Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 01:09:46 UTC

Update Date

2021-09-24 01:09:46 UTC

HMDB ID

HMDB0303340

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Irisone B

Description

Irisone b, also known as 2',5-dihydroxy-6,7-methylenedioxyisoflavone, is a member of the class of compounds known as isoflavones. Isoflavones are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, irisone b is considered to be a flavonoid lipid molecule. Irisone b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Irisone b can be found in common beet, which makes irisone b a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303340
     RDKit          3D
Irisone B
 32 35  0  0  0  0  0  0  0  0999 V2000
    0.1268   -1.5926    0.8822 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0935   -0.4537    0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1193    0.0964   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3419   -0.6350    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4269   -1.9665   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246   -2.7372    0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089   -2.1085    0.8482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410   -0.7642    1.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4252   -0.0180    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637    1.3419    1.1955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799    1.3245   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    1.9562   -0.9552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848    1.4707   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068    2.2033   -0.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692    1.7415   -0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    0.5270   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -0.2673    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -1.4689    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2495    0.2233   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9403    0.2505    0.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6395    1.1597   -0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560    2.2488   -0.9122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -2.4453   -0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5730   -3.7779   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -2.7295    1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4047   -0.3007    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1783    1.7518    1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420    1.7379   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    3.1740   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583   -2.0952    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.7121   -1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484    1.4410   -0.1804 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 19  2  1  0
  9  4  1  0
 19 13  1  0
 22 15  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 18 30  1  0
 21 31  1  0
 21 32  1  0
M  END


  Mrv0541 02241220282D          

 22 25  0  0  0  0            999 V2000
    1.0721    0.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -3.0520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3195   -3.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145   -2.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -1.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -2.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -1.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -0.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145   -0.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4120    1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    1.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    2.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    3.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    2.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8145    1.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  2  0  0  0  0
  3 16  1  0  0  0  0
  4  5  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  2  0  0  0  0
 17 18  2  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303340

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=CC=C1C1=COC2=C(C(O)=C3OCOC3=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H10O6/c17-10-4-2-1-3-8(10)9-6-20-11-5-12-16(22-7-21-12)15(19)13(11)14(9)18/h1-6,17,19H,7H2

> <INCHI_KEY>
ITRQVDOUFMSYII-UHFFFAOYSA-N

> <FORMULA>
C16H10O6

> <MOLECULAR_WEIGHT>
298.247

> <EXACT_MASS>
298.047738052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
28.83333475943549

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxy-7-(2-hydroxyphenyl)-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
3.0036711789999995

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.130041214694174

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.4791643619149

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3898276097924365

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
75.46890000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
irisone B

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303340
     RDKit          3D
Irisone B
 32 35  0  0  0  0  0  0  0  0999 V2000
    0.1268   -1.5926    0.8822 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0935   -0.4537    0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1193    0.0964   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3419   -0.6350    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4269   -1.9665   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246   -2.7372    0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089   -2.1085    0.8482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410   -0.7642    1.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4252   -0.0180    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637    1.3419    1.1955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799    1.3245   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    1.9562   -0.9552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848    1.4707   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068    2.2033   -0.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692    1.7415   -0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    0.5270   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -0.2673    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -1.4689    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2495    0.2233   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9403    0.2505    0.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6395    1.1597   -0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560    2.2488   -0.9122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -2.4453   -0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5730   -3.7779   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -2.7295    1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4047   -0.3007    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1783    1.7518    1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420    1.7379   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    3.1740   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583   -2.0952    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.7121   -1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484    1.4410   -0.1804 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 19  2  1  0
  9  4  1  0
 19 13  1  0
 22 15  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 18 30  1  0
 21 31  1  0
 21 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  O   UNK     0       2.001   1.231   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.615   0.461   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.615   1.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.001   0.461   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.001  -1.077   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.615  -5.697   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.463  -5.851   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.387  -4.157   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.001  -3.387   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.615  -4.157   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.615  -3.387   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.615  -1.847   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.615  -1.077   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.001  -1.847   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.387  -1.077   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.769   2.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.001   3.541   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.001   5.081   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.615   5.851   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.615   5.081   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.615   3.541   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.387   2.925   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4   12                                                       
CONECT    6    7   10                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    6    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12    5   11   13                                                  
CONECT   13    2   12   14                                                  
CONECT   14    9   13   15                                                  
CONECT   15   14                                                            
CONECT   16    3   17   21                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   16   20                                                       
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0303340
HETATM    1  O1  UNL     1       0.127  -1.593   0.882  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.094  -0.454   0.294  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.119   0.096  -0.039  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.342  -0.635   0.279  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.427  -1.967  -0.019  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.525  -2.737   0.242  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.609  -2.109   0.848  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.541  -0.764   1.156  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.425  -0.018   0.881  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.364   1.342   1.196  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.180   1.325  -0.674  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.086   1.956  -0.955  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.085   1.471  -0.657  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.207   2.203  -0.990  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.469   1.741  -0.703  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.605   0.527  -0.074  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.498  -0.267   0.292  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.706  -1.469   0.915  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.250   0.223  -0.009  1.00  0.00           C  
HETATM   20  O5  UNL     1       4.940   0.250   0.120  1.00  0.00           O  
HETATM   21  C16 UNL     1       5.639   1.160  -0.736  1.00  0.00           C  
HETATM   22  O6  UNL     1       4.756   2.249  -0.912  1.00  0.00           O  
HETATM   23  H1  UNL     1      -1.577  -2.445  -0.498  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.573  -3.778  -0.002  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.465  -2.730   1.051  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.405  -0.301   1.634  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.178   1.752   1.635  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.142   1.738  -0.925  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.097   3.174  -1.495  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.058  -2.095   1.249  1.00  0.00           H  
HETATM   31  H9  UNL     1       5.878   0.712  -1.712  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.548   1.441  -0.180  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   11   11
CONECT    4    5    5    9
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9    9   26
CONECT    9   10
CONECT   10   27
CONECT   11   12   28
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   29
CONECT   15   16   16   22
CONECT   16   17   20
CONECT   17   18   19   19
CONECT   18   30
CONECT   20   21
CONECT   21   22   31   32
END

HMDB0303340
     RDKit          3D
Irisone B
 32 35  0  0  0  0  0  0  0  0999 V2000
    0.1268   -1.5926    0.8822 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0935   -0.4537    0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1193    0.0964   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3419   -0.6350    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4269   -1.9665   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246   -2.7372    0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089   -2.1085    0.8482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410   -0.7642    1.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4252   -0.0180    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637    1.3419    1.1955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799    1.3245   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    1.9562   -0.9552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848    1.4707   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068    2.2033   -0.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692    1.7415   -0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    0.5270   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -0.2673    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -1.4689    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2495    0.2233   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9403    0.2505    0.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6395    1.1597   -0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560    2.2488   -0.9122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -2.4453   -0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5730   -3.7779   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -2.7295    1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4047   -0.3007    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1783    1.7518    1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420    1.7379   -0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    3.1740   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583   -2.0952    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.7121   -1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484    1.4410   -0.1804 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 19  2  1  0
  9  4  1  0
 19 13  1  0
 22 15  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 18 30  1  0
 21 31  1  0
 21 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',5-Dihydroxy-6,7-methylenedioxyisoflavone	MeSH

Chemical Formula

C₁₆H₁₀O₆

Average Molecular Weight

298.247

Monoisotopic Molecular Weight

298.047738052

IUPAC Name

9-hydroxy-7-(2-hydroxyphenyl)-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one

Traditional Name

irisone B

CAS Registry Number

Not Available

SMILES

OC1=CC=CC=C1C1=COC2=C(C(O)=C3OCOC3=C2)C1=O

InChI Identifier

InChI=1S/C16H10O6/c17-10-4-2-1-3-8(10)9-6-20-11-5-12-16(22-7-21-12)15(19)13(11)14(9)18/h1-6,17,19H,7H2

InChI Key

ITRQVDOUFMSYII-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Isoflavone
Hydroxyisoflavonoid
Chromone
Benzopyran
1-benzopyran
Benzodioxole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Acetal
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050366 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.74	ALOGPS
logP	3	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.48	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.47 m³·mol⁻¹	ChemAxon
Polarizability	28.83 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]+	166.812	32859911
AllCCS	[M+H-H2O]+	163.072	32859911
AllCCS	[M+Na]+	171.283	32859911
AllCCS	[M+NH4]+	170.284	32859911
AllCCS	[M-H]-	167.666	32859911
AllCCS	[M+Na-2H]-	166.555	32859911
AllCCS	[M+HCOO]-	165.47	32859911
DeepCCS	[M+H]+	165.092	30932474
DeepCCS	[M-H]-	162.734	30932474
DeepCCS	[M-2H]-	195.62	30932474
DeepCCS	[M+Na]+	171.185	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 - Irisone B 10V, Positive-QTOF	splash10-0002-0090000000-d94055398a6bf7590e0b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 20V, Positive-QTOF	splash10-0002-2090000000-7c4517e6a09373074937	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 40V, Positive-QTOF	splash10-0f80-2590000000-f207402a16424458d1da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 10V, Negative-QTOF	splash10-0002-0090000000-9a24098ce3e0b1491449	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 20V, Negative-QTOF	splash10-0a4j-0090000000-a8abf7699ee0d74ec470	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 40V, Negative-QTOF	splash10-05r3-8970000000-dbedf5fc590cd09b0620	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 10V, Positive-QTOF	splash10-0002-0090000000-0e40d1dc69d66b601127	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 20V, Positive-QTOF	splash10-0002-0090000000-0e40d1dc69d66b601127	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 40V, Positive-QTOF	splash10-01b9-0190000000-793ac29dc071300a0cda	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 10V, Negative-QTOF	splash10-0002-0090000000-96de5c56a94c496da9f8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 20V, Negative-QTOF	splash10-0002-0090000000-c8addd35f3435ff52a14	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Irisone B 40V, Negative-QTOF	splash10-014j-0090000000-e2b8691403d88698bbb7	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

FDB011342

KNApSAcK ID

C00009856

Chemspider ID

4533789

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 Irisone B (HMDB0303340)

MOL for HMDB0303340 (Irisone B)

3D MOL for HMDB0303340 (Irisone B)

3D SDF for HMDB0303340 (Irisone B)

3D-SDF for HMDB0303340 (Irisone B)

PDB for HMDB0303340 (Irisone B)

3D PDB for HMDB0303340 (Irisone B)

SMILES for HMDB0303340 (Irisone B)

INCHI for HMDB0303340 (Irisone B)

Structure for HMDB0303340 (Irisone B)

3D Structure for HMDB0303340 (Irisone B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra