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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 21:02:56 UTC

Update Date

2021-09-22 21:02:56 UTC

HMDB ID

HMDB0301781

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Shikimic acid 3-phosphate

Description

Shikimic 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  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

$$$$

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

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
Shikimate 3-phosphate	ChEBI
Shikimate 5-phosphate	ChEBI
Shikimic acid 3-phosphoric acid	Generator
Shikimic acid 5-phosphoric acid	Generator
Shikimic acid-3-phosphoric acid	Generator
3-Phosphoshikimate	Generator
Shikimic acid-3-phosphate	MeSH

Chemical Formula

C₇H₁₁O₈P

Average Molecular Weight

254.1312

Monoisotopic Molecular Weight

254.01915384

IUPAC Name

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

Traditional Name

3-phosphoshikimic acid

CAS Registry Number

63959-45-5

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 Key

QYOJSKGCWNAKGW-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Monoalkyl 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 Framework

Aliphatic homomonocyclic compounds

External Descriptors

phosphoshikimic acid (CHEBI:17052 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-2.1	ALOGPS
logP	-1.8	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.83 m³·mol⁻¹	ChemAxon
Polarizability	20.46 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	155.443	32859911
AllCCS	[M+H-H2O]+	151.846	32859911
AllCCS	[M+Na]+	159.74	32859911
AllCCS	[M+NH4]+	158.78	32859911
AllCCS	[M-H]-	145.883	32859911
AllCCS	[M+Na-2H]-	146.234	32859911
AllCCS	[M+HCOO]-	146.709	32859911
DeepCCS	[M+H]+	146.906	30932474
DeepCCS	[M-H]-	144.511	30932474
DeepCCS	[M-2H]-	177.761	30932474
DeepCCS	[M+Na]+	152.819	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Shikimic acid 3-phosphate,4TMS,isomer #1	C[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)C1	2208.1	Semi standard non polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #1	C[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)C1	2249.5	Standard non polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #1	C[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)C1	2652.6	Standard polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #2	C[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)C1	2231.5	Semi standard non polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #2	C[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)C1	2305.4	Standard non polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #2	C[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)C1	2769.1	Standard polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #3	C[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)C	2276.1	Semi standard non polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #3	C[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)C	2309.3	Standard non polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #3	C[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)C	2648.6	Standard polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #4	C[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)C1	2276.2	Semi standard non polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #4	C[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)C1	2282.9	Standard non polar	33892256
Shikimic acid 3-phosphate,4TMS,isomer #4	C[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)C1	2566.4	Standard polar	33892256
Shikimic acid 3-phosphate,5TMS,isomer #1	C[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)C1	2263.1	Semi standard non polar	33892256
Shikimic acid 3-phosphate,5TMS,isomer #1	C[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)C1	2339.7	Standard non polar	33892256
Shikimic acid 3-phosphate,5TMS,isomer #1	C[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)C1	2494.7	Standard polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #1	CC(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)C1	3048.0	Semi standard non polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #1	CC(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)C1	2965.8	Standard non polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #1	CC(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)C1	2991.5	Standard polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #2	CC(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)C1	3044.3	Semi standard non polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #2	CC(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)C1	3000.7	Standard non polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #2	CC(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)C1	3103.0	Standard polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #3	CC(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)C	3088.9	Semi standard non polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #3	CC(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)C	3037.4	Standard non polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #3	CC(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)C	3003.8	Standard polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #4	CC(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)C1	3077.1	Semi standard non polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #4	CC(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)C1	2970.5	Standard non polar	33892256
Shikimic acid 3-phosphate,4TBDMS,isomer #4	CC(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)C1	2935.7	Standard polar	33892256
Shikimic acid 3-phosphate,5TBDMS,isomer #1	CC(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)C1	3259.4	Semi standard non polar	33892256
Shikimic acid 3-phosphate,5TBDMS,isomer #1	CC(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)C1	3121.8	Standard non polar	33892256
Shikimic acid 3-phosphate,5TBDMS,isomer #1	CC(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)C1	2948.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Shikimic acid 3-phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9420000000-24bff48841e0db52f23d	2016-09-22	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 10V, Positive-QTOF	splash10-0a4r-2290000000-396028b52ce4cedbe2bb	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 20V, Positive-QTOF	splash10-05n0-0490000000-529105b5a87b738ed617	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 40V, Positive-QTOF	splash10-0002-6900000000-1e7071aa820eeb1c46ba	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 10V, Negative-QTOF	splash10-0udi-3190000000-efb4ce7028884fa42743	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 20V, Negative-QTOF	splash10-004i-9320000000-de7c749cb1ef8f00a7c2	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 40V, Negative-QTOF	splash10-004i-9000000000-5ea8917f66ef1d382869	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 10V, Negative-QTOF	splash10-004j-9010000000-3906ab4aee0305db4d4b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 20V, Negative-QTOF	splash10-004i-9010000000-6a75ffa6c3d07241a675	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 40V, Negative-QTOF	splash10-004i-9000000000-9bbc041a48805948beff	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 10V, Positive-QTOF	splash10-052r-0490000000-6f7f3bbe06a56485d8f7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 20V, Positive-QTOF	splash10-052r-1950000000-f9d939de49ab972591e9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Shikimic acid 3-phosphate 40V, Positive-QTOF	splash10-0aps-9000000000-a548a26753cac7a078d4	2021-10-21	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04328

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001398

KNApSAcK ID

Not Available

Chemspider ID

108789

KEGG Compound ID

C03175

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

17052

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Shikimic acid 3-phosphate (HMDB0301781)

MOL for HMDB0301781 (Shikimic acid 3-phosphate)

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

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

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

PDB for HMDB0301781 (Shikimic acid 3-phosphate)

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

SMILES for HMDB0301781 (Shikimic acid 3-phosphate)

INCHI for HMDB0301781 (Shikimic acid 3-phosphate)

Structure for HMDB0301781 (Shikimic acid 3-phosphate)

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

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra