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85091

Shikimic acid

≥97.0% (T)

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
EC Number:
205-334-2
UNSPSC Code:
12352200
MDL number:
MFCD00066278
Beilstein/REAXYS Number:
2210055
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assay

≥97.0% (T)

optical activity

[α]20/D −175±10°, c = 2% in H2O

ign. residue

≤1%

mp

185-187 °C (lit.), ~185 °C (dec.)

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

Other Notes

Intermediate in the biosynthesis of aromatic amino acids ; Preparation of derivatives

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C.-Y.P. Teng et al.
Tetrahedron Letters, 26, 21-21 (1985)
D.Desmaele et al.
Tetrahedron Letters, 26, 4941-4941 (1985)
P.M. Dewick
Biosynthesis, 7, 45-45 (1983)