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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 14:57:09 UTC

HMDB ID

HMDB0001016

Secondary Accession Numbers

HMDB0062700
HMDB01016
HMDB62700

Metabolite Identification

Common Name

D-4'-Phosphopantothenate

Description

D-4'-Phosphopantothenate, also known as phosphopantothenic acid, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. D-4'-Phosphopantothenate is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, D-4'-phosphopantothenate participates in a number of enzymatic reactions. In particular, D-4'-phosphopantothenate can be biosynthesized from pantothenic acid through its interaction with the enzyme pantothenate kinase 1. In addition, cytidine triphosphate, D-4'-phosphopantothenate, and L-cysteine can be converted into cytidine monophosphate and 4'-phosphopantothenoylcysteine; which is catalyzed by the enzyme phosphopantothenate--cysteine ligase. In humans, D-4'-phosphopantothenate is involved in pantothenate and coa biosynthesis. An amidoalkyl phosphate that is the 4-phosphate derivative of (R)-pantothenic acid.

Structure

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

HMDB0001016
     RDKit          3D
D-4'-Phosphopantothenate
 37 36  0  0  0  0  0  0  0  0999 V2000
    1.2398   -2.2902    0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539   -1.2786   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745   -2.0223   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156   -0.1730   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    0.4943    1.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    1.6950    1.4677 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.3455    1.7249    2.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226    3.2267    1.0533 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4924    1.4918    0.6317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0868   -0.8105   -1.0348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5835   -1.8971   -1.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8331   -0.0323   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449    1.0182    0.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -0.4603   -0.1271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1622    0.2413    0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3884    1.6660    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8511    1.6832   -1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365    1.5147   -2.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1890    1.8862   -1.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -3.2078    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469   -1.9378    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -2.6468    0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9886   -2.4765   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857   -2.7745   -2.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189   -1.2287   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3349   -0.5678    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4584    0.5434   -0.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879    3.1051    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0552    0.7796    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -0.1680   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247   -2.5164   -0.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4666   -1.3237   -0.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352   -0.2694    0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9060    0.2928    1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4842    2.2971    0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1891    2.0811    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7730    2.3401   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
M  END


  Mrv1652307191923392D          

 19 18  0  0  0  0            999 V2000
 9997.5620 9998.1382    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.8474 9997.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1327 9998.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4180 9997.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7034 9998.1382    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1150 9998.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.9847 9997.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2899 9998.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4335 9997.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2590 9997.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2761 9997.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9915 9998.1382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7068 9997.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.4201 9998.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.1357 9997.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8490 9998.1382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.1357 9996.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2761 9996.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5620 9998.9628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 11  1  0  0  0  0
  1 19  1  1  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
 11 12  1  0  0  0  0
 11 18  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001016

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18NO8P/c1-9(2,5-18-19(15,16)17)7(13)8(14)10-4-3-6(11)12/h7,13H,3-5H2,1-2H3,(H,10,14)(H,11,12)(H2,15,16,17)/t7-/m0/s1

> <INCHI_KEY>
XHFVGHPGDLDEQO-ZETCQYMHSA-N

> <FORMULA>
C9H18NO8P

> <MOLECULAR_WEIGHT>
299.2149

> <EXACT_MASS>
299.077003069

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.263987567256386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanoic acid

