Page last updated: 2024-12-11

microcystin rr

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

microcystin RR: structure given in first source; isolated cyanobacterium [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6438357
CHEBI ID133296
SCHEMBL ID12105241
MeSH IDM0176110

Synonyms (33)

Synonym
microcystin rr from algae, >=90% (hplc), solid
cyanoginosin la, 3-l-arginine-5-l-arginine-
microcystin rr
cyanoginosin rr
cyanoginosin la, 3-l-arginyl-5-l-arginine
cyanoginosin-rr
cyanoginosin la, 3-arginyl-5-arginine-
111755-37-4
cyclo[d-alanyl-l-arginyl-(3s)-3-methyl-d-beta-aspartyl-l-arginyl-(2s,3s,4e,6e,8s,9s)-3-amino-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyldecanoyl-d-gamma-glutamyl-2,3-didehydro-n-methylalanyl]
mc-rr
(5r,8s,11r,12s,15s,18s,19s,22r)-8,15-bis(3-carbamimidamidopropyl)-18-[(1e,3e,5s,6s)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarbo
CHEBI:133296
(5r,8s,11r,12s,15s,18s,19s,22r)-8,15-bis[3-(diaminomethylideneamino)propyl]-18-[(1e,3e,5s,6s)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-d
C19995 ,
cz021gh33h ,
unii-cz021gh33h
mcrr
microcystin-rr
cyclo(2,3-didehydro-n-methylalanyl-d-alanyl-l-arginyl-erythro-3-methyl-d-.beta.-aspartyl-l-arginyl-(2s,3s,4e,6e,8s,9s)-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyl-3-aminodecanoyl-d-.gamma.-glutamyl)
microcystinrr
cyanoviridin rr
cyclo(2,3-didehydro-n-methylalanyl-d-alanyl-l-arginyl-(3s)-3-methyl-d-.beta.-aspartyl-l-arginyl-(2s,3s,4e,6e,8s,9s)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-d-.gamma.-glutamyl)
microcystin la, 3-l-arginine-5-l-arginine-
cyclo(d-ala-l-arg-((3s)-3-methyl-d-betaasp-)-l-arg-((2s,3s)-2-methyl-3-((1e,3e,5s,6s)-3,5-dimethyl-6-methoxy-7-phenyl-1,3-heptadiene-1-yl)-betaala-)-d-gammaglu-n-methyl-dha-)
SCHEMBL12105241
DTXSID40880085
microcystin rr from algae
Q27275898
microcystin rr calibration solution crm(0.5ml/ampoule)
microcystin-rr calibration solution crm
cyclo[2,3-didehydro-n-methylalanyl-d-alanyl-l-arginyl-(3s)-3-methyl-d-.beta.-aspartyl-l-arginyl-(2s,3s,4e,6e,8s,9s)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-d-.gamma.-glutamyl]
CS-0021539
HY-P0217

