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microcystin-LR |
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CHEBI:6925 |
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A microcystin consisting of D-alanyl, L-leucyl, (3S)-3-methyl-D-β-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-γ-glutamyl, and 2,3-didehydro-N-methylalanyl residues joined into a 25-membered macrocycle. Produced by the cyanobacterium Microcystis aeruginosa, it is the most studied of the microcystins. |
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This entity has been manually annotated by the ChEBI Team.
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ZINC000022061529 |
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Molfile
XML
SDF
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InChI=1S/C49H74N10O12/c1- 26(2) 23- 37- 46(66) 58- 40(48(69) 70) 30(6) 42(62) 55- 35(17- 14- 22- 52- 49(50) 51) 45(65) 54- 34(19- 18- 27(3) 24- 28(4) 38(71- 10) 25- 33- 15- 12- 11- 13- 16- 33) 29(5) 41(61) 56- 36(47(67) 68) 20- 21- 39(60) 59(9) 32(8) 44(64) 53- 31(7) 43(63) 57- 37/h11- 13,15- 16,18- 19,24,26,28- 31,34- 38,40H,8,14,17,20- 23,25H2,1- 7,9- 10H3,(H,53,64) (H,54,65) (H,55,62) (H,56,61) (H,57,63) (H,58,66) (H,67,68) (H,69,70) (H4,50,51,52) /b19- 18+,27- 24+/t28- ,29- ,30- ,31+,34- ,35- ,36+,37- ,38- ,40+/m0/s1 |
ZYZCGGRZINLQBL-GWRQVWKTSA-N |
C([C@H] (OC) [C@@H] (C) /C=C(\C) /C=C/[C@@] 1(NC([C@H] (CCCNC(=N) N) NC([C@H] ([C@H] (C(O) =O) NC([C@H] (CC(C) C) NC([C@@H] (C) NC(C(N(C(CC[C@@H] (NC([C@H] 1C) =O) C(O) =O) =O) C) =C) =O) =O) =O) C) =O) =O) [H] ) C=2C=CC=CC2 |
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environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor
Any EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of phosphoprotein phosphatase (EC 3.1.3.16).
xenobiotic
A 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.
cyanotoxin
Any toxin produced by cyanobacteria (blue-green algae).
(via microcystin )
hepatotoxic agent
A role played by a chemical compound exhibiting itself through the ability to induce damage to the liver in animals.
(via microcystin )
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View more via ChEBI Ontology
cyclo[D- alanyl- L- leucyl- (3S)- 3- methyl- D- β- 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- γ- glutamyl- 2,3- didehydro- N- methylalanyl]
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1,7- anhydro[D- alanyl- L- leucyl- (3S)- 3- methyl- D- β- 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- γ- glutamyl- 2,3- didehydro- N- methylalanine]
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ChEBI
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cyanoginosin LR
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ChemIDplus
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cyclo[2,3- didehydro- N- methylalanyl- D- alanyl- L- leucyl- erythro- 3- methyl- D- β- 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- γ- glutamyl]
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ChEBI
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microcystin LR
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ChEBI
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Microcystin-LR
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KEGG COMPOUND
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Microcystis aeruginosa toxin
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ChemIDplus
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toxin-LR
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ChemIDplus
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101043-37-2
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CAS Registry Number
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KEGG COMPOUND
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101043-37-2
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CAS Registry Number
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ChemIDplus
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4779759
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Reaxys Registry Number
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Reaxys
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10903983
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PubMed citation
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Europe PMC
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17125460
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PubMed citation
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Europe PMC
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18246549
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PubMed citation
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Europe PMC
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21489775
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Europe PMC
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22071605
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Europe PMC
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22301162
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22837451
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22956115
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23131420
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23506857
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23586662
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23999063
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24268348
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24462717
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24631598
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28648727
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