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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

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20072
    role 20026
      biological role 20025
        xenobiotic 18703
          microcystin LF 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 20072
    subatomic particle 20071
      composite particle 20071
        hadron 20071
          baryon 20071
            nucleon 20071
              atomic nucleus 20071
                atom 20071
                  main group element atom 19974
                    p-block element atom 19974
                      carbon group element atom 19903
                        carbon atom 19896
                          organic molecular entity 19896
                            organic group 18994
                              organic divalent group 18980
                                organodiyl group 18980
                                  carbonyl group 18933
                                    carbonyl compound 18933
                                      carboxylic acid 18629
                                        carboacyl group 17761
                                          univalent carboacyl group 17761
                                            carbamoyl group 17602
                                              carboxamide 17602
                                                peptide 9515
                                                  cyclic peptide 8816
                                                    heterodetic cyclic peptide 1519
                                                      microcystin 558
                                                        microcystin LF 4
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