> <ALOGPS_LOGP>
-1.52

> <JCHEM_LOGP>
-1.4789411379999997

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.470966071472556

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7927095950649008

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8105850375874377

> <JCHEM_POLAR_SURFACE_AREA>
153.39

> <JCHEM_REFRACTIVITY>
62.384

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phosphopantothenic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001016
     RDKit          3D
D-4'-Phosphopantothenate
 37 36  0  0  0  0  0  0  0  0999 V2000
    1.2398   -2.2902    0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539   -1.2786   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745   -2.0223   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156   -0.1730   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    0.4943    1.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    1.6950    1.4677 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.3455    1.7249    2.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226    3.2267    1.0533 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4924    1.4918    0.6317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0868   -0.8105   -1.0348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5835   -1.8971   -1.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8331   -0.0323   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449    1.0182    0.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -0.4603   -0.1271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1622    0.2413    0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3884    1.6660    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8511    1.6832   -1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365    1.5147   -2.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1890    1.8862   -1.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -3.2078    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469   -1.9378    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -2.6468    0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9886   -2.4765   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857   -2.7745   -2.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189   -1.2287   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3349   -0.5678    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4584    0.5434   -0.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879    3.1051    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0552    0.7796    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -0.1680   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247   -2.5164   -0.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4666   -1.3237   -0.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352   -0.2694    0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9060    0.2928    1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4842    2.2971    0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1891    2.0811    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7730    2.3401   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  C   UNK     0    8662.1168663.191   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8660.7828662.422   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8659.4488663.191   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8658.1148662.422   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8656.7808663.191   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8657.5488664.527   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8655.4388662.418   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8656.0088664.527   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8660.0098661.088   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8661.5508661.088   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.4498662.422   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8664.7848663.191   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    8666.1198662.422   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.4518663.191   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.7878662.422   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8670.1188663.191   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8668.7878660.882   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8663.4498660.882   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8662.1168664.731   0.000  0.00  0.00           O+0
CONECT    1    2   11   19                                                  
CONECT    2    1    3    9   10                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    2                                                            
CONECT   10    2                                                            
CONECT   11    1   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   11                                                            
CONECT   19    1                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0001016
HETATM    1  C1  UNL     1       1.240  -2.290   0.654  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.354  -1.279  -0.433  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.075  -2.022  -1.583  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.316  -0.173  -0.034  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.914   0.494   1.116  1.00  0.00           O  
HETATM    6  P1  UNL     1       3.044   1.695   1.468  1.00  0.00           P  
HETATM    7  O2  UNL     1       3.346   1.725   2.955  1.00  0.00           O  
HETATM    8  O3  UNL     1       2.423   3.227   1.053  1.00  0.00           O  
HETATM    9  O4  UNL     1       4.492   1.492   0.632  1.00  0.00           O  
HETATM   10  C5  UNL     1       0.087  -0.811  -1.035  1.00  0.00           C  
HETATM   11  O5  UNL     1      -0.584  -1.897  -1.593  1.00  0.00           O  
HETATM   12  C6  UNL     1      -0.833  -0.032  -0.231  1.00  0.00           C  
HETATM   13  O6  UNL     1      -0.545   1.018   0.402  1.00  0.00           O  
HETATM   14  N1  UNL     1      -2.181  -0.460  -0.127  1.00  0.00           N  
HETATM   15  C7  UNL     1      -3.162   0.241   0.642  1.00  0.00           C  
HETATM   16  C8  UNL     1      -3.388   1.666   0.183  1.00  0.00           C  
HETATM   17  C9  UNL     1      -3.851   1.683  -1.226  1.00  0.00           C  
HETATM   18  O7  UNL     1      -3.036   1.515  -2.179  1.00  0.00           O  
HETATM   19  O8  UNL     1      -5.189   1.886  -1.486  1.00  0.00           O  
HETATM   20  H1  UNL     1       0.717  -3.208   0.267  1.00  0.00           H  
HETATM   21  H2  UNL     1       0.847  -1.938   1.603  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.292  -2.647   0.868  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.989  -2.476  -1.197  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.386  -2.774  -2.018  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.319  -1.229  -2.313  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.335  -0.568   0.160  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.458   0.543  -0.897  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.488   3.105   0.702  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.055   0.780   0.979  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.374  -0.168  -1.921  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.825  -2.516  -0.851  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.467  -1.324  -0.634  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.135  -0.269   0.575  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.906   0.293   1.728  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.484   2.297   0.324  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.189   2.081   0.818  1.00  0.00           H  
HETATM   37  H18 UNL     1      -5.773   2.340  -0.796  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   10
CONECT    3   23   24   25
CONECT    4    5   26   27
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   28
CONECT    9   29
CONECT   10   11   12   30
CONECT   11   31
CONECT   12   13   13   14
CONECT   14   15   32
CONECT   15   16   33   34
CONECT   16   17   35   36
CONECT   17   18   18   19
CONECT   19   37
END

