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
Accession: CHEBI:133297
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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
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
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
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
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
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