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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:34 UTC

Update Date

2022-03-07 02:52:10 UTC

HMDB ID

HMDB0029465

Secondary Accession Numbers

HMDB29465

Metabolite Identification

Common Name

Erosnin

Description

Erosnin belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan. Thus, erosnin is considered to be a flavonoid. Erosnin has been detected, but not quantified in, jicamas (Pachyrhizus erosus) and pulses. This could make erosnin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Erosnin.

Structure

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

HMDB0029465
     RDKit          3D
Erosnin
 32 37  0  0  0  0  0  0  0  0999 V2000
   -0.8294    0.3686   -3.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0085    0.2619   -2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    0.2439   -2.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1544    0.1309   -1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5087    0.1147   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.0016   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7455   -0.0410   -0.5407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1630   -0.1627    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0810   -0.2107    1.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778   -0.1079    0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6140   -0.0923    0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7126    0.0250   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527    0.0419    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3428   -0.0395    1.2317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299    0.0188    0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -0.0227    1.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316    0.0611    1.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    0.1873   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0311    0.2310   -0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799    0.1455   -0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    0.1612   -0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5062    0.2469   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2422   -0.2495    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    0.0470    1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766    0.1956   -2.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2052   -0.2164    0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1098   -0.3073    2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2627   -0.1741    1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6867   -0.1215    2.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0844    0.3277   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3343   -1.3417    0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1883    0.2799    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 21  2  1  0
 12  4  1  0
 21 13  2  0
 10  6  2  0
 20 15  1  0
 24 17  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 16 29  1  0
 19 30  1  0
 23 31  1  0
 23 32  1  0
M  END

  Mrv0541 02241216252D          

 24 29  0  0  0  0            999 V2000
   -0.2824    1.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832    2.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832    3.1957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922    3.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5772    2.7911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542    1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064    0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205    1.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064    0.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205   -0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064   -0.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -0.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922   -1.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3631   -1.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0915   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2534   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -2.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8199   -3.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0108   -3.4382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6870   -2.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213   -2.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9818   -0.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  2  6  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 24  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 23  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029465

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1OC2=CC3=C(C=CO3)C=C2C2=C1C1=CC3=C(OCO3)C=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C18H8O6/c19-18-16-9-4-14-15(22-7-21-14)6-12(9)23-17(16)10-3-8-1-2-20-11(8)5-13(10)24-18/h1-6H,7H2

> <INCHI_KEY>
YQXNKHVPEJJBTJ-UHFFFAOYSA-N

> <FORMULA>
C18H8O6

> <MOLECULAR_WEIGHT>
320.2525

> <EXACT_MASS>
320.032087988

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.94304579306551

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,11,17,19,23-pentaoxahexacyclo[11.10.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁶,²⁰]tricosa-1(13),2,4(8),5,9,14,16(20),21-octaen-12-one

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.786808834

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.236473942834555

> <JCHEM_POLAR_SURFACE_AREA>
71.03999999999999

> <JCHEM_REFRACTIVITY>
80.26570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,11,17,19,23-pentaoxahexacyclo[11.10.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁶,²⁰]tricosa-1(13),2,4(8),5,9,14,16(20),21-octaen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029465
     RDKit          3D
Erosnin
 32 37  0  0  0  0  0  0  0  0999 V2000
   -0.8294    0.3686   -3.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0085    0.2619   -2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    0.2439   -2.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1544    0.1309   -1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5087    0.1147   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.0016   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7455   -0.0410   -0.5407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1630   -0.1627    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0810   -0.2107    1.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778   -0.1079    0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6140   -0.0923    0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7126    0.0250   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527    0.0419    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3428   -0.0395    1.2317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299    0.0188    0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -0.0227    1.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316    0.0611    1.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    0.1873   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0311    0.2310   -0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799    0.1455   -0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    0.1612   -0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5062    0.2469   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2422   -0.2495    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    0.0470    1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766    0.1956   -2.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2052   -0.2164    0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1098   -0.3073    2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2627   -0.1741    1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6867   -0.1215    2.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0844    0.3277   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3343   -1.3417    0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1883    0.2799    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 21  2  1  0
 12  4  1  0
 21 13  2  0
 10  6  2  0
 20 15  1  0
 24 17  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 16 29  1  0
 19 30  1  0
 23 31  1  0
 23 32  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      -0.527   3.398   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.529   4.454   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.529   5.965   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.039   6.418   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.944   5.210   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.039   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.341   2.491   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.132   1.433   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.225   1.888   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.132   0.679   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.225  -0.528   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.132  -0.077   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.341  -1.133   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.039  -2.643   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.529  -3.095   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.678  -2.038   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.037  -2.491   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.340  -4.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.699  -4.757   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.397  -6.268   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.887  -6.418   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.282  -5.058   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.226  -4.605   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.699  -0.679   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    2    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    1    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12    8   11   13                                                  
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   11   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   18   21   23                                                  
CONECT   23   15   22                                                       
CONECT   24   13                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   58    0
END