HMDB0001016
     RDKit          3D
D-4'-Phosphopantothenate
 37 36  0  0  0  0  0  0  0  0999 V2000
    1.2398   -2.2902    0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539   -1.2786   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745   -2.0223   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156   -0.1730   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    0.4943    1.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    1.6950    1.4677 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.3455    1.7249    2.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226    3.2267    1.0533 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4924    1.4918    0.6317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0868   -0.8105   -1.0348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5835   -1.8971   -1.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8331   -0.0323   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449    1.0182    0.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -0.4603   -0.1271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1622    0.2413    0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3884    1.6660    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8511    1.6832   -1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365    1.5147   -2.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1890    1.8862   -1.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -3.2078    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469   -1.9378    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -2.6468    0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9886   -2.4765   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857   -2.7745   -2.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189   -1.2287   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3349   -0.5678    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4584    0.5434   -0.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879    3.1051    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0552    0.7796    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -0.1680   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247   -2.5164   -0.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4666   -1.3237   -0.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352   -0.2694    0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9060    0.2928    1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4842    2.2971    0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1891    2.0811    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7730    2.3401   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(R)-4'-Phosphopantothenate	ChEBI
(R)-N-(2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl)-beta-alanine	ChEBI
N-[(2R)-2-Hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanine	ChEBI
Phosphopantothenic acid	ChEBI
(R)-4'-Phosphopantothenic acid	Generator
(R)-N-(2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl)-b-alanine	Generator
(R)-N-(2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl)-β-alanine	Generator
N-[(2R)-2-Hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-b-alanine	Generator
N-[(2R)-2-Hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-β-alanine	Generator
Phosphopantothenate	Generator
D-4'-Phosphopantothenic acid	Generator
4'-Phosphopantothenate	HMDB
Phosphopantothenic acid, calcium salt (2:1)	HMDB
Phosphopantothenic acid, calcium salt, (R)-isomer	HMDB
4'-Phospho-D-pantothenic acid	HMDB
4'-Phosphopantothenic acid	HMDB
4’-phospho-D-pantothenic acid	HMDB
4’-phosphopantothenic acid	HMDB
D-Pantothenic acid 4'-phosphate	HMDB
D-Pantothenic acid 4’-phosphate	HMDB
N-[(2R)-2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-beta-alanine	HMDB
N-[(2R)-2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-β-alanine	HMDB
(R)-4'-Phosphonatopantothenate	HMDB
(R)-4’-phosphonatopantothenate	HMDB
(R)-4’-phosphopantothenate	HMDB
4’-phosphopantothenate	HMDB
D-4’-phosphopantothenate	HMDB
D-4’-phosphopantothenic acid	HMDB
D-4'-Phosphopantothenate	ChEBI

Chemical Formula

C₉H₁₈NO₈P

Average Molecular Weight

299.2149

Monoisotopic Molecular Weight

299.077003069

IUPAC Name

3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanoic acid

Traditional Name

phosphopantothenic acid

CAS Registry Number

5875-50-3

SMILES

CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(O)=O

InChI Identifier

InChI=1S/C9H18NO8P/c1-9(2,5-18-19(15,16)17)7(13)8(14)10-4-3-6(11)12/h7,13H,3-5H2,1-2H3,(H,10,14)(H,11,12)(H2,15,16,17)/t7-/m0/s1

InChI Key

XHFVGHPGDLDEQO-ZETCQYMHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Monoalkyl phosphate
Fatty amide
Monosaccharide
N-acyl-amine
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Secondary alcohol
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

amidoalkyl phosphate (CHEBI:15905 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0001016)

Cytoplasm (HMDB: HMDB0001016)

Source

Endogenous

Endogenous (HMDB: HMDB0001016)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Beta-Alanine metabolism (PathBank: SMP0000915)
Pantothenate and CoA Biosynthesis (PathBank: SMP0121296)
Pantothenate and CoA Biosynthesis (PathBank: SMP0002364)