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Microcystins and nodularin, isolated from toxic blue-green algae, are hepatotoxic monocyclic polypeptides."( Inhibition of protein phosphatases by microcystins and nodularin associated with hepatotoxicity.
Carmichael, WW; Fujiki, H; Harada, K; Ichihara, A; Matsushima, R; Watanabe, MF; Yoshizawa, S, 1990
)
0.28
"Two metabolites of microcystin-LR glutathione conjugate and, microcystin-cysteine conjugate, as well as microcystin-RR (MCRR) are less toxic than microcystin-LR (MCLR)."( Comparison of protein phosphatase inhibitory activity and apparent toxicity of microcystins and related compounds.
Harada, K; Imanishi, S; Ito, E; Kondo, F; Masui, H; Takai, A, 2002
)
0.31
" The grazing ability of silver carp on toxic cyanobacteria suggests an applicability of using phytoplanktivorous fish to counteract cyanotoxin contamination in eutrophic waters."( Dynamics of microcystins-LR and -RR in the phytoplanktivorous silver carp in a sub-chronic toxicity experiment.
Honma, T; Ozawa, K; Park, HD; Xie, L; Xie, P; Yokoyama, A, 2004
)
0.32
" The toxic effects and mechanism of microcystins on animals have been well studied both in vivo and in vitro."( Responses of antioxidant system in Arabidopsis thaliana suspension cells to the toxicity of microcystin-RR.
Huang, J; Huang, W; Li, D; Liu, Y; Yin, L, 2005
)
0.33
" BL-NOM attenuated toxic effects of MC-LF and MC-RR verified by less pronounced teratological effects within 24 h, in particular, as well as less rise in the activity of s-GST, when compared with embryos exposed to either pure toxins or in combination with organic matter."( Attenuating effects of natural organic matter on microcystin toxicity in zebra fish (Danio rerio) embryos -- benefits and costs of microcystin detoxication.
Bistoni, Mde L; Cazenave, J; Wiegand, C; Wunderlin, DA; Zwirnmann, E, 2006
)
0.33
" Previous studies have demonstrated that chlorine and potassium permanganate are feasible oxidants for the removal of MCs present in drinking water resources, although the oxidation might lead to toxic oxidation products."( Oxidation of MC-LR and -RR with chlorine and potassium permanganate: toxicity of the reaction products.
Acero, JL; Meriluoto, J; Rodríguez, EM; Spoof, L, 2008
)
0.35
" In this present work, the toxic effects of MC-RR and MC-YR at concentrations of 50, 100, 150 and 200 microM have been investigated in the human colon carcinoma cell line Caco-2 both undifferentiated and differentiated after 24 and 48 h exposure."( Comparison of the toxicity induced by microcystin-RR and microcystin-YR in differentiated and undifferentiated Caco-2 cells.
Cameán, AM; Jos, A; Pichardo, S; Puerto, M, 2009
)
0.35
" In conclusion, our results suggest that NO and SP are free of MC and the long-term dietary supplementation of up to 5% of the BGA may be consumed without evident toxic side-effects."( In vitro and in vivo safety assessment of edible blue-green algae, Nostoc commune var. sphaeroides Kützing and Spirulina plantensis.
Cassada, DA; Lee, J; Park, Y; Rogers, DG; Snow, DD; Yang, Y, 2011
)
0.37
" The bloom was dominated by potentially toxic species: Planktothrix agardhii, Limnothrix redekei, and Aphanizomenon gracile."( The structure and toxicity of winter cyanobacterial bloom in a eutrophic lake of the temperate zone.
Kokociński, M; Meriluoto, J; Rzymski, P; Wejnerowski, Ł, 2018
)
0.48

Dosage Studied

ExcerptRelevanceReference
" The result shows that,when adding PAC and chlorine at the same point, chlorine can enhance the removal effect of the combined process (about 20%), which may be because the surface of PAC catalyzes the reaction between mirocystin and chlorine molecule, when adding PAC and chlorine at different points, the strengthening effect disappear [chlorine reduces the ability of PAC to microcystins to some extent (5%-10%)], the effect of chlorine to PAC becomes weak when raise the dosage of PAC."( [Effect of chlorine on PAC's ability to adsorb microcystin].
Dong, BZ; Gao, NY; Liu, C; Liu, SQ; Zhao, JF, 2007
)
0.34
" The ozonation reaction was very effective for elimination of microcystin; solutions of concentration up to 5 mg/L MC-LR were totally oxidized by an ozone dosage of 2 mg/L."( Treatment and kinetic study of cyanobacterial toxin by ozone.
Al Momani, FA; Jarrah, N, 2010
)
0.36
"0% at ozone/MC-RR dosage of 6, and the degradation efficiency was decreased with increase of pH or NOM contents."( [Degradation of microcystin-RR by ozonation process].
Miao, HF; Ruan, WQ; Wang, ZL; Yan, Q; Zhou, Q, 2010
)
0.36
"The present study was carried out to examine the dose-response of microcystin-LR (MC-LR) and microcystin-RR (MC-RR) toxicity in adult Danio rerio (zebrafish) under balneation conditions at various time points."( Biochemical response of diverse organs in adult Danio rerio (zebrafish) exposed to sub-lethal concentrations of microcystin-LR and microcystin-RR: a balneation study.
Balasubramanian, R; de la Cruz, AA; Dionysiou, DD; Gong, Z; Hande, MP; Pavagadhi, S, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
xenobioticA xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
environmental contaminantAny minor or unwanted substance introduced into the environment that can have undesired effects.
bacterial metaboliteAny prokaryotic metabolite produced during a metabolic reaction in bacteria.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
organic molecular entityAny molecular entity that contains carbon.
microcystinA family of cyclic heptapeptide hepatotoxins produced by a number of cyanobacteria, the most notable of which is Microcystis, from which the name of the family is derived. Microcystins consist of a heptapeptide macrocycle made up of five non-protein amino acids and two protein amino acids.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (161)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's28 (17.39)18.2507
2000's71 (44.10)29.6817
2010's57 (35.40)24.3611
2020's5 (3.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.27

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index24.27 (24.57)
Research Supply Index5.11 (2.92)
Research Growth Index4.70 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.27)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (0.61%)4.05%
Observational0 (0.00%)0.25%
Other164 (99.39%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]