Showing metabocard for beta-L-arabinose 1-phosphate (MMDBc0052892)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-05-16 21:08:17 UTC
Update Date2022-09-01 02:19:33 UTC
Metabolite IDMMDBc0052892
Metabolite Identification
Common Namebeta-L-arabinose 1-phosphate
Descriptionbeta-L-Arabinose 1-phosphate, also known as 1-O-phosphono-b-L-arabinopyranose or b-L-arabinose 1-phosphoric acid, belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. beta-L-Arabinose 1-phosphate has been detected, but not quantified in, several different foods, such as sorrels (Rumex acetosa), chickpeas (Cicer arietinum), malus (crab apple), sour cherries (Prunus cerasus), and potatos (Solanum tuberosum). This could make beta-L-arabinose 1-phosphate a potential biomarker for the consumption of these foods. beta-L-Arabinose 1-phosphate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on beta-L-Arabinose 1-phosphate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1241564e38>


  Mrv1652309042000342D          

 18 18  0  0  1  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  6  0  0  0
  4  8  1  6  0  0  0
 12  1  1  0  0  0  0
 12  5  1  0  0  0  0
  5 13  1  6  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
  2 15  1  6  0  0  0
  3 16  1  6  0  0  0
  4 17  1  1  0  0  0
  5 18  1  1  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f1241564e38>

HMDB0012195
     RDKit          3D
beta-L-Arabinose 1-phosphate
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.6441   -0.0435   -1.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178    0.0877   -0.4382 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.6602    1.7057   -0.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -0.5095    0.6792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6621   -0.8956   -0.3848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -0.1427   -0.3208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3405   -0.3388   -1.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5859   -0.8125   -1.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3249   -0.1577   -0.0113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2535    0.7749   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4251    0.4319    1.0464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0905    1.7201    0.6695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568   -0.4318    1.0087 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5046   -1.7891    1.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472    2.1490   -0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0634   -0.3267    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.9455   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785   -1.9386   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -0.6356   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274   -0.9561    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190    1.2021    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8763    0.3937    2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5592    2.0114   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5131   -0.1630    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2207   -2.2809    0.5789 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
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13  6  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  1
  8 18  1  0
  8 19  1  0
  9 20  1  1
 10 21  1  0
 11 22  1  1
 12 23  1  0
 13 24  1  1
 14 25  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f1241564e38>


  Mrv1652309042000342D          

 18 18  0  0  1  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  6  0  0  0
  4  8  1  6  0  0  0
 12  1  1  0  0  0  0
 12  5  1  0  0  0  0
  5 13  1  6  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
  2 15  1  6  0  0  0
  3 16  1  6  0  0  0
  4 17  1  1  0  0  0
  5 18  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052892

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H11O8P/c6-2-1-12-5(4(8)3(2)7)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4+,5+/m0/s1

> <INCHI_KEY>
ILXHFXFPPZGENN-QMKXCQHVSA-N

> <FORMULA>
C5H11O8P

> <MOLECULAR_WEIGHT>
230.1098

> <EXACT_MASS>
230.01915384

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.815346255248436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.91

> <JCHEM_LOGP>
-2.425770307333333

> <ALOGPS_LOGS>
-0.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.2202268460405445

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1565307698131155

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526611513944256

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
40.8338

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-L-arabinose 1-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f1241564e38>

HMDB0012195
     RDKit          3D
beta-L-Arabinose 1-phosphate
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.6441   -0.0435   -1.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178    0.0877   -0.4382 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.6602    1.7057   -0.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -0.5095    0.6792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6621   -0.8956   -0.3848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -0.1427   -0.3208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3405   -0.3388   -1.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5859   -0.8125   -1.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3249   -0.1577   -0.0113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2535    0.7749   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4251    0.4319    1.0464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0905    1.7201    0.6695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568   -0.4318    1.0087 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5046   -1.7891    1.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472    2.1490   -0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0634   -0.3267    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.9455   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785   -1.9386   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -0.6356   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274   -0.9561    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190    1.2021    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8763    0.3937    2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5592    2.0114   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5131   -0.1630    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2207   -2.2809    0.5789 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
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13  6  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  1
  8 18  1  0
  8 19  1  0
  9 20  1  1
 10 21  1  0
 11 22  1  1
 12 23  1  0
 13 24  1  1
 14 25  1  0
M  END
Download

PDB for #<Metabolite:0x00007f1241564e38>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.897  -4.414   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.437  -1.746   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0       2.667  -3.080   0.000  0.00  0.00           P+0
HETATM   15  H   UNK     0       0.000   3.080   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0      -1.334   0.770   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.000  -1.540   0.000  0.00  0.00           H+0
CONECT    1    2   12                                                       
CONECT    2    1    3    6   15                                             
CONECT    3    2    4    7   16                                             
CONECT    4    3    5    8   17                                             
CONECT    5    4   12   13   18                                             
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9   14                                                            
CONECT   10   14                                                            
CONECT   11   14                                                            
CONECT   12    1    5                                                       
CONECT   13    5   14                                                       
CONECT   14    9   10   11   13                                             
CONECT   15    2                                                            
CONECT   16    3                                                            
CONECT   17    4                                                            
CONECT   18    5                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END
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3D PDB for #<Metabolite:0x00007f1241564e38>

COMPND    HMDB0012195
HETATM    1  O1  UNL     1       3.644  -0.043  -1.824  1.00  0.00           O  
HETATM    2  P1  UNL     1       3.018   0.088  -0.438  1.00  0.00           P  
HETATM    3  O2  UNL     1       2.660   1.706  -0.090  1.00  0.00           O  
HETATM    4  O3  UNL     1       4.140  -0.510   0.679  1.00  0.00           O  
HETATM    5  O4  UNL     1       1.662  -0.896  -0.385  1.00  0.00           O  
HETATM    6  C1  UNL     1       0.485  -0.143  -0.321  1.00  0.00           C  
HETATM    7  O5  UNL     1      -0.341  -0.339  -1.382  1.00  0.00           O  
HETATM    8  C2  UNL     1      -1.586  -0.812  -1.131  1.00  0.00           C  
HETATM    9  C3  UNL     1      -2.325  -0.158  -0.011  1.00  0.00           C  
HETATM   10  O6  UNL     1      -3.254   0.775  -0.480  1.00  0.00           O  
HETATM   11  C4  UNL     1      -1.425   0.432   1.046  1.00  0.00           C  
HETATM   12  O7  UNL     1      -1.091   1.720   0.670  1.00  0.00           O  
HETATM   13  C5  UNL     1      -0.157  -0.432   1.009  1.00  0.00           C  
HETATM   14  O8  UNL     1      -0.505  -1.789   1.033  1.00  0.00           O  
HETATM   15  H1  UNL     1       2.347   2.149  -0.934  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.063  -0.327   0.337  1.00  0.00           H  
HETATM   17  H3  UNL     1       0.787   0.946  -0.323  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.579  -1.939  -1.038  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.199  -0.636  -2.066  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.927  -0.956   0.502  1.00  0.00           H  
HETATM   21  H7  UNL     1      -3.719   1.202   0.252  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.876   0.394   2.057  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.559   2.011  -0.147  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.513  -0.163   1.828  1.00  0.00           H  
HETATM   25  H11 UNL     1       0.221  -2.281   0.579  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   15
CONECT    4   16
CONECT    5    6
CONECT    6    7   13   17
CONECT    7    8
CONECT    8    9   18   19
CONECT    9   10   11   20
CONECT   10   21
CONECT   11   12   13   22
CONECT   12   23
CONECT   13   14   24
CONECT   14   25
END
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SMILES for #<Metabolite:0x00007f1241564e38>

[H][C@]1(O)CO[C@]([H])(OP(O)(O)=O)[C@]([H])(O)[C@@]1([H])O
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INCHI for #<Metabolite:0x00007f1241564e38>

InChI=1S/C5H11O8P/c6-2-1-12-5(4(8)3(2)7)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4+,5+/m0/s1
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Synonyms
ValueSource
1-O-Phosphono-beta-L-arabinopyranoseChEBI
1-O-Phosphono-b-L-arabinopyranoseGenerator
1-O-Phosphono-β-L-arabinopyranoseGenerator
b-L-Arabinose 1-phosphateGenerator
b-L-Arabinose 1-phosphoric acidGenerator
beta-L-Arabinose 1-phosphoric acidGenerator
Β-L-arabinose 1-phosphateGenerator
Β-L-arabinose 1-phosphoric acidGenerator
beta-L-Arabinopyranose 1-(dihydrogen phosphate)HMDB
beta-L-Arabinose 1-PHMDB
beta-L-Arabinopyranose-1-phosphateHMDB
β-L-Arabinopyranose-1-phosphateHMDB
Molecular FormulaC5H11O8P
Average Mass230.1098
Monoisotopic Mass230.01915384
IUPAC Name{[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}phosphonic acid
Traditional Nameβ-L-arabinose 1-phosphate
CAS Registry NumberNot Available
SMILES
[H][C@]1(O)CO[C@]([H])(OP(O)(O)=O)[C@]([H])(O)[C@@]1([H])O
InChI Identifier
InChI=1S/C5H11O8P/c6-2-1-12-5(4(8)3(2)7)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4+,5+/m0/s1
InChI KeyILXHFXFPPZGENN-QMKXCQHVSA-N