COMPND    HMDB0029465
HETATM    1  O1  UNL     1      -0.829   0.369  -3.167  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.008   0.262  -2.222  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.289   0.244  -2.403  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.154   0.131  -1.399  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.509   0.115  -1.616  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.414  -0.002  -0.588  1.00  0.00           C  
HETATM    7  O3  UNL     1       5.746  -0.041  -0.541  1.00  0.00           O  
HETATM    8  C5  UNL     1       6.163  -0.163   0.692  1.00  0.00           C  
HETATM    9  C6  UNL     1       5.081  -0.211   1.544  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.978  -0.108   0.724  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.614  -0.092   0.951  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.713   0.025  -0.090  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.353   0.042   0.121  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.343  -0.040   1.232  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.630   0.019   0.960  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.776  -0.023   1.758  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.032   0.061   1.195  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.157   0.187  -0.173  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.031   0.231  -0.990  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.780   0.145  -0.405  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.508   0.161  -0.954  1.00  0.00           C  
HETATM   22  O5  UNL     1      -5.506   0.247  -0.439  1.00  0.00           O  
HETATM   23  C18 UNL     1      -6.242  -0.250   0.664  1.00  0.00           C  
HETATM   24  O6  UNL     1      -5.331   0.047   1.733  1.00  0.00           O  
HETATM   25  H1  UNL     1       3.877   0.196  -2.624  1.00  0.00           H  
HETATM   26  H2  UNL     1       7.205  -0.216   0.983  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.110  -0.307   2.611  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.263  -0.174   1.964  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.687  -0.121   2.832  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.084   0.328  -2.050  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.334  -1.342   0.541  1.00  0.00           H  
HETATM   32  H8  UNL     1      -7.188   0.280   0.765  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4
CONECT    4    5    5   12
CONECT    5    6   25
CONECT    6    7   10   10
CONECT    7    8
CONECT    8    9    9   26
CONECT    9   10   27
CONECT   10   11
CONECT   11   12   12   28
CONECT   12   13
CONECT   13   14   21   21
CONECT   14   15
CONECT   15   16   16   20
CONECT   16   17   29
CONECT   17   18   18   24
CONECT   18   19   22
CONECT   19   20   20   30
CONECT   20   21
CONECT   22   23
CONECT   23   24   31   32
END

HMDB0029465
     RDKit          3D
Erosnin
 32 37  0  0  0  0  0  0  0  0999 V2000
   -0.8294    0.3686   -3.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0085    0.2619   -2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    0.2439   -2.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1544    0.1309   -1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5087    0.1147   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.0016   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7455   -0.0410   -0.5407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1630   -0.1627    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0810   -0.2107    1.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778   -0.1079    0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6140   -0.0923    0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7126    0.0250   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527    0.0419    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3428   -0.0395    1.2317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299    0.0188    0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -0.0227    1.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316    0.0611    1.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    0.1873   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0311    0.2310   -0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799    0.1455   -0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    0.1612   -0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5062    0.2469   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2422   -0.2495    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    0.0470    1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766    0.1956   -2.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2052   -0.2164    0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1098   -0.3073    2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2627   -0.1741    1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6867   -0.1215    2.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0844    0.3277   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3343   -1.3417    0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1883    0.2799    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 21  2  1  0
 12  4  1  0
 21 13  2  0
 10  6  2  0
 20 15  1  0
 24 17  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 16 29  1  0
 19 30  1  0
 23 31  1  0
 23 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Erosinin	HMDB
Erosnine	HMDB

Chemical Formula

C₁₈H₈O₆

Average Molecular Weight

320.2525

Monoisotopic Molecular Weight

320.032087988

IUPAC Name

7,11,17,19,23-pentaoxahexacyclo[11.10.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁶,²⁰]tricosa-1(13),2,4(8),5,9,14,16(20),21-octaen-12-one

Traditional Name

7,11,17,19,23-pentaoxahexacyclo[11.10.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁶,²⁰]tricosa-1(13),2,4(8),5,9,14,16(20),21-octaen-12-one

CAS Registry Number

Not Available

SMILES

O=C1OC2=CC3=C(C=CO3)C=C2C2=C1C1=CC3=C(OCO3)C=C1O2

InChI Identifier

InChI=1S/C18H8O6/c19-18-16-9-4-14-15(22-7-21-14)6-12(9)23-17(16)10-3-8-1-2-20-11(8)5-13(10)24-18/h1-6H,7H2

InChI Key

YQXNKHVPEJJBTJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumestans

Direct Parent

Coumestans

Alternative Parents

Substituents

Coumestan
Angular furanocoumarin
Furanocoumarin
Linear furanocoumarin
Psoralen
Coumarin
1-benzopyran
Benzopyran
Benzodioxole
Benzofuran
Furopyran
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Lactone
Acetal
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Coumestan flavonoids (LMPK12090021 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029465)
Cell membrane (HMDB: HMDB0029465)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029465)

Source

Endogenous

Endogenous (HMDB: HMDB0029465)

Plant

Plant (HMDB: HMDB0029465)
Fabaceae (HMDB: HMDB0029465)

Exogenous

Food

Food (HMDB: HMDB0029465)

Vegetable

Root vegetable

Jicama (FooDB: FOOD00509)

Pulse

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0029465)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	350 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.06 g/L	ALOGPS
logP	3.01	ALOGPS
logP	2.79	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.04 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	80.27 m³·mol⁻¹	ChemAxon
Polarizability	31.94 Å³	ChemAxon
Number of Rings	6	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
DarkChem	[M+H]+	171.328	31661259
DarkChem	[M-H]-	173.052	31661259
DeepCCS	[M+H]+	168.103	30932474
DeepCCS	[M-H]-	165.745	30932474
DeepCCS	[M-2H]-	199.675	30932474
DeepCCS	[M+Na]+	174.902	30932474
AllCCS	[M+H]+	172.9	32859911
AllCCS	[M+H-H2O]+	169.4	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	175.1	32859911
AllCCS	[M+Na-2H]-	173.6	32859911
AllCCS	[M+HCOO]-	172.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Erosnin	O=C1OC2=CC3=C(C=CO3)C=C2C2=C1C1=CC3=C(OCO3)C=C1O2	4480.5	Standard polar	33892256
Erosnin	O=C1OC2=CC3=C(C=CO3)C=C2C2=C1C1=CC3=C(OCO3)C=C1O2	3041.9	Standard non polar	33892256
Erosnin	O=C1OC2=CC3=C(C=CO3)C=C2C2=C1C1=CC3=C(OCO3)C=C1O2	3219.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Erosnin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0029000000-f784bb52dfddc4685143	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erosnin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erosnin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 10V, Positive-QTOF	splash10-00di-0009000000-42ee91ab26bd4c02defc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 20V, Positive-QTOF	splash10-00di-0009000000-42ee91ab26bd4c02defc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 40V, Positive-QTOF	splash10-00b9-1096000000-629b918a20614410c3a1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 10V, Negative-QTOF	splash10-014i-0009000000-ca4383ee499537764afe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 20V, Negative-QTOF	splash10-014i-0009000000-c5a3c11f780233a6ea12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 40V, Negative-QTOF	splash10-014i-0039000000-04756022a891deecde79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 10V, Positive-QTOF	splash10-00di-0009000000-95e06270969ab21afdb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 20V, Positive-QTOF	splash10-00di-0009000000-95e06270969ab21afdb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 40V, Positive-QTOF	splash10-00di-0029000000-381e9430d522736e939c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 10V, Negative-QTOF	splash10-014i-0009000000-2e51e1aea17539074300	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 20V, Negative-QTOF	splash10-014i-0009000000-2e51e1aea17539074300	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erosnin 40V, Negative-QTOF	splash10-014i-0029000000-e366d6351448e0f34f46	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB000586

KNApSAcK ID

C00009773

Chemspider ID

4476095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5317189

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Erosnin (HMDB0029465)

MOL for HMDB0029465 (Erosnin)

3D MOL for HMDB0029465 (Erosnin)

3D SDF for HMDB0029465 (Erosnin)

3D-SDF for HMDB0029465 (Erosnin)

PDB for HMDB0029465 (Erosnin)

3D PDB for HMDB0029465 (Erosnin)

SMILES for HMDB0029465 (Erosnin)

INCHI for HMDB0029465 (Erosnin)

Structure for HMDB0029465 (Erosnin)

3D Structure for HMDB0029465 (Erosnin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra