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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 05:56:18 UTC

Update Date

2021-09-24 05:56:18 UTC

HMDB ID

HMDB0303952

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate

Description

Indole-3-glycerol phosphate, also known as c1-(3-indolyl)-glycerol 3-phosphate, is a member of the class of compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Indole-3-glycerol phosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Indole-3-glycerol phosphate can be found in a number of food items such as german camomile, lambsquarters, other soy product, and hazelnut, which makes indole-3-glycerol phosphate a potential biomarker for the consumption of these food products. Indole-3-glycerol phosphate may be a unique E.coli metabolite.

Structure

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

HMDB0303952
     RDKit          3D
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.4366    3.2932   -1.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3587    1.9716   -0.8635 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1002    2.1931    0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    1.1078   -1.0427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1402    0.9655   -1.5195 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488   -0.2385   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617   -1.2538   -1.2197 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3929   -2.4268   -0.4873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1728   -0.8186   -1.2416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8648   -1.8844   -1.8833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7443   -0.5965    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014   -0.8661    1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.5029    2.3038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -0.0120    1.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.4882    2.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3641    0.9388    1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1936    0.9018    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0129    0.4032   -0.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -0.0625    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740    1.4170    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255    0.4154   -0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.6336   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -0.0180    0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5033   -1.5199   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -2.6069   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3152    0.0586   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -2.2933   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -1.2944    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389   -0.5994    3.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611    0.5389    3.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3005    1.3343    1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9523    1.2501   -0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8283    0.3517   -1.5185 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 11  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  9 26  1  6
 10 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

IGP
  Mrv0541 02231217282D          

 21 22  0  0  0  0            999 V2000
   -1.4809   -0.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9098   -0.1139    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6243   -0.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4973   -0.8284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3223    0.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953    0.2986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    0.2986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7664    1.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519   -0.1139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0519   -0.9389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625    0.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162   -0.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682    0.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6712   -0.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5557    1.2906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7752    0.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -0.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302   -0.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    0.5906    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576   -0.4059    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  7 20  1  6  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
  9 21  1  1  0  0  0
 11 12  1  0  0  0  0
 11 15  2  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 16  1  0  0  0  0
 17 19  2  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303952

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C11H14NO6P/c13-10(6-18-19(15,16)17)11(14)8-5-12-9-4-2-1-3-7(8)9/h1-5,10-14H,6H2,(H2,15,16,17)/t10-,11+/m1/s1

> <INCHI_KEY>
NQEQTYPJSIEPHW-MNOVXSKESA-N

> <FORMULA>
C11H14NO6P

> <MOLECULAR_WEIGHT>
287.2057

> <EXACT_MASS>
287.055873697

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
25.406399582951295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R,3S)-2,3-dihydroxy-3-(1H-indol-3-yl)propoxy]phosphonic acid

