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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:50:56 UTC

Update Date

2021-09-23 03:50:56 UTC

HMDB ID

HMDB0301941

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Anhydropisatin

Description

Anhydropisatin 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, anhydropisatin is considered to be a flavonoid lipid molecule. Anhydropisatin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Anhydropisatin can be found in common pea, which makes anhydropisatin a potential biomarker for the consumption of this food product.

Structure

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

HMDB0301941
     RDKit          3D
Anhydropisatin
 34 38  0  0  0  0  0  0  0  0999 V2000
    6.3864   -0.5897    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5967    0.4578    0.6417 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172    0.4390    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    1.5046    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040    1.5369    0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    0.4932    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741   -0.5531   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567   -0.6032   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169   -1.5959   -0.7728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -1.6850   -0.9269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188   -0.5360   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239    0.5369    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9409    1.3895    0.6417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    0.9592    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4169    1.4983    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111    0.7766    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3286   -0.4311   -0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0707   -0.9721   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -0.2498   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5887   -0.9022   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5408   -0.1939   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8931    1.0424    0.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9924   -1.5964    0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304   -0.4914    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594   -0.5533   -0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630    2.3512    1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419    2.3700    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1446   -1.4215   -0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -2.6540   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622   -1.8265   -1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    2.4408    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9224   -1.9120   -1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4481    0.0347   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7766   -0.7362    0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 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
 17 20  1  0
 20 21  1  0
 21 22  1  0
  8  3  1  0
 19 11  1  0
 12  6  1  0
 19 14  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
 21 34  1  0
M  END


  Mrv0541 02241212172D          

 22 26  0  0  0  0            999 V2000
   -4.7437    2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4582    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4582    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7437    0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148    2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859    0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -0.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148    0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1714    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1714   -0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    0.7558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276   -0.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1727    2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8872    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  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
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5 13  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  9  2  0  0  0  0
 11 15  2  0  0  0  0
 10 11  1  0  0  0  0
 14 10  2  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 19 18  2  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301941

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)C1=C(CO2)C2=CC3=C(OCO3)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O5/c1-18-9-2-3-10-13(4-9)19-7-12-11-5-15-16(21-8-20-15)6-14(11)22-17(10)12/h2-6H,7-8H2,1H3

> <INCHI_KEY>
XWTCRKNSJARUIU-UHFFFAOYSA-N

> <FORMULA>
C17H12O5

> <MOLECULAR_WEIGHT>
296.2742

> <EXACT_MASS>
296.068473494

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.142641899006026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-1(12),2,4(8),9,13(18),14,16-heptaene

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
2.75871394

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.162875529035055

> <JCHEM_POLAR_SURFACE_AREA>
50.06

> <JCHEM_REFRACTIVITY>
77.16069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
anhydropisatin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301941
     RDKit          3D
Anhydropisatin
 34 38  0  0  0  0  0  0  0  0999 V2000
    6.3864   -0.5897    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5967    0.4578    0.6417 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172    0.4390    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    1.5046    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040    1.5369    0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    0.4932    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741   -0.5531   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567   -0.6032   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169   -1.5959   -0.7728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -1.6850   -0.9269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188   -0.5360   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239    0.5369    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9409    1.3895    0.6417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    0.9592    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4169    1.4983    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111    0.7766    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3286   -0.4311   -0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0707   -0.9721   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -0.2498   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5887   -0.9022   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5408   -0.1939   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8931    1.0424    0.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9924   -1.5964    0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304   -0.4914    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594   -0.5533   -0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630    2.3512    1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419    2.3700    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1446   -1.4215   -0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -2.6540   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622   -1.8265   -1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    2.4408    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9224   -1.9120   -1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4481    0.0347   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7766   -0.7362    0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 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
 17 20  1  0
 20 21  1  0
 21 22  1  0
  8  3  1  0
 19 11  1  0
 12  6  1  0
 19 14  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
 21 34  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  C   UNK     0      -8.855   4.015   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.189   3.245   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.189   1.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.855   0.935   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.521   1.705   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.521   3.245   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.188   4.015   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.854   3.245   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.854   1.705   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.520   0.935   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.520  -0.605   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.188  -0.605   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.188   0.935   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.187   1.705   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.187  -1.375   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.517   0.165   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.612   1.411   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.853   0.935   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.853  -0.605   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.612  -1.081   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -11.522   4.015   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -12.856   3.245   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   14                                                  
CONECT   11   12   15   10                                                  
CONECT   12   11   13                                                       
CONECT   13    5   12    9                                                  
CONECT   14   10   18                                                       
CONECT   15   11   19                                                       
CONECT   16   17   20                                                       
CONECT   17   16   18                                                       
CONECT   18   14   17   19                                                  
CONECT   19   15   20   18                                                  
CONECT   20   16   19                                                       
CONECT   21    2   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

COMPND    HMDB0301941
HETATM    1  C1  UNL     1       6.386  -0.590   0.140  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.597   0.458   0.642  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.217   0.439   0.526  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.485   1.505   1.042  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.104   1.537   0.954  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.438   0.493   0.343  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.174  -0.553  -0.163  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.557  -0.603  -0.084  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.517  -1.596  -0.773  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.127  -1.685  -0.927  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.619  -0.536  -0.367  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.024   0.537   0.254  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.941   1.389   0.642  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.160   0.959   0.317  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.417   1.498   0.511  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.511   0.777   0.040  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.329  -0.431  -0.595  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.071  -0.972  -0.789  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.971  -0.250  -0.317  1.00  0.00           C  
HETATM   20  O4  UNL     1      -5.589  -0.902  -0.943  1.00  0.00           O  
HETATM   21  C17 UNL     1      -6.541  -0.194  -0.135  1.00  0.00           C  
HETATM   22  O5  UNL     1      -5.893   1.042   0.076  1.00  0.00           O  
HETATM   23  H1  UNL     1       5.992  -1.596   0.377  1.00  0.00           H  
HETATM   24  H2  UNL     1       7.430  -0.491   0.497  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.459  -0.553  -0.987  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.963   2.351   1.533  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.542   2.370   1.358  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.145  -1.422  -0.478  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.198  -2.654  -0.441  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.162  -1.827  -1.996  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.563   2.441   1.005  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.922  -1.912  -1.282  1.00  0.00           H  
HETATM   33  H11 UNL     1      -7.448   0.035  -0.761  1.00  0.00           H  
HETATM   34  H12 UNL     1      -6.777  -0.736   0.781  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   12
CONECT    7    8    8    9
CONECT    8   28
CONECT    9   10
CONECT   10   11   29   30
CONECT   11   12   12   19
CONECT   12   13
CONECT   13   14
CONECT   14   15   15   19
CONECT   15   16   31
CONECT   16   17   17   22
CONECT   17   18   20
CONECT   18   19   19   32
CONECT   20   21
CONECT   21   22   33   34
END

HMDB0301941
     RDKit          3D
Anhydropisatin
 34 38  0  0  0  0  0  0  0  0999 V2000
    6.3864   -0.5897    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5967    0.4578    0.6417 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172    0.4390    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    1.5046    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040    1.5369    0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    0.4932    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741   -0.5531   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567   -0.6032   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169   -1.5959   -0.7728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -1.6850   -0.9269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188   -0.5360   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239    0.5369    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9409    1.3895    0.6417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    0.9592    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4169    1.4983    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111    0.7766    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3286   -0.4311   -0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0707   -0.9721   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -0.2498   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5887   -0.9022   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5408   -0.1939   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8931    1.0424    0.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9924   -1.5964    0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304   -0.4914    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594   -0.5533   -0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630    2.3512    1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419    2.3700    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1446   -1.4215   -0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -2.6540   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622   -1.8265   -1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    2.4408    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9224   -1.9120   -1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4481    0.0347   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7766   -0.7362    0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 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
 17 20  1  0
 20 21  1  0
 21 22  1  0
  8  3  1  0
 19 11  1  0
 12  6  1  0
 19 14  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
 21 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₅

Average Molecular Weight

296.2742

Monoisotopic Molecular Weight

296.068473494

IUPAC Name

16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-1(12),2,4(8),9,13(18),14,16-heptaene

Traditional Name

anhydropisatin

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1)C1=C(CO2)C2=CC3=C(OCO3)C=C2O1

InChI Identifier

InChI=1S/C17H12O5/c1-18-9-2-3-10-13(4-9)19-7-12-11-5-15-16(21-8-20-15)6-14(11)22-17(10)12/h2-6H,7-8H2,1H3

InChI Key

XWTCRKNSJARUIU-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
1-benzopyran
Benzopyran
Benzodioxole
Benzofuran
Anisole
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Pterocarpans (LMPK12070151 )

Ontology

Not Available

Exogenous (HMDB: HMDB0301941)

Food

Pulse

Pea

Common pea (FooDB: FOOD00141)

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	3.24	ALOGPS
logP	2.76	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	50.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.16 m³·mol⁻¹	ChemAxon
Polarizability	31.14 Å³	ChemAxon
Number of Rings	5	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]+	168.644	32859911
AllCCS	[M+H-H2O]+	164.954	32859911
AllCCS	[M+Na]+	173.054	32859911
AllCCS	[M+NH4]+	172.069	32859911
AllCCS	[M-H]-	173.228	32859911
AllCCS	[M+Na-2H]-	172.107	32859911
AllCCS	[M+HCOO]-	171.015	32859911
DeepCCS	[M+H]+	171.219	30932474
DeepCCS	[M-H]-	168.861	30932474
DeepCCS	[M-2H]-	202.337	30932474
DeepCCS	[M+Na]+	177.564	30932474

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 - Anhydropisatin 10V, Positive-QTOF	splash10-0002-0090000000-7c92a803336993ca5756	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 20V, Positive-QTOF	splash10-0002-0090000000-ecbda99eca7414dea781	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 40V, Positive-QTOF	splash10-0uyr-2090000000-228809d316e1b0a26a1c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 10V, Negative-QTOF	splash10-0002-0090000000-afb6ad1e713c0061ada4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 20V, Negative-QTOF	splash10-0002-0090000000-49c213fe85301f3b9888	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 40V, Negative-QTOF	splash10-004i-0090000000-6aa9609305ff2ee92cb1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 10V, Positive-QTOF	splash10-0002-0090000000-8f836a8139f056ec6039	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 20V, Positive-QTOF	splash10-0002-0090000000-8f836a8139f056ec6039	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 40V, Positive-QTOF	splash10-002b-0290000000-26d997f0f9d0b4d85d0b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 10V, Negative-QTOF	splash10-0002-0090000000-9510b8edba44bd1a321f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 20V, Negative-QTOF	splash10-0002-0090000000-296a2ce30f9c7e00c519	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydropisatin 40V, Negative-QTOF	splash10-0ug0-0090000000-70d931f0212b2888255a	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

FDB001651

KNApSAcK ID

C00009695

Chemspider ID

9997217

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

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 Anhydropisatin (HMDB0301941)

MOL for HMDB0301941 (Anhydropisatin)

3D MOL for HMDB0301941 (Anhydropisatin)

3D SDF for HMDB0301941 (Anhydropisatin)

3D-SDF for HMDB0301941 (Anhydropisatin)

PDB for HMDB0301941 (Anhydropisatin)

3D PDB for HMDB0301941 (Anhydropisatin)

SMILES for HMDB0301941 (Anhydropisatin)

INCHI for HMDB0301941 (Anhydropisatin)

Structure for HMDB0301941 (Anhydropisatin)

3D Structure for HMDB0301941 (Anhydropisatin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra