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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:02:27 UTC

Update Date

2021-09-23 03:02:27 UTC

HMDB ID

HMDB0301850

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Anhydroglycinol

Description

Anhydroglycinol, also known as 3,9-dihydroxypterocarpen, is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, anhydroglycinol is considered to be a flavonoid lipid molecule. Anhydroglycinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Anhydroglycinol can be found in common beet, which makes anhydroglycinol a potential biomarker for the consumption of this food product.

Structure

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

HMDB0301850
     RDKit          3D
Anhydroglycinol
 29 32  0  0  0  0  0  0  0  0999 V2000
    5.6593    1.0721   -0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980    0.8610   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    1.9242   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1094    1.7411   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    0.5359   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046   -0.5555   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635   -0.3504   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -1.7473    0.3539 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863   -2.0321    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8515    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1399    0.3764   -0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    1.2369   -0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9760    0.6151   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    1.0515   -0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3657    0.2341    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6773    0.7072   -0.0625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1124   -1.0716    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8063   -1.5108    0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320   -0.6906    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3678    0.3835   -0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8554    2.9019   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.5728   -0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241   -1.1788    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071   -2.2752    1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1638   -2.8973   -0.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5326    2.0768   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0719    1.1125    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9566   -1.7082    0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6146   -2.5338    0.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 19 10  1  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END


  Mrv0541 02241221352D          

 19 22  0  0  0  0            999 V2000
    2.8779   -0.3254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3043    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0376    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0768    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8101   -0.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0855   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2618   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1092    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328    0.5068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6198    1.7920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4434    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  2  8  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301850

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C2C3=C(OC2=C1)C1=CC=C(O)C=C1OC3

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O4/c16-8-2-4-11-13(5-8)18-7-12-10-3-1-9(17)6-14(10)19-15(11)12/h1-6,16-17H,7H2

> <INCHI_KEY>
WYIDBNAGSMCMET-UHFFFAOYSA-N

> <FORMULA>
C15H10O4

> <MOLECULAR_WEIGHT>
254.2375

> <EXACT_MASS>
254.057908808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.341157297348833

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaene-5,14-diol

> <ALOGPS_LOGP>
2.85

> <JCHEM_LOGP>
2.6860210946666663

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.347692699825576

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.725011689223535

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2028994797556707

> <JCHEM_POLAR_SURFACE_AREA>
62.83000000000001

> <JCHEM_REFRACTIVITY>
68.8924

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
anhydroglycinol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301850
     RDKit          3D
Anhydroglycinol
 29 32  0  0  0  0  0  0  0  0999 V2000
    5.6593    1.0721   -0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980    0.8610   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    1.9242   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1094    1.7411   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    0.5359   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046   -0.5555   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635   -0.3504   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -1.7473    0.3539 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863   -2.0321    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8515    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1399    0.3764   -0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    1.2369   -0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9760    0.6151   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    1.0515   -0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3657    0.2341    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6773    0.7072   -0.0625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1124   -1.0716    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8063   -1.5108    0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320   -0.6906    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3678    0.3835   -0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8554    2.9019   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.5728   -0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241   -1.1788    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071   -2.2752    1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1638   -2.8973   -0.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5326    2.0768   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0719    1.1125    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9566   -1.7082    0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6146   -2.5338    0.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 19 10  1  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       5.372  -0.607   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.812  -0.063   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.739   1.476   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.035   2.308   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.404   1.603   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.477   0.064   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.846  -0.642   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.181  -0.768   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.254   1.881   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.409   0.594   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.871   0.682   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.026  -0.606   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.489  -0.517   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.204   0.858   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.741   0.946   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.641   2.146   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.179   2.057   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.024   3.345   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.561   3.257   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2                                                       
CONECT    9    3   10   19                                                  
CONECT   10    9    1   11                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18    9                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0301850
HETATM    1  O1  UNL     1       5.659   1.072  -0.609  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.298   0.861  -0.495  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.463   1.924  -0.770  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.109   1.741  -0.664  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.580   0.536  -0.295  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.405  -0.555  -0.012  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.764  -0.350  -0.124  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.843  -1.747   0.354  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.486  -2.032   0.489  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.349  -0.852   0.180  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.140   0.376  -0.193  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.821   1.237  -0.404  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.976   0.615  -0.180  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.284   1.051  -0.255  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.366   0.234   0.023  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.677   0.707  -0.062  1.00  0.00           O  
HETATM   17  C13 UNL     1      -4.112  -1.072   0.390  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.806  -1.511   0.466  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.732  -0.691   0.188  1.00  0.00           C  
HETATM   20  H1  UNL     1       6.368   0.384  -0.438  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.855   2.902  -1.067  1.00  0.00           H  
HETATM   22  H3  UNL     1       1.433   2.573  -0.878  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.424  -1.179   0.089  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.307  -2.275   1.571  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.164  -2.897  -0.144  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.533   2.077  -0.542  1.00  0.00           H  
HETATM   27  H8  UNL     1      -6.072   1.113   0.778  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.957  -1.708   0.607  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.615  -2.534   0.754  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5    5   22
CONECT    5    6   11
CONECT    6    7    7    8
CONECT    7   23
CONECT    8    9
CONECT    9   10   24   25
CONECT   10   11   11   19
CONECT   11   12
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   26
CONECT   15   16   17   17
CONECT   16   27
CONECT   17   18   28
CONECT   18   19   19   29
END

