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Showing metabocard for Shikimic acid 3-phosphate (HMDB0301781)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-22 21:02:56 UTC
Update Date2021-09-22 21:02:56 UTC
HMDB IDHMDB0301781
Secondary Accession NumbersNone
Metabolite Identification
Common NameShikimic acid 3-phosphate
DescriptionShikimic acid 3-phosphate is a member of the class of compounds known as monoalkyl phosphates. Monoalkyl phosphates are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. Shikimic acid 3-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). Shikimic acid 3-phosphate can be found in a number of food items such as date, hard wheat, common sage, and peppermint, which makes shikimic acid 3-phosphate a potential biomarker for the consumption of these food products. Shikimic acid 3-phosphate exists in E.coli (prokaryote) and yeast (eukaryote).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0301781 (Shikimic acid 3-phosphate)


  Mrv0541 02241221422D          

 16 16  0  0  1  0            999 V2000
    0.4125    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  6  0  0  0
M  END
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3D MOL for HMDB0301781 (Shikimic acid 3-phosphate)

HMDB0301781
     RDKit          3D
Shikimic acid 3-phosphate
 27 27  0  0  0  0  0  0  0  0999 V2000
   -4.0622    0.9696    0.0016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9002    1.4119    0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014    2.7664    0.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7576    0.4996   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    0.9112   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748    0.0581   -0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5428    0.3933    0.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9839    1.0433    0.3028 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1185    0.4381    1.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753    2.7152    0.5639 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2601    0.7331   -1.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851   -1.4001   -0.1311 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3703   -2.0361    0.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9638   -1.6801    0.5337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1955   -3.0537    0.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0006   -0.9540   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1988    3.3923   -0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    1.9806    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1423    0.3022   -1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066    3.0785    0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1659    0.3426   -1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3306   -1.8887   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678   -2.9816    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9602   -1.2957    1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058   -3.3216   -0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0352   -1.2417   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7806   -1.1829   -1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16  4  1  0
  3 17  1  0
  5 18  1  0
  6 19  1  6
 10 20  1  0
 11 21  1  0
 12 22  1  6
 13 23  1  0
 14 24  1  1
 15 25  1  0
 16 26  1  0
 16 27  1  0
M  END
Download

3D SDF for HMDB0301781 (Shikimic acid 3-phosphate)


  Mrv0541 02241221422D          

 16 16  0  0  1  0            999 V2000
    0.4125    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0301781

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1CC(=C[C@@H](OP(O)(O)=O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H11O8P/c8-4-1-3(7(10)11)2-5(6(4)9)15-16(12,13)14/h2,4-6,8-9H,1H2,(H,10,11)(H2,12,13,14)/t4-,5-,6+/m1/s1

> <INCHI_KEY>
QYOJSKGCWNAKGW-PBXRRBTRSA-N

> <FORMULA>
C7H11O8P

> <MOLECULAR_WEIGHT>
254.1312

> <EXACT_MASS>
254.01915384

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
20.455959192130013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S,5R)-4,5-dihydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid

> <ALOGPS_LOGP>
-2.07

> <JCHEM_LOGP>
-1.7636401083333335

> <ALOGPS_LOGS>
-1.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.1018283495734575

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3157644234401227

> <JCHEM_PKA_STRONGEST_BASIC>
-3.225778459939349

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
49.833200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-phosphoshikimic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0301781 (Shikimic acid 3-phosphate)

HMDB0301781
     RDKit          3D
Shikimic acid 3-phosphate
 27 27  0  0  0  0  0  0  0  0999 V2000
   -4.0622    0.9696    0.0016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9002    1.4119    0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014    2.7664    0.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7576    0.4996   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5167    0.9112   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748    0.0581   -0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5428    0.3933    0.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9839    1.0433    0.3028 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1185    0.4381    1.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753    2.7152    0.5639 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2601    0.7331   -1.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851   -1.4001   -0.1311 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3703   -2.0361    0.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9638   -1.6801    0.5337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1955   -3.0537    0.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0006   -0.9540   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1988    3.3923   -0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    1.9806    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1423    0.3022   -1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066    3.0785    0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1659    0.3426   -1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3306   -1.8887   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678   -2.9816    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9602   -1.2957    1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058   -3.3216   -0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0352   -1.2417   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7806   -1.1829   -1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16  4  1  0
  3 17  1  0
  5 18  1  0
  6 19  1  6
 10 20  1  0
 11 21  1  0
 12 22  1  6
 13 23  1  0
 14 24  1  1
 15 25  1  0
 16 26  1  0
 16 27  1  0
M  END
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PDB for HMDB0301781 (Shikimic acid 3-phosphate)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       0.770   5.954   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0       0.000   4.620   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.770   3.286   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    6   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for HMDB0301781 (Shikimic acid 3-phosphate)

COMPND    HMDB0301781
HETATM    1  O1  UNL     1      -4.062   0.970   0.002  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.900   1.412   0.037  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.701   2.766   0.213  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.758   0.500  -0.108  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.517   0.911  -0.078  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.675   0.058  -0.216  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.543   0.393   0.837  1.00  0.00           O  
HETATM    8  P1  UNL     1       2.984   1.043   0.303  1.00  0.00           P  
HETATM    9  O4  UNL     1       4.119   0.438   1.129  1.00  0.00           O  
HETATM   10  O5  UNL     1       2.975   2.715   0.564  1.00  0.00           O  
HETATM   11  O6  UNL     1       3.260   0.733  -1.339  1.00  0.00           O  
HETATM   12  C5  UNL     1       0.385  -1.400  -0.131  1.00  0.00           C  
HETATM   13  O7  UNL     1       1.370  -2.036   0.620  1.00  0.00           O  
HETATM   14  C6  UNL     1      -0.964  -1.680   0.534  1.00  0.00           C  
HETATM   15  O8  UNL     1      -1.195  -3.054   0.488  1.00  0.00           O  
HETATM   16  C7  UNL     1      -2.001  -0.954  -0.296  1.00  0.00           C  
HETATM   17  H1  UNL     1      -3.199   3.392  -0.408  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.345   1.981   0.060  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.142   0.302  -1.195  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.107   3.078   0.238  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.166   0.343  -1.469  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.331  -1.889  -1.143  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.468  -2.982   0.355  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.960  -1.296   1.572  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.106  -3.322  -0.470  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.035  -1.242  -0.031  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.781  -1.183  -1.366  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5    5   16
CONECT    5    6   18
CONECT    6    7   12   19
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   10   20
CONECT   11   21
CONECT   12   13   14   22
CONECT   13   23
CONECT   14   15   16   24
CONECT   15   25
CONECT   16   26   27
END
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SMILES for HMDB0301781 (Shikimic acid 3-phosphate)

O[C@@H]1CC(=C[C@@H](OP(O)(O)=O)[C@H]1O)C(O)=O
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INCHI for HMDB0301781 (Shikimic acid 3-phosphate)

InChI=1S/C7H11O8P/c8-4-1-3(7(10)11)2-5(6(4)9)15-16(12,13)14/h2,4-6,8-9H,1H2,(H,10,11)(H2,12,13,14)/t4-,5-,6+/m1/s1
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Synonyms
ValueSource
Shikimate 3-phosphateChEBI
Shikimate 5-phosphateChEBI
Shikimic acid 3-phosphoric acidGenerator
Shikimic acid 5-phosphoric acidGenerator
Shikimic acid-3-phosphoric acidGenerator
3-PhosphoshikimateGenerator
Shikimic acid-3-phosphateMeSH
Chemical FormulaC7H11O8P
Average Molecular Weight254.1312
Monoisotopic Molecular Weight254.01915384
IUPAC Name(3R,4S,5R)-4,5-dihydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
Traditional Name3-phosphoshikimic acid
CAS Registry Number63959-45-5
SMILES
O[C@@H]1CC(=C[C@@H](OP(O)(O)=O)[C@H]1O)C(O)=O
InChI Identifier
InChI=1S/C7H11O8P/c8-4-1-3(7(10)11)2-5(6(4)9)15-16(12,13)14/h2,4-6,8-9H,1H2,(H,10,11)(H2,12,13,14)/t4-,5-,6+/m1/s1
InChI KeyQYOJSKGCWNAKGW-PBXRRBTRSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Cyclitol or derivatives
  • Secondary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-2.1ALOGPS
logP-1.8ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)1.32ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area144.52 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.83 m³·mol⁻¹ChemAxon
Polarizability20.46 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+155.44332859911
AllCCS[M+H-H2O]+151.84632859911
AllCCS[M+Na]+159.7432859911
AllCCS[M+NH4]+158.7832859911
AllCCS[M-H]-145.88332859911
AllCCS[M+Na-2H]-146.23432859911
AllCCS[M+HCOO]-146.70932859911
DeepCCS[M+H]+146.90630932474
DeepCCS[M-H]-144.51130932474
DeepCCS[M-2H]-177.76130932474
DeepCCS[M+Na]+152.81930932474

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 20229.9547 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.84 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid447.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid318.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid26.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid193.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid83.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid324.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid232.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)936.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid628.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid45.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid676.8 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid197.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid343.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate876.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA621.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water626.3 seconds40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Shikimic acid 3-phosphate,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C12208.1Semi standard non polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C12249.5Standard non polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C12652.6Standard polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #2C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C12231.5Semi standard non polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #2C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C12305.4Standard non polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #2C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C12769.1Standard polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C(C(=O)O)C[C@H]1O[Si](C)(C)C2276.1Semi standard non polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C(C(=O)O)C[C@H]1O[Si](C)(C)C2309.3Standard non polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C(C(=O)O)C[C@H]1O[Si](C)(C)C2648.6Standard polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #4C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C12276.2Semi standard non polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #4C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C12282.9Standard non polar33892256
Shikimic acid 3-phosphate,4TMS,isomer #4C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C12566.4Standard polar33892256
Shikimic acid 3-phosphate,5TMS,isomer #1C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C12263.1Semi standard non polar33892256
Shikimic acid 3-phosphate,5TMS,isomer #1C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C12339.7Standard non polar33892256
Shikimic acid 3-phosphate,5TMS,isomer #1C[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C12494.7Standard polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C13048.0Semi standard non polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12965.8Standard non polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12991.5Standard polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C13044.3Semi standard non polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C13000.7Standard non polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C13103.0Standard polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)C[C@H]1O[Si](C)(C)C(C)(C)C3088.9Semi standard non polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)C[C@H]1O[Si](C)(C)C(C)(C)C3037.4Standard non polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)C[C@H]1O[Si](C)(C)C(C)(C)C3003.8Standard polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C13077.1Semi standard non polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C12970.5Standard non polar33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C12935.7Standard polar33892256
Shikimic acid 3-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C13259.4Semi standard non polar33892256
Shikimic acid 3-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C13121.8Standard non polar33892256
Shikimic acid 3-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12948.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Shikimic acid 3-phosphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9420000000-24bff48841e0db52f23d2016-09-22Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 10V, Positive-QTOFsplash10-0a4r-2290000000-396028b52ce4cedbe2bb2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 20V, Positive-QTOFsplash10-05n0-0490000000-529105b5a87b738ed6172015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 40V, Positive-QTOFsplash10-0002-6900000000-1e7071aa820eeb1c46ba2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 10V, Negative-QTOFsplash10-0udi-3190000000-efb4ce7028884fa427432015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 20V, Negative-QTOFsplash10-004i-9320000000-de7c749cb1ef8f00a7c22015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 40V, Negative-QTOFsplash10-004i-9000000000-5ea8917f66ef1d3828692015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 10V, Negative-QTOFsplash10-004j-9010000000-3906ab4aee0305db4d4b2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 20V, Negative-QTOFsplash10-004i-9010000000-6a75ffa6c3d07241a6752021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 40V, Negative-QTOFsplash10-004i-9000000000-9bbc041a48805948beff2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 10V, Positive-QTOFsplash10-052r-0490000000-6f7f3bbe06a56485d8f72021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 20V, Positive-QTOFsplash10-052r-1950000000-f9d939de49ab972591e92021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 40V, Positive-QTOFsplash10-0aps-9000000000-a548a26753cac7a078d42021-10-21Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB04328
Phenol Explorer Compound IDNot Available
FooDB IDFDB001398
KNApSAcK IDNot Available
Chemspider ID108789
KEGG Compound IDC03175
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID17052
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available