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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:
138-59-0
Molecular Weight:
174.15
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329761865
EC Number:
205-334-2
Beilstein/REAXYS Number:
2210055
MDL number:
MFCD00066278
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grade

analytical standard

Quality Segment

100

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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Shikimic acid ≥99%

Sigma-Aldrich

S5375

Shikimic acid

application(s)

food and beverages

application(s)

food and beverages

application(s)

food and beverages
forensics and toxicology
pharmaceutical
veterinary

application(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

ligand binding assay: suitable

format

neat

format

neat

format

neat

format

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

grade

analytical standard

grade

analytical standard

grade

analytical standard

grade

-

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

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pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCN7938
BCCM0235
BCCL1294
BCCG9838
BCCC7004

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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)
Ruben Vanholme et al.
Science (New York, N.Y.), 341(6150), 1103-1106 (2013-08-21)
Lignin is a major component of plant secondary cell walls. Here we describe caffeoyl shikimate esterase (CSE) as an enzyme central to the lignin biosynthetic pathway. Arabidopsis thaliana cse mutants deposit less lignin than do wild-type plants, and the remaining
Marco Krämer et al.
Metabolic engineering, 5(4), 277-283 (2003-12-04)
Shikimic acid is a high valued compound used as a key starting material for the synthesis of the neuramidase inhibitor GS4104, which was developed under the name Tamiflu for treatment of antiviral infections. An excellent alternative to the isolation of
View All Related Papers

Global Trade Item Number

SKUGTIN
69686-50MG04061832785653

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