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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:microcystin LF
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Accession:CHEBI:133297 term browser browse the term
Definition:A microcystin consisting of D-alanyl, L-leucyl, (3S)-3-methyl-D-beta-aspartyl, L-phenylalanyl, (2S,3S,4E,6E,8S,9S)-3-amino-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyldecanoyl, D-gamma-glutamyl, and 2,3-didehydro-N-methylalanyl residues joined into a 25-membered macrocycle.
Synonyms:exact_synonym: (5R,8S,11R,12S,15S,18S,19S,22R)-15-benzyl-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid;   cyclo[D-alanyl-L-leucyl-(3S)-3-methyl-D-beta-aspartyl-L-phenylalanyl-(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]
 related_synonym: Formula=C52H71N7O12;   InChI=1S/C52H71N7O12/c1-29(2)25-40-50(66)58-44(52(69)70)33(6)46(62)56-41(27-36-17-13-11-14-18-36)49(65)54-38(22-21-30(3)26-31(4)42(71-10)28-37-19-15-12-16-20-37)32(5)45(61)55-39(51(67)68)23-24-43(60)59(9)35(8)48(64)53-34(7)47(63)57-40/h11-22,26,29,31-34,38-42,44H,8,23-25,27-28H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,61)(H,56,62)(H,57,63)(H,58,66)(H,67,68)(H,69,70)/b22-21+,30-26+/t31-,32?,33-,34+,38?,39+,40-,41-,42-,44+/m0/s1;   InChIKey=FEVBMCJUKWWWBT-QVWKUIOOSA-N;   MC-LF;   SMILES=C([C@H](OC)[C@@H](C)\\C=C(/C)\\C=C\\[C@@]1(NC([C@H](CC=2C=CC=CC2)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=3C=CC=CC3
 xref: CAS:154037-70-4
 xref_mesh: MESH:C524165
 xref: PMID:18752831;   PMID:21436548;   PMID:21437420;   PMID:21560299;   PMID:21934130;   PMID:22035262;   PMID:22234271;   PMID:22592994;   PMID:23202304;   PMID:23213696;   PMID:23880934;   PMID:24642434;   PMID:24720955;   PMID:24918360;   PMID:24951873;   PMID:25216744;   PMID:25459059;   PMID:25513892;   PMID:26055554;   PMID:26316418;   PMID:27311953;   PMID:27453259;   Reaxys:8753214



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microcystin LF term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc2 ATP binding cassette subfamily C member 2 increases export
multiple interactions
ISO ABCC2 protein results in increased export of microcystin-LF
microcystin-LF inhibits the reaction [ABCC2 protein results in increased transport of 5(6)-carboxy-2',7'-dichlorofluorescein]
CTD PMID:31348918 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
JBrowse link
G Gfap glial fibrillary acidic protein increases degradation EXP microcystin-LF results in increased degradation of GFAP protein CTD PMID:27864109 NCBI chr10:87,852,891...87,861,631
Ensembl chr10:87,852,890...87,861,589
JBrowse link
G Mapt microtubule-associated protein tau affects phosphorylation ISO microcystin-LF affects the phosphorylation of MAPT protein CTD PMID:21934130 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129
JBrowse link
G Slco1b2 solute carrier organic anion transporter family member 1B2 increases response to substance ISO SLCO1B3 protein results in increased susceptibility to microcystin-LF CTD PMID:20171238 NCBI chr 4:174,551,463...174,619,988
Ensembl chr 4:174,551,480...174,619,981
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19932
    role 19904
      biological role 19902
        xenobiotic 18763
          microcystin LF 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19932
    subatomic particle 19930
      composite particle 19930
        hadron 19930
          baryon 19930
            nucleon 19930
              atomic nucleus 19930
                atom 19930
                  main group element atom 19876
                    p-block element atom 19876
                      carbon group element atom 19816
                        carbon atom 19812
                          organic molecular entity 19812
                            heteroorganic entity 19559
                              organochalcogen compound 19317
                                organooxygen compound 19231
                                  carbon oxoacid 18687
                                    carboxylic acid 18684
                                      carboacyl group 17725
                                        univalent carboacyl group 17725
                                          carbamoyl group 17579
                                            carboxamide 17579
                                              peptide 11439
                                                cyclic peptide 8922
                                                  heterodetic cyclic peptide 1722
                                                    microcystin 685
                                                      microcystin LF 4
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