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S5375 Sigma-Aldrich

Shikimic acid

≥99%

Synonym: (3R,4S,5R)-(−)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid

  • CAS Number 138-59-0

  • Empirical Formula (Hill Notation) C7H10O5

  • Molecular Weight 174.15

  •  Beilstein/REAXYS Number 2210055

  •  EC Number 205-334-2

  •  MDL number MFCD00066278

  •  PubChem Substance ID 24899647

  •  NACRES NA.25

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Properties

Related Categories Amino Acid, Asymmetric Synthesis, Carboxylic Acids, Cell Biology, Chemical Synthesis,
Quality Level   200
assay   ≥99%
form   powder
application(s)   ligand binding assay: suitable
color   white to off-white
mp   185-187 °C (lit.)
SMILES string   O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O
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
InChI key   JXOHGGNKMLTUBP-HSUXUTPPSA-N

Description

Application

Shikimic acid has been used as a standard for the quantification of shikimate in apical parts of roots. It has also been used as a substrate in shikimate kinase assay.

Packaging

1, 5 g in poly bottle

10 mg in glass bottle

Biochem/physiol Actions

Shikimic acid is observed to be carcinogenic in rat models, when administered. It serves as a precursor for the biosynthesis of aromatic amino acids, alkaloids and other aromatic metabolites in microorganisms. Shikimic acid is known to inhibit adenosine diphosphate (ADP) induced platelet aggregation and blood coagulation in rabbits.

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
GW4600000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Peer-Reviewed Papers
15

References

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