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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 is 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, in microorganisms. Shikimic acid is known to inhibit ADP (adenosine diphosphate) 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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