> <ALOGPS_LOGP>
-0.21

> <JCHEM_LOGP>
-0.07957787366666655

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.512307194345705

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4864854788381807

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4498355399329936

> <JCHEM_POLAR_SURFACE_AREA>
123.01000000000002

> <JCHEM_REFRACTIVITY>
66.7583

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.87e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
indole-3-glycerol phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303952
     RDKit          3D
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.4366    3.2932   -1.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3587    1.9716   -0.8635 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1002    2.1931    0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    1.1078   -1.0427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1402    0.9655   -1.5195 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488   -0.2385   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617   -1.2538   -1.2197 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3929   -2.4268   -0.4873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1728   -0.8186   -1.2416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8648   -1.8844   -1.8833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7443   -0.5965    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014   -0.8661    1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.5029    2.3038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -0.0120    1.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.4882    2.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3641    0.9388    1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1936    0.9018    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0129    0.4032   -0.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -0.0625    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740    1.4170    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255    0.4154   -0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.6336   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -0.0180    0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5033   -1.5199   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -2.6069   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3152    0.0586   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -2.2933   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -1.2944    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389   -0.5994    3.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611    0.5389    3.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3005    1.3343    1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9523    1.2501   -0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8283    0.3517   -1.5185 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 11  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  9 26  1  6
 10 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: IGP                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.764  -0.213   0.000  0.00  0.00           C+0
HETATM    2  P   UNK     0      -5.432  -0.213   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0      -6.765  -0.983   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -4.662  -1.546   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -6.202   1.121   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -4.098   0.557   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.431   0.557   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.431   2.097   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.097  -0.213   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.097  -1.753   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.237   0.557   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.644  -0.069   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.674   1.075   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.120  -1.534   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.398   2.089   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.904   2.409   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.180   0.755   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.626  -1.854   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.656  -0.709   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      -2.375   1.102   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.041  -0.758   0.000  0.00  0.00           H+0
CONECT    1    6    7                                                       
CONECT    2    3    4    5    6                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    1    2                                                       
CONECT    7    1    8    9   20                                             
CONECT    8    7                                                            
CONECT    9    7   10   11   21                                             
CONECT   10    9                                                            
CONECT   11    9   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   16   17                                                  
CONECT   14   12   18                                                       
CONECT   15   11   16                                                       
CONECT   16   13   15                                                       
CONECT   17   13   19                                                       
CONECT   18   14   19                                                       
CONECT   19   17   18                                                       
CONECT   20    7                                                            
CONECT   21    9                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0303952
HETATM    1  O1  UNL     1       3.437   3.293  -1.549  1.00  0.00           O  
HETATM    2  P1  UNL     1       3.359   1.972  -0.863  1.00  0.00           P  
HETATM    3  O2  UNL     1       3.100   2.193   0.785  1.00  0.00           O  
HETATM    4  O3  UNL     1       4.817   1.108  -1.043  1.00  0.00           O  
HETATM    5  O4  UNL     1       2.140   0.965  -1.520  1.00  0.00           O  
HETATM    6  C1  UNL     1       2.249  -0.239  -0.789  1.00  0.00           C  
HETATM    7  C2  UNL     1       1.262  -1.254  -1.220  1.00  0.00           C  
HETATM    8  O5  UNL     1       1.393  -2.427  -0.487  1.00  0.00           O  
HETATM    9  C3  UNL     1      -0.173  -0.819  -1.242  1.00  0.00           C  
HETATM   10  O6  UNL     1      -0.865  -1.884  -1.883  1.00  0.00           O  
HETATM   11  C4  UNL     1      -0.744  -0.596   0.108  1.00  0.00           C  
HETATM   12  C5  UNL     1      -0.201  -0.866   1.344  1.00  0.00           C  
HETATM   13  N1  UNL     1      -1.098  -0.503   2.304  1.00  0.00           N  
HETATM   14  C6  UNL     1      -2.192  -0.012   1.733  1.00  0.00           C  
HETATM   15  C7  UNL     1      -3.378   0.488   2.255  1.00  0.00           C  
HETATM   16  C8  UNL     1      -4.364   0.939   1.407  1.00  0.00           C  
HETATM   17  C9  UNL     1      -4.194   0.902   0.046  1.00  0.00           C  
HETATM   18  C10 UNL     1      -3.013   0.403  -0.453  1.00  0.00           C  
HETATM   19  C11 UNL     1      -1.990  -0.062   0.359  1.00  0.00           C  
HETATM   20  H1  UNL     1       3.474   1.417   1.253  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.926   0.415  -0.353  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.266  -0.634  -1.083  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.318  -0.018   0.270  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.503  -1.520  -2.289  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.375  -2.607  -0.415  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.315   0.059  -1.901  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.273  -2.293  -2.576  1.00  0.00           H  
HETATM   28  H9  UNL     1       0.764  -1.294   1.525  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.939  -0.599   3.323  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.561   0.539   3.316  1.00  0.00           H  
HETATM   31  H12 UNL     1      -5.300   1.334   1.797  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.952   1.250  -0.641  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.828   0.352  -1.518  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   20
CONECT    4   21
CONECT    5    6
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25
CONECT    9   10   11   26
CONECT   10   27
CONECT   11   12   12   19
CONECT   12   13   28
CONECT   13   14   29
CONECT   14   15   15   19
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   32
CONECT   18   19   19   33
END

HMDB0303952
     RDKit          3D
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.4366    3.2932   -1.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3587    1.9716   -0.8635 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1002    2.1931    0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    1.1078   -1.0427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1402    0.9655   -1.5195 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488   -0.2385   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617   -1.2538   -1.2197 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3929   -2.4268   -0.4873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1728   -0.8186   -1.2416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8648   -1.8844   -1.8833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7443   -0.5965    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014   -0.8661    1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.5029    2.3038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -0.0120    1.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782    0.4882    2.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3641    0.9388    1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1936    0.9018    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0129    0.4032   -0.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -0.0625    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740    1.4170    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255    0.4154   -0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.6336   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -0.0180    0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5033   -1.5199   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -2.6069   -0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3152    0.0586   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -2.2933   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -1.2944    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389   -0.5994    3.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611    0.5389    3.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3005    1.3343    1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9523    1.2501   -0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8283    0.3517   -1.5185 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 11  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  9 26  1  6
 10 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3-Indolyl)-glycerol phosphate	ChEBI
1-C-(indol-3-yl)Glycerol 3-phosphate	ChEBI
C1-(3-Indolyl)-glycerol 3-phosphate	ChEBI
(1S,2R)-1-C-(indol-3-yl)Glycerol 3-phosphate	Kegg
(3-Indolyl)-glycerol phosphoric acid	Generator
1-C-(indol-3-yl)Glycerol 3-phosphoric acid	Generator
C1-(3-Indolyl)-glycerol 3-phosphoric acid	Generator
(1S,2R)-1-C-(indol-3-yl)Glycerol 3-phosphoric acid	Generator
Indole-3-glycerol phosphoric acid	Generator
Indole-3-glycerophosphate	MeSH
Indoleglycerol phosphate	MeSH
Indole-3-glycerol phosphate	ChEBI, KEGG
Indoleglycerol phosphoric acid	Generator

