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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:shikimic acid
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Accession:CHEBI:16119 term browser browse the term
Definition:A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms.
Synonyms:exact_synonym: (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
 related_synonym: 3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid;   3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid;   Formula=C7H10O5;   InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1;   InChIKey=JXOHGGNKMLTUBP-HSUXUTPPSA-N;   L-shikimic acid;   SMILES=O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O;   Shikimate;   [3R-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid
 alt_id: CHEBI:26662;   CHEBI:26664;   CHEBI:45740;   CHEBI:9133
 xref: Beilstein:2210055;   CAS:138-59-0;   HMDB:HMDB0003070;   KEGG:C00493;   KNApSAcK:C00001203
 xref_mesh: MESH:D012765
 xref: PDBeChem:SKM;   PMID:24190737;   PMID:24628944;   PMID:24783849;   PMID:24836188;   PMID:24894540;   PMID:24981409;   Reaxys:2210055;   Wikipedia:Shikimic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:36208


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shikimic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccnd1 cyclin D1 multiple interactions
increases expression
ISO MIR300 mRNA affects the reaction [Shikimic Acid results in increased expression of CCND1 protein]; pyrrolidine dithiocarbamic acid inhibits the reaction [Shikimic Acid results in increased expression of CCND1 mRNA]
Shikimic Acid results in increased expression of CCND1 mRNA; Shikimic Acid results in increased expression of CCND1 protein
CTD PMID:31048002 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A decreases expression
multiple interactions
ISO Shikimic Acid results in decreased expression of CDKN1A mRNA; Shikimic Acid results in decreased expression of CDKN1A protein
MIR300 mRNA affects the reaction [Shikimic Acid results in decreased expression of CDKN1A protein]; pyrrolidine dithiocarbamic acid inhibits the reaction [Shikimic Acid results in decreased expression of CDKN1A mRNA]
CTD PMID:31048002 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Fgf7 fibroblast growth factor 7 increases expression ISO Shikimic Acid results in increased expression of FGF7 mRNA CTD PMID:15265014 NCBI chr 3:113,280,448...113,333,279
Ensembl chr 3:113,281,283...113,332,929
JBrowse link
G Igf1 insulin-like growth factor 1 increases expression ISO Shikimic Acid results in increased expression of IGF1 mRNA CTD PMID:15265014 NCBI chr 7:22,282,895...22,361,972
Ensembl chr 7:22,282,930...22,359,296
JBrowse link
G Mir300 microRNA 300 increases expression
multiple interactions
ISO Shikimic Acid results in increased expression of MIR300 mRNA
MIR300 mRNA affects the reaction [Shikimic Acid results in decreased expression of CDKN1A protein]; MIR300 mRNA affects the reaction [Shikimic Acid results in decreased expression of NFKBIA mRNA]; MIR300 mRNA affects the reaction [Shikimic Acid results in decreased expression of NFKBIA protein]; MIR300 mRNA affects the reaction [Shikimic Acid results in increased expression of CCND1 protein]; MIR300 mRNA affects the reaction [Shikimic Acid results in increased expression of PCNA protein]; MIR300 mRNA affects the reaction [Shikimic Acid results in increased phosphorylation of RELA protein]
CTD PMID:31048002 NCBI chr 6:128,738,513...128,738,591
Ensembl chr 6:128,738,505...128,738,594
JBrowse link
G Nfkbia NFKB inhibitor alpha decreases expression
multiple interactions
ISO Shikimic Acid results in decreased expression of NFKBIA mRNA
MIR300 mRNA affects the reaction [Shikimic Acid results in decreased expression of NFKBIA mRNA]; MIR300 mRNA affects the reaction [Shikimic Acid results in decreased expression of NFKBIA protein]; Shikimic Acid results in decreased expression of and results in decreased phosphorylation of NFKBIA protein
CTD PMID:31048002 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Pcna proliferating cell nuclear antigen multiple interactions
increases expression
ISO MIR300 mRNA affects the reaction [Shikimic Acid results in increased expression of PCNA protein]; pyrrolidine dithiocarbamic acid inhibits the reaction [Shikimic Acid results in increased expression of PCNA mRNA]
Shikimic Acid results in increased expression of PCNA mRNA; Shikimic Acid results in increased expression of PCNA protein
CTD PMID:31048002 NCBI chr 3:119,499,039...119,502,911
Ensembl chr 3:119,498,810...119,502,995
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit increases phosphorylation
multiple interactions
ISO Shikimic Acid results in increased phosphorylation of RELA protein
MIR300 mRNA affects the reaction [Shikimic Acid results in increased phosphorylation of RELA protein]
CTD PMID:31048002 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression
increases expression
ISO Shikimic Acid results in decreased expression of VEGFA mRNA
Shikimic Acid results in increased expression of VEGFA mRNA
CTD PMID:15265014 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        biochemical role 19381
          metabolite 19356
            eukaryotic metabolite 19044
              plant metabolite 17455
                shikimic acid 9
                  (3R,4S,5R)-4,5-Dihydroxy-3-phosphonooxy-cyclohex-1-enecarboxylic acid anion 0
                  3-dehydroshikimic acid 0
                  3-phosphoshikimic acid 0
                  4-coumaroylshikimic acid 0
                  5-O-(1-carboxyvinyl)-3-phosphoshikimic acid 0
                  5-[(E)-caffeoyl]shikimic acid 0
                  5-amino-5-deoxy-3-dehydroshikimic acid 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        monocarboxylic acid 17632
                                          cyclohexenecarboxylic acid 16
                                            shikimic acid 9
                                              (3R,4S,5R)-4,5-Dihydroxy-3-phosphonooxy-cyclohex-1-enecarboxylic acid anion 0
                                              3-dehydroshikimic acid 0
                                              3-phosphoshikimic acid 0
                                              4-coumaroylshikimic acid 0
                                              5-O-(1-carboxyvinyl)-3-phosphoshikimic acid 0
                                              5-[(E)-caffeoyl]shikimic acid 0
                                              5-amino-5-deoxy-3-dehydroshikimic acid 0
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