69686
Shikimic acid
analytical standard
Synonym(s):
(3R,4S,5R)-(−)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C7H10O5
CAS Number:
Molecular Weight:
174.15
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
205-334-2
Beilstein/REAXYS Number:
2210055
MDL number:
grade
analytical standard
Quality Level
assay
98.0-102.0% (T)
optical activity
[α]/D -180.0±5.0°, c = 4 in H2O
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
mp
185-187 °C (lit.)
application(s)
food and beverages
format
neat
storage temp.
2-8°C
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
Application
Shikimic acid has been used as a reference standard in the separation and determination of the analyte in fronds of brown seaweed, Cystoseira tamariscifolia using ultra high-performance liquid chromatography with ultraviolet detection (UHPLC-UV).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
This compound is commonly found in plants of the genus: ginkgo
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
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Ecophysiological and metabolic responses to interactive exposure to nutrients and copper excess in the brown macroalga Cystoseira tamariscifolia.
Celis-Pla MSP, et al.
Marine Pollution Bulletin, 128, 214-222 (2018)
Amalia M Estévez et al.
Mini reviews in medicinal chemistry, 12(14), 1443-1454 (2012-07-26)
Shikimic acid, a natural compound is a key intermediate in the biosynthesis of amino acids. Consequently, this derivative is widely present in many plants and has interesting biological properties. But besides the pharmacological relevance of shikimic acid itself, it is
Chloé Lemaître et al.
Journal of bacteriology, 196(7), 1343-1349 (2014-01-21)
The ability to capture iron is a challenge for most bacteria. The neonatal meningitis Escherichia coli strain S88 possesses several iron uptake systems, notably including siderophores. Transcriptional analysis of the ColV plasmid pS88 has shown strong induction of a previously