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	5.09 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-1.5	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.39 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	62.38 m³·mol⁻¹	ChemAxon
Polarizability	26.26 Å³	ChemAxon
Number of Rings	0	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
DeepCCS	[M+H]+	163.13	30932474
DeepCCS	[M-H]-	160.734	30932474
DeepCCS	[M-2H]-	193.618	30932474
DeepCCS	[M+Na]+	169.175	30932474
AllCCS	[M+H]+	164.7	32859911
AllCCS	[M+H-H2O]+	161.9	32859911
AllCCS	[M+NH4]+	167.3	32859911
AllCCS	[M+Na]+	168.1	32859911
AllCCS	[M-H]-	162.4	32859911
AllCCS	[M+Na-2H]-	163.2	32859911
AllCCS	[M+HCOO]-	164.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.82 minutes	32390414
Predicted by Siyang on May 30, 2022	9.6696 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	336.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	542.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	64.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	154.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	44.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	262.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	280.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	605.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	573.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	86.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	707.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	166.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	184.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	550.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	306.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	402.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D-4'-Phosphopantothenate	CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(O)=O	3310.7	Standard polar	33892256
D-4'-Phosphopantothenate	CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(O)=O	1915.1	Standard non polar	33892256
D-4'-Phosphopantothenate	CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(O)=O	2556.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D-4'-Phosphopantothenate,1TMS,isomer #1	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O	2367.7	Semi standard non polar	33892256
D-4'-Phosphopantothenate,1TMS,isomer #2	CC(C)(COP(=O)(O)O)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C	2384.6	Semi standard non polar	33892256
D-4'-Phosphopantothenate,1TMS,isomer #3	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C(=O)NCCC(=O)O	2445.7	Semi standard non polar	33892256
D-4'-Phosphopantothenate,1TMS,isomer #4	CC(C)(COP(=O)(O)O)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C	2410.5	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TMS,isomer #1	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C	2352.0	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TMS,isomer #2	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O	2425.8	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TMS,isomer #3	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C	2406.3	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TMS,isomer #4	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C	2442.6	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TMS,isomer #5	CC(C)(COP(=O)(O)O)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2390.1	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TMS,isomer #6	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)NCCC(=O)O	2475.4	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TMS,isomer #7	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C	2452.9	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #1	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C	2420.6	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #1	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C	2330.3	Standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #1	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C	2892.6	Standard polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #2	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2393.9	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #2	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2454.2	Standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #2	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	3126.1	Standard polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #3	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O	2462.0	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #3	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O	2321.1	Standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #3	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O	2735.5	Standard polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #4	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C	2440.1	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #4	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C	2370.6	Standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #4	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C	2969.1	Standard polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #5	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C	2487.7	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #5	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C	2371.7	Standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #5	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C	2877.0	Standard polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #6	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2433.2	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #6	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2401.7	Standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #6	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	3104.2	Standard polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #7	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C	2465.4	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #7	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C	2380.8	Standard non polar	33892256
D-4'-Phosphopantothenate,3TMS,isomer #7	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C	2930.2	Standard polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #1	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C	2464.2	Semi standard non polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #1	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C	2365.8	Standard non polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #1	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C	2580.7	Standard polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #2	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2411.6	Semi standard non polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #2	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2407.0	Standard non polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #2	CC(C)(COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2751.5	Standard polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #3	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C	2450.8	Semi standard non polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #3	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C	2389.3	Standard non polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #3	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C	2638.8	Standard polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #4	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2444.4	Semi standard non polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #4	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2422.8	Standard non polar	33892256
D-4'-Phosphopantothenate,4TMS,isomer #4	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2779.9	Standard polar	33892256
D-4'-Phosphopantothenate,5TMS,isomer #1	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2438.9	Semi standard non polar	33892256
D-4'-Phosphopantothenate,5TMS,isomer #1	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2421.9	Standard non polar	33892256
D-4'-Phosphopantothenate,5TMS,isomer #1	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2521.7	Standard polar	33892256
D-4'-Phosphopantothenate,1TBDMS,isomer #1	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)NCCC(=O)O	2588.4	Semi standard non polar	33892256
