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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


show annotations for term's descendants           Sort by:
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 19908
    role 19883
      biological role 19881
        xenobiotic 18772
          microcystin LF 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19908
    subatomic particle 19906
      composite particle 19906
        hadron 19906
          baryon 19906
            nucleon 19906
              atomic nucleus 19906
                atom 19906
                  main group element atom 19853
                    p-block element atom 19853
                      carbon group element atom 19799
                        carbon atom 19794
                          organic molecular entity 19794
                            organic group 18960
                              organic divalent group 18941
                                organodiyl group 18941
                                  carbonyl group 18893
                                    carbonyl compound 18893
                                      carboxylic acid 18614
                                        carboacyl group 17709
                                          univalent carboacyl group 17709
                                            carbamoyl group 17556
                                              carboxamide 17556
                                                peptide 9570
                                                  cyclic peptide 8833
                                                    heterodetic cyclic peptide 1563
                                                      microcystin 593
                                                        microcystin LF 4
paths to the root