HMDB0301850
     RDKit          3D
Anhydroglycinol
 29 32  0  0  0  0  0  0  0  0999 V2000
    5.6593    1.0721   -0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980    0.8610   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    1.9242   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1094    1.7411   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    0.5359   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046   -0.5555   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635   -0.3504   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -1.7473    0.3539 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863   -2.0321    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8515    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1399    0.3764   -0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    1.2369   -0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9760    0.6151   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    1.0515   -0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3657    0.2341    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6773    0.7072   -0.0625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1124   -1.0716    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8063   -1.5108    0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320   -0.6906    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3678    0.3835   -0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8554    2.9019   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.5728   -0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241   -1.1788    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071   -2.2752    1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1638   -2.8973   -0.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5326    2.0768   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0719    1.1125    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9566   -1.7082    0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6146   -2.5338    0.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 19 10  1  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,9-Dihydroxypterocarpen	Kegg

Chemical Formula

C₁₅H₁₀O₄

Average Molecular Weight

254.2375

Monoisotopic Molecular Weight

254.057908808

IUPAC Name

8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaene-5,14-diol

Traditional Name

anhydroglycinol

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C3=C(OC2=C1)C1=CC=C(O)C=C1OC3

InChI Identifier

InChI=1S/C15H10O4/c16-8-2-4-11-13(5-8)18-7-12-10-3-1-9(17)6-14(10)19-15(11)12/h1-6,16-17H,7H2

InChI Key

WYIDBNAGSMCMET-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Pterocarpan
Benzopyran
1-benzopyran
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pterocarpans (CHEBI:2727 )
pterocarpans (C10200 )
Pterocarpanes (C10200 )
Pterocarpans (LMPK12070149 )
a small molecule (CPD-11782 )

Ontology

Not Available

Exogenous (HMDB: HMDB0301850)

Food

Vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.85	ALOGPS
logP	2.69	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.73	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	68.89 m³·mol⁻¹	ChemAxon
Polarizability	26.34 Å³	ChemAxon
Number of Rings	4	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]+	157.456	32859911
AllCCS	[M+H-H2O]+	153.437	32859911
AllCCS	[M+Na]+	162.269	32859911
AllCCS	[M+NH4]+	161.193	32859911
AllCCS	[M-H]-	159.724	32859911
AllCCS	[M+Na-2H]-	158.658	32859911
AllCCS	[M+HCOO]-	157.613	32859911
DeepCCS	[M+H]+	152.17	30932474
DeepCCS	[M-H]-	149.774	30932474
DeepCCS	[M-2H]-	183.11	30932474
DeepCCS	[M+Na]+	158.106	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.2711 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.66 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1683.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	351.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	159.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	196.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	317.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	565.4 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	432.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	128.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1053.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	425.9 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	1223.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	363.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	376.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	426.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	337.2 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	120.4 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 10V, Positive-QTOF	splash10-0a4i-0090000000-9f4102a82bffebecc66a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 20V, Positive-QTOF	splash10-0a4i-0090000000-834097ced30ccda73331	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 40V, Positive-QTOF	splash10-0gy9-2290000000-faac715f7e364e240345	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 10V, Negative-QTOF	splash10-0udi-0090000000-7140aeb62e0a791332ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 20V, Negative-QTOF	splash10-0udi-0090000000-2fd76cb854e6f34d3495	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 40V, Negative-QTOF	splash10-00dr-1590000000-4d7d459f81ee047538d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 10V, Positive-QTOF	splash10-0a4i-0090000000-88382720cb3b98a4d462	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 20V, Positive-QTOF	splash10-0a4i-0090000000-88382720cb3b98a4d462	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 40V, Positive-QTOF	splash10-0a6r-0090000000-e755dca41ff5084b5323	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 10V, Negative-QTOF	splash10-0udi-0090000000-ff2e7266db5d933feb85	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 20V, Negative-QTOF	splash10-0udi-0090000000-ff2e7266db5d933feb85	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydroglycinol 40V, Negative-QTOF	splash10-0udi-0090000000-813fc91efe8dc13ae5c9	2021-10-21	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001511

KNApSAcK ID

C00002508

Chemspider ID

Not Available

KEGG Compound ID

C10200

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442667

PDB ID

Not Available

ChEBI ID

Not Available

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 Anhydroglycinol (HMDB0301850)

MOL for HMDB0301850 (Anhydroglycinol)

3D MOL for HMDB0301850 (Anhydroglycinol)

3D SDF for HMDB0301850 (Anhydroglycinol)

3D-SDF for HMDB0301850 (Anhydroglycinol)

PDB for HMDB0301850 (Anhydroglycinol)

3D PDB for HMDB0301850 (Anhydroglycinol)

SMILES for HMDB0301850 (Anhydroglycinol)

INCHI for HMDB0301850 (Anhydroglycinol)

Structure for HMDB0301850 (Anhydroglycinol)

3D Structure for HMDB0301850 (Anhydroglycinol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra