CHEBI:133296 - microcystin RR

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This entity has been annotated by a third party. If you would like more information added to this entry, please contact ChEBI via email or GitHub.
ChEBI Name microcystin RR
ChEBI ID CHEBI:133296
Definition A microcystin consisting of D-alanyl, L-arginyl, (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.
Stars This entity has been manually annotated by a third party.
Submitter Ceri
Supplier Information eMolecules:881999
Download Molfile XML SDF
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Formula C49H75N13O12
Net Charge 0
Average Mass 1038.202
Monoisotopic Mass 1037.56581
InChI 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
InChIKey JIGDOBKZMULDHS-UUHBQKJESA-N
SMILES 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](CCCNC(=N)N)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
Metabolite of Species Details
Microcystis aeruginosa (NCBI:txid1126) See: PubMed
Roles Classification
Chemical Role(s): 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 )
Biological Role(s): 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.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing microcystin RR (CHEBI:133296) has role bacterial metabolite (CHEBI:76969)
microcystin RR (CHEBI:133296) has role environmental contaminant (CHEBI:78298)
microcystin RR (CHEBI:133296) has role xenobiotic (CHEBI:35703)
microcystin RR (CHEBI:133296) is a microcystin (CHEBI:48041)
microcystin RR (CHEBI:133296) is a organic molecular entity (CHEBI:50860)
IUPAC Names
(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-dicarboxylic acid
cyclo[D-alanyl-L-arginyl-(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]
Synonyms Sources
Cyanoginosin RR SUBMITTER
MC-RR ChEBI
Manual Xref Database
6438357 PubChem
View more database links
Registry Number Type Source
111755-37-4 CAS Registry Number ChemIDplus
Citations Types Sources
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Last Modified
04 November 2016