Marvin  07070611232D          

 12 12  0  0  1  0            999 V2000
    0.0000    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0312    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  6  0  0  0
  6 11  1  1  0  0  0
  9 12  1  1  0  0  0
  6  9  1  0  0  0  0
M  END
> <ID>
CHEBI:16119

> <NAME>
shikimic acid

> <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.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:45740; CHEBI:9133; CHEBI:26662; CHEBI:26664

> <SYNONYM>
Shikimic acid; Shikimate; L-shikimic acid; [3R-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid; 3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid; 3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid

> <IUPAC_NAME>
(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid

> <FORMULA>
C7H10O5

> <MASS>
174.15130

> <MONOISOTOPIC_MASS>
174.05282

> <CHARGE>
0

> <SMILES>
O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O

> <INCHI>
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

> <BEILSTEIN_REGISTRY_NUMBER>
2210055

> <CAS_REGISTRY_NUMBER>
138-59-0

> <REAXYS_REGISTRY_NUMBER>
2210055

> <CHEMIDPLUS>
138-59-0

> <KEGG_COMPOUND_ACCESSION>
C00493

> <KNAPSACK_ACCESSION>
C00001203

> <NIST_CHEMISTRY_WEBBOOK>
138-59-0

> <PDBECHEM_ACCESSION>
SKM

> <WIKIPEDIA_ACCESSION>
Shikimic_acid

> <PUBMED_CITATION>
24190737; 24628944; 24783849; 24836188; 24894540; 24981409

$$$$