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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 1:252,613,875...252,672,459
Ensembl chr 1:252,614,017...252,673,471
JBrowse link
G Gfap glial fibrillary acidic protein increases degradation EXP microcystin-LF results in increased degradation of GFAP protein CTD PMID:27864109 NCBI chr10:88,352,987...88,361,661
Ensembl chr10:88,352,986...88,361,685
JBrowse link
G Mapt microtubule-associated protein tau affects phosphorylation ISO microcystin-LF affects the phosphorylation of MAPT protein CTD PMID:21934130 NCBI chr10:89,638,618...89,736,108
Ensembl chr10:89,638,599...89,736,108
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 4:176,282,577...176,355,557
Ensembl chr 4:176,282,584...176,351,083
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      biological role 20818
        xenobiotic 19528
          microcystin LF 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20219
                              organochalcogen compound 19904
                                organooxygen compound 19806
                                  carbon oxoacid 19155
                                    carboxylic acid 19152
                                      carboacyl group 18085
                                        univalent carboacyl group 18085
                                          carbamoyl group 17921
                                            carboxamide 17921
                                              peptide 11666
                                                cyclic peptide 8940
                                                  heterodetic cyclic peptide 1735
                                                    microcystin 686
                                                      microcystin LF 4
paths to the root