific and Industrial Research Organization, 314 Albert St., E. Melbourne, Vic. 3002, Australia) V.6- 1953- Volume(issue)/page/year: 31,209,1978

Safety Information

Symbol	GHS02, GHS06, GHS08
Signal Word	Danger
Hazard Statements	H225-H301-H311-H331-H370
Precautionary Statements	P210-P260-P280-P301 + P310-P311
Personal Protective Equipment	Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US)
Hazard Codes	T+
Risk Phrases	26/27/28-36/37/38-43
Safety Phrases	S26;S45;S36/S37/S39
RIDADR	UN 2811 6.1/PG 1
WGK Germany	3
RTECS	GT2810000
Hazard Class	6.1

Articles45

Growth inhibition and microcystin degradation effects of Acinetobacter guillouiae A2 on Microcystis aeruginosa.

Res. Microbiol. 166(2) , 93-101, (2015)

Strain A2 with algicidal activity against Microcystis aeruginosa was isolated and identified with the genus Acinetobacter on the basis of phenotypic tests and 16S rRNA gene analysis. It was identified...

Protein kinase C and P2Y12 take center stage in thrombin-mediated activation of mammalian target of rapamycin complex 1 in human platelets.

J. Thromb. Haemost. 12(5) , 748-60, (2014)

Rapamycin, an inhibitor of mammalian target of rapamycin complex-1 (mTORC1), reduces platelet spreading, thrombus stability, and clot retraction. Despite an important role of mTORC1 in platelet functi...

Sensitive detection of microcystin-LR by using a label-free electrochemical immunosensor based on Au nanoparticles/silicon template/methylene blue nanocomposite.

J. Nanosci. Nanotechnol. 13(12) , 8245-52, (2013)

A label-free electrochemical immunosensor, based on a gold nanoparticles (Au NPs)/silicon template/methylene blue (MB)/chitosan (CHIT) nanocomposite-modified electrode, was fabricated for the ultrasen...

Synonyms

akerstox

TOXIN,BLUE-GREENALGA

EINECS 200-659-6

Microcystin-LR

microcystin-lr solution

1,4,7,10,14,17,21-Heptaazacyclopentacosa-3,6,9,13,16,20-hexaene-11,22-dicarboxylic acid, 15-[3-[(aminoiminomethyl)amino]propyl]-3,6,9,13,16,20-hexahydroxy-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-1,3-heptadien-1-yl]-1,5,12,19-tetramethyl-2-methylene-8-(2-methylpropyl)-25-oxo-, (3E,5R,6E,8S,9E,11R,12S,13E,15S,16E,18S,19S,20E,22R)-

toxin-lr

microcystin LR

MFCD00131607

1,4,7,10,14,17,21-Heptaazacyclopentacosane-11,22-dicarboxylic acid, 15-[3-[(aminoiminomethyl)amino]propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-1,3-heptadien-1-yl]-1,5,12,19-tetramethyl-2-methylene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-, (5R,8S,11R,12S,15S,18S,19S,22R)-

5-L-Arginine-cyanoginosin

(3E,5R,6E,8S,9E,11R,12S,13E,15S,16E,18S,19S,20E,22R)-15-(3-Carbamimidamidopropyl)-3,6,9,13,16,20-hexahydroxy-8-isobutyl-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-1,3-heptadien-1-yl]-1,5,12,19-tetramethyl-2-methylene-25-oxo-1,4,7,10,14,17,21-heptaazacyclopentacosa-3,6,9,13,16,20-hexaene-11,22-dicarboxylic acid

5-L-Arginine-microcystin LA

microcystin-a

MCYST-LR

(5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-Carbamimidamidopropyl)-8-isobutyl-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-1,3-heptadien-1-yl]-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid

CYANOGINOSIN-LR

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