Chemical Formula

C₁₁H₁₄NO₆P

Average Molecular Weight

287.2057

Monoisotopic Molecular Weight

287.055873697

IUPAC Name

[(2R,3S)-2,3-dihydroxy-3-(1H-indol-3-yl)propoxy]phosphonic acid

Traditional Name

indole-3-glycerol phosphate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C11H14NO6P/c13-10(6-18-19(15,16)17)11(14)8-5-12-9-4-2-1-3-7(8)9/h1-5,10-14H,6H2,(H2,15,16,17)/t10-,11+/m1/s1

InChI Key

NQEQTYPJSIEPHW-MNOVXSKESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Substituted pyrrole
Alkyl phosphate
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary alcohol
1,2-diol
Azacycle
Hydrocarbon derivative
Organic oxide
Aromatic alcohol
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-C-(indol-3-yl)glycerol 3-phosphate (CHEBI:51793 )

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	-0.21	ALOGPS
logP	-0.08	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	123.01 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.76 m³·mol⁻¹	ChemAxon
Polarizability	25.41 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	164.097	32859911
AllCCS	[M+H-H2O]+	160.673	32859911
AllCCS	[M+Na]+	168.184	32859911
AllCCS	[M+NH4]+	167.271	32859911
AllCCS	[M-H]-	160.343	32859911
AllCCS	[M+Na-2H]-	160.317	32859911
AllCCS	[M+HCOO]-	160.406	32859911
DeepCCS	[M+H]+	149.23	30932474
DeepCCS	[M-H]-	146.835	30932474
DeepCCS	[M-2H]-	181.033	30932474
DeepCCS	[M+Na]+	155.603	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2698.3	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2669.1	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3157.0	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O)O[Si](C)(C)C	2639.3	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O)O[Si](C)(C)C	2704.7	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O)O[Si](C)(C)C	3465.3	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #3	C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C1=C[NH]C2=CC=CC=C12	2722.4	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #3	C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C1=C[NH]C2=CC=CC=C12	2724.1	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #3	C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C1=C[NH]C2=CC=CC=C12	2988.2	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #4	C[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12	2686.5	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #4	C[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12	2702.1	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #4	C[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12	3251.8	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2709.0	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2715.4	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2946.0	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O)O[Si](C)(C)C	2673.8	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O)O[Si](C)(C)C	2680.9	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O)O[Si](C)(C)C	3198.9	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C	2716.5	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C	2765.2	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C	3058.6	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2747.5	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2724.8	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2822.7	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2715.9	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2675.5	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3060.1	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #3	C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12	2730.1	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #3	C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12	2734.1	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #3	C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C)C2=CC=CC=C12	2932.6	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2720.0	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2701.8	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2903.6	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2766.1	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2674.6	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2805.9	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3417.0	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3259.3	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3363.3	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3326.6	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3282.3	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3571.1	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=C[NH]C2=CC=CC=C12	3425.7	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=C[NH]C2=CC=CC=C12	3267.0	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=C[NH]C2=CC=CC=C12	3259.0	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3349.3	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3255.6	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3423.9	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3396.3	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3243.5	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3229.7	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3319.3	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3224.5	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3386.9	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	3359.3	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	3246.5	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	3308.0	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3590.1	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3393.1	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=C[NH]C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3180.4	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3498.5	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3358.8	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3318.4	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3510.2	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3346.7	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3237.5	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3490.1	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3306.5	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3217.9	Standard polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3688.2	Semi standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3445.3	Standard non polar	33892256
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3212.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-4900000000-b86813ef2800a8c9d2f8	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 - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 10V, Positive-QTOF	splash10-000l-1890000000-61a462086b1984fd95ce	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 20V, Positive-QTOF	splash10-00r5-2920000000-9a1b057494b6f12812d3	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 40V, Positive-QTOF	splash10-014j-2900000000-0273b8f673c7daddc7ca	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 10V, Negative-QTOF	splash10-002r-6390000000-f17b5507f97353c5dbf8	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 20V, Negative-QTOF	splash10-004i-9300000000-935793bf974f83d59858	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 40V, Negative-QTOF	splash10-004i-9000000000-c0a8c6db2c733f0ed5e0	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 10V, Positive-QTOF	splash10-0076-0960000000-319b59ecadb65b48b371	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 20V, Positive-QTOF	splash10-014i-0900000000-8de19e23796875d3b9fe	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 40V, Positive-QTOF	splash10-0159-2900000000-5d4265af530fb3dd738f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 10V, Negative-QTOF	splash10-000i-2190000000-3b43102cb004791c424b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 20V, Negative-QTOF	splash10-004i-9000000000-e5ea87f5b0fb91d7b6d8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate 40V, Negative-QTOF	splash10-004i-9200000000-82df9ca2bde740a861b7	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)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	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

DB04143

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

444150

PDB ID

Not Available

ChEBI ID

51793

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 (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate (HMDB0303952)

MOL for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

3D MOL for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

3D SDF for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

3D-SDF for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

PDB for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

3D PDB for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

SMILES for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

INCHI for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

Structure for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

3D Structure for HMDB0303952 ((1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra