ONTOLOGY REPORT - ANNOTATIONS
Term: shikimic acid
Accession: CHEBI:16119
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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 "Beilstein"; CAS:138-59-0 "ChemIDplus"; CAS:138-59-0 "KEGG COMPOUND"; CAS:138-59-0 "NIST Chemistry WebBook"; HMDB:HMDB0003070; KEGG:C00493; KNApSAcK:C00001203
xref_mesh: MESH:D012765
xref: PDBeChem:SKM; PMID:24190737 "Europe PMC"; PMID:24628944 "Europe PMC"; PMID:24783849 "Europe PMC"; PMID:24836188 "Europe PMC"; PMID:24894540 "Europe PMC"; PMID:24981409 "Europe PMC"; Reaxys:2210055 "Reaxys"; Wikipedia:Shikimic_acid
cyclic_relationship: is_conjugate_acid_of CHEBI:36208
G
Ccnd1
cyclin D1
1
218,090,750
218,100,447
RGD:6480464
G
Cdkn1a
cyclin-dependent kinase inhibitor 1A
20
6,348,422
6,358,864
RGD:6480464
G
Fgf7
fibroblast growth factor 7
3
118,315,859
118,368,464
RGD:6480464
G
Igf1
insulin-like growth factor 1
7
28,412,123
28,491,815
RGD:6480464
G
Mir300
microRNA 300
6
133,874,152
133,874,230
RGD:6480464
G
Nfkbia
NFKB inhibitor alpha
6
76,267,227
76,270,457
RGD:6480464
G
Pcna
proliferating cell nuclear antigen
3
124,880,698
124,884,570
RGD:6480464
G
Rela
RELA proto-oncogene, NF-kB subunit
1
220,992,770
221,003,249
RGD:6480464
G
Vegfa
vascular endothelial growth factor A
9
17,340,341
17,355,681
RGD:6480464
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