D-4'-Phosphopantothenate,1TBDMS,isomer #2	CC(C)(COP(=O)(O)O)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	2608.8	Semi standard non polar	33892256
D-4'-Phosphopantothenate,1TBDMS,isomer #3	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)NCCC(=O)O	2671.2	Semi standard non polar	33892256
D-4'-Phosphopantothenate,1TBDMS,isomer #4	CC(C)(COP(=O)(O)O)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	2634.0	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TBDMS,isomer #1	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	2787.2	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TBDMS,isomer #2	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)NCCC(=O)O	2836.0	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TBDMS,isomer #3	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	2834.9	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TBDMS,isomer #4	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	2889.6	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TBDMS,isomer #5	CC(C)(COP(=O)(O)O)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2834.0	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TBDMS,isomer #6	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)NCCC(=O)O	2917.8	Semi standard non polar	33892256
D-4'-Phosphopantothenate,2TBDMS,isomer #7	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	2890.3	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #1	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	3078.1	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #1	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	2863.8	Standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #1	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	3110.7	Standard polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #2	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3037.8	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #2	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2985.6	Standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #2	CC(C)(COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3269.1	Standard polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #3	CC(C)(COP(=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(=O)NCCC(=O)O	3078.6	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #3	CC(C)(COP(=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(=O)NCCC(=O)O	2794.2	Standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #3	CC(C)(COP(=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(=O)NCCC(=O)O	3009.3	Standard polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #4	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	3085.4	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #4	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	2891.4	Standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #4	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	3169.9	Standard polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #5	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	3131.0	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #5	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	2859.1	Standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #5	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	3143.1	Standard polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #6	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3093.0	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #6	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2939.9	Standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #6	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3293.8	Standard polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #7	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	3112.3	Semi standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #7	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	2865.1	Standard non polar	33892256
D-4'-Phosphopantothenate,3TBDMS,isomer #7	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	3191.7	Standard polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #1	CC(C)(COP(=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(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	3296.6	Semi standard non polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #1	CC(C)(COP(=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(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	2974.0	Standard non polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #1	CC(C)(COP(=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(=O)NCCC(=O)O[Si](C)(C)C(C)(C)C	2948.5	Standard polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #2	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3283.3	Semi standard non polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #2	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3075.7	Standard non polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #2	CC(C)(COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3064.4	Standard polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #3	CC(C)(COP(=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(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	3302.8	Semi standard non polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #3	CC(C)(COP(=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(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	3002.9	Standard non polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #3	CC(C)(COP(=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(=O)N(CCC(=O)O)[Si](C)(C)C(C)(C)C	2990.2	Standard polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #4	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3304.2	Semi standard non polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #4	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3049.4	Standard non polar	33892256
D-4'-Phosphopantothenate,4TBDMS,isomer #4	CC(C)(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3115.4	Standard polar	33892256
D-4'-Phosphopantothenate,5TBDMS,isomer #1	CC(C)(COP(=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(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3481.2	Semi standard non polar	33892256
D-4'-Phosphopantothenate,5TBDMS,isomer #1	CC(C)(COP(=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(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3181.0	Standard non polar	33892256
D-4'-Phosphopantothenate,5TBDMS,isomer #1	CC(C)(COP(=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(=O)N(CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2984.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - D-4'-Phosphopantothenate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-9720000000-41704091b1bf13376017	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-4'-Phosphopantothenate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - D-4'-Phosphopantothenate 10V, Positive-QTOF	splash10-0f79-9141000000-5b0b47ec4bcdae4b9de9	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 20V, Positive-QTOF	splash10-000i-9320000000-cfdd61fa71ff49880f5d	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 40V, Positive-QTOF	splash10-0076-9000000000-c93d1a5c4707410e2d61	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 10V, Negative-QTOF	splash10-002b-9270000000-b61365a2ce574c07d431	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 20V, Negative-QTOF	splash10-004i-9100000000-ead403fde97da638fdc5	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 40V, Negative-QTOF	splash10-004i-9000000000-57aba113e2388577d6a9	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 10V, Positive-QTOF	splash10-0udi-2296000000-391c82c7a505e9c802ca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 20V, Positive-QTOF	splash10-0udj-9241000000-b0f7eb9f3a7d6f4ec655	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 40V, Positive-QTOF	splash10-0udu-8920000000-0c09af15c101c82e1d13	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 10V, Negative-QTOF	splash10-000t-0090000000-832ae76b1a16ae3ea75c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 20V, Negative-QTOF	splash10-004j-4090000000-f6c91ebb49be49cd09ec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-4'-Phosphopantothenate 40V, Negative-QTOF	splash10-004i-9200000000-1f482bd5f3b51408f3af	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Pantothenate and CoA Biosynthesis

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

41635

PDB ID

Not Available

ChEBI ID

15905

Food Biomarker Ontology

Not Available

VMH ID

4PPAN

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

Enzymes

Enzyme Details

1. Pantothenate kinase 4

General function:: Involved in pantothenate kinase activity
Specific function:: Plays a role in the physiological regulation of the intracellular CoA concentration (By similarity).
Gene Name:: PANK4
Uniprot ID:: Q9NVE7
Molecular weight:: 85990.12

Reactions

Adenosine triphosphate + Pantothenic acid → ADP + D-4'-Phosphopantothenate	details

Enzyme Details

2. Pantothenate kinase 2, mitochondrial

General function:: Involved in pantothenate kinase activity
Specific function:: May be the master regulator of the CoA biosynthesis (By similarity).
Gene Name:: PANK2
Uniprot ID:: Q9BZ23
Molecular weight:: 30753.12

Reactions

Adenosine triphosphate + Pantothenic acid → ADP + D-4'-Phosphopantothenate	details

Enzyme Details

3. Pantothenate kinase 1

General function:: Involved in pantothenate kinase activity
Specific function:: Plays a role in the physiological regulation of the intracellular CoA concentration (By similarity).
Gene Name:: PANK1
Uniprot ID:: Q8TE04
Molecular weight:: 35578.965

Reactions

Adenosine triphosphate + Pantothenic acid → ADP + D-4'-Phosphopantothenate	details

Enzyme Details

4. Pantothenate kinase 3

General function:: Involved in pantothenate kinase activity
Specific function:: Plays a role in the physiological regulation of the intracellular CoA concentration (By similarity).
Gene Name:: PANK3
Uniprot ID:: Q9H999
Molecular weight:: 41093.695

Reactions

Adenosine triphosphate + Pantothenic acid → ADP + D-4'-Phosphopantothenate	details

Enzyme Details

5. Phosphopantothenate--cysteine ligase

General function:: Coenzyme transport and metabolism
Specific function:: Catalyzes the first step in the biosynthesis of coenzyme A from vitamin B5, where cysteine is conjugated to 4'-phosphopantothenate to form 4-phosphopantothenoylcysteine.
Gene Name:: PPCS
Uniprot ID:: Q9HAB8
Molecular weight:: 15645.035

Reactions

Cytidine triphosphate + D-4'-Phosphopantothenate + L-Cysteine → Cytidine monophosphate + Pyrophosphate + N-((R)-4'-phosphopantothenoyl)-L-cysteine	details
Adenosine triphosphate + D-4'-Phosphopantothenate + L-Cysteine → Adenosine monophosphate + Pyrophosphate + 4'-Phosphopantothenoylcysteine	details
Cytidine triphosphate + D-4'-Phosphopantothenate + L-Cysteine → Cytidine monophosphate + Pyrophosphate + 4'-Phosphopantothenoylcysteine	details

Showing metabocard for D-4'-Phosphopantothenate (HMDB0001016)

MOL for HMDB0001016 (D-4'-Phosphopantothenate)

3D MOL for HMDB0001016 (D-4'-Phosphopantothenate)

3D SDF for HMDB0001016 (D-4'-Phosphopantothenate)

3D-SDF for HMDB0001016 (D-4'-Phosphopantothenate)

PDB for HMDB0001016 (D-4'-Phosphopantothenate)

3D PDB for HMDB0001016 (D-4'-Phosphopantothenate)

SMILES for HMDB0001016 (D-4'-Phosphopantothenate)

INCHI for HMDB0001016 (D-4'-Phosphopantothenate)

Structure for HMDB0001016 (D-4'-Phosphopantothenate)

3D Structure for HMDB0001016 (D-4'-Phosphopantothenate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions