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1. Acid, Shikimic
1. 138-59-0
2. Shikimate
3. L-shikimic Acid
4. (-)-shikimic Acid
5. (3r,4s,5r)-3,4,5-trihydroxycyclohex-1-enecarboxylic Acid
6. (3r,4s,5r)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic Acid
7. (3r,4s,5r)-3,4,5-trihydroxycyclohexene-1-carboxylic Acid
8. Ccris 7681
9. 1-cyclohexene-1-carboxylic Acid, 3,4,5-trihydroxy-, (3r,4s,5r)-
10. Hsdb 3537
11. 3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic Acid
12. Bracken Fern Toxic Component
13. 29ms2wi2nu
14. 1-cyclohexene-1-carboxylic Acid, 3,4,5-trihydroxy-, (3r-(3alpha,4alpha,5beta))-
15. Chembl290345
16. 106210-02-0
17. Hydrotris(3-phenylpyrazol-1-yl)borate Thallium Salt
18. Chebi:16119
19. 3,4,5-trihydroxy-1-cyclohexenecarboxylic Acid
20. (3r,4s,5r)-(-)-3,4,5-trihydroxy-1-cyclohexenecarboxylic Acid
21. [3r-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic Acid
22. Mfcd00066278
23. Smr001306700
24. (-)-shikimate
25. Sr-01000632403
26. Einecs 205-334-2
27. Nsc 59257
28. Unii-29ms2wi2nu
29. Skikimate
30. Shicimic Acid
31. L-shikimate
32. Nsc-59257
33. 2aay
34. 4guj
35. Verochic
36. Spectrum_001232
37. 1we2
38. 2aa9
39. Specplus_000488
40. Spectrum2_001508
41. Spectrum3_001541
42. Spectrum4_001853
43. Spectrum5_000386
44. 1-cyclohexene-1-carboxylic Acid, 3,4,5-trihydroxy-
45. Shikimic Acid, >=99%
46. Bmse000114
47. Ec 205-334-2
48. Shikimic Acid [mi]
49. Schembl43377
50. Bspbio_002982
51. Kbiogr_002287
52. Kbioss_001712
53. Shikimic Acid [hsdb]
54. Shikimic Acid [iarc]
55. Shikimic Acid [inci]
56. Mls002207031
57. Mls004256600
58. Divk1c_006584
59. Spectrum1502256
60. L-(-)-shikimic Acid
61. Spbio_001555
62. Megxp0_001939
63. Dtxsid4032039
64. Kbio1_001528
65. Kbio2_001712
66. Kbio2_004280
67. Kbio2_006848
68. Kbio3_002482
69. (4s,3r,5r)-3,4,5-trihydroxycyclohex-1-enecarboxylic Acid
70. Shikimic Acid, Analytical Standard
71. Hy-n0130
72. Zinc3860720
73. Bdbm50281998
74. Ccg-38884
75. Akos004119897
76. Ac-8010
77. Sdccgmls-0066740.p001
78. Smp1_000326
79. Ncgc00142601-01
80. Ncgc00142601-02
81. As-13905
82. Cs-0007856
83. N1829
84. C00493
85. 138s590
86. Q410830
87. Q-100148
88. Sr-01000632403-1
89. Sr-01000632403-4
90. Sr-01000632403-5
91. (-)-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic Acid
92. B1a53f8a-8664-405d-8370-a9785add2d0b
93. (3r,4s,5r)-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic Acid
94. (3r,4s,5r)-(-)-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic Acid
95. 1-cyclohexene-1-carboxylic Acid, 3,4,5-trihydroxy-, (3r,4s,5r)- (9ci)
96. Shikimic Acid (constituent Of Cranberry Liquid Preparation) [dsc]
97. [3r-(3 Alpha,4 Alpha,5 Beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic Acid
98. 1-cyclohexene-1-carboxylic Acid, 3,4,5-trihydroxy-, (3r-(3alpha,4alpha,5beta))
99. 1-cyclohexene-1-carboxylic Acid, 3,4,5-trihydroxy-, (3r-(3alpha,4alpha,5beta))- (9ci)
100. Shikimic Acid [3r-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic Acid
Molecular Weight | 174.15 g/mol |
---|---|
Molecular Formula | C7H10O5 |
XLogP3 | -1.7 |
Hydrogen Bond Donor Count | 4 |
Hydrogen Bond Acceptor Count | 5 |
Rotatable Bond Count | 1 |
Exact Mass | 174.05282342 g/mol |
Monoisotopic Mass | 174.05282342 g/mol |
Topological Polar Surface Area | 98 Ų |
Heavy Atom Count | 12 |
Formal Charge | 0 |
Complexity | 222 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 3 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Covalently Bonded Unit Count | 1 |
SHIKIMIC ACID IS METABOLIZED INTO CYCLOHEXANECARBOXYLIC ACID BY THE INTESTINAL MICROFLORA, BUT THE AROMATIZATION OF CYCLOHEXANECARBOXYLIC ACID OCCURS IN MAMMALIAN TISSUES. IN RATS, THIS ACID IS METABOLIZED AND EXCRETED IN THE URINE MAINLY AS HIPPURIC ACID, TOGETHER WITH 3,4,5,6-TETRAHYDROHIPPURIC ACID & HEXAHYDROHIPPURIC ACID AND SMALL AMT OF BENZOYL & CYCLOHEXYLCARBONYL GLUCURONIDES.
The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 5: A Review of the Literature Published during 1976 and 1977. London: The Chemical Society, 1979., p. 154
RATS METABOLIZED (14)C-LABELED SHIKIMIC ACID TO HIPPURIC ACID & CATECHOL IN VIVO; RAT CECAL CONTENTS CONVERTED IT TO CYCLOHEXANECARBOXYLIC ACID IN VITRO, THIS CONVERSION BEING ALMOST TOTALLY INHIBITED BY ANTIBIOTICS.
PMID:1001716 BREWSTER D ET AL; BIOCHEM SOC TRANS 4 (3): 518 (1976)