Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:58:33 UTC

Update Date

2021-09-26 23:00:23 UTC

HMDB ID

HMDB0249463

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Butin

Description

2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Based on a literature review very few articles have been published on 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Butin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Butin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0249463
     RDKit          3D
Butin
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.4273    3.0890    1.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616    2.0015    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149    1.6448    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729    0.1586    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.2285    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0847   -0.3433   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983   -0.7117   -1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931   -0.9690   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021   -1.3361   -0.6580 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641   -0.8549    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7662   -1.1141    1.9402 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -0.4842    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.5125   -0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -0.1871   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -1.0389   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3801   -0.6749   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4342   -1.5402   -0.4547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6999    0.5679    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423    1.4183    0.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3359    1.0689    0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528    1.8460   -0.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842    2.2256    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202   -0.0529    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452   -0.1589   -2.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -0.8155   -2.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2374   -1.5189    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4195   -1.0213    2.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2577   -0.4092    2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -2.0202   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3956   -1.2838   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7271    0.8508    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8382    2.4048    1.0108 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 12  5  1  0
 20 14  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END

Butin
  Mrv1572001071617302D          

 20 22  0  0  1  0            999 V2000
    4.2434    0.3775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434   -2.0975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8157   -0.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3310    0.3975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8157    1.6150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9578   -0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9578   -0.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6723    0.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434   -1.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288   -0.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288   -0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3868   -0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6723    1.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -1.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914    0.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1013    0.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438   -0.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438   -0.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3868    1.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1013    1.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1 11  1  0  0  0  0
  2  9  2  0  0  0  0
  3 16  1  0  0  0  0
  4 17  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  2  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 19  2  0  0  0  0
 14 18  2  0  0  0  0
 15 17  2  0  0  0  0
 16 20  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249463

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(C=C1)C(=O)CC(O2)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O5/c16-9-2-3-10-12(18)7-14(20-15(10)6-9)8-1-4-11(17)13(19)5-8/h1-6,14,16-17,19H,7H2

> <INCHI_KEY>
MJBPUQUGJNAPAZ-UHFFFAOYSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.256

> <EXACT_MASS>
272.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.317766988886945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.55

> <JCHEM_LOGP>
2.185108050333333

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.228785081185164

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.781562217766302

> <JCHEM_PKA_STRONGEST_BASIC>
-4.939956994421496

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
71.28980000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,3',4'-trihydroxyflavanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249463
     RDKit          3D
Butin
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.4273    3.0890    1.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616    2.0015    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149    1.6448    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729    0.1586    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.2285    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0847   -0.3433   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983   -0.7117   -1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931   -0.9690   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021   -1.3361   -0.6580 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641   -0.8549    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7662   -1.1141    1.9402 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -0.4842    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.5125   -0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -0.1871   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -1.0389   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3801   -0.6749   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4342   -1.5402   -0.4547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6999    0.5679    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423    1.4183    0.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3359    1.0689    0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528    1.8460   -0.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842    2.2256    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202   -0.0529    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452   -0.1589   -2.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -0.8155   -2.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2374   -1.5189    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4195   -1.0213    2.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2577   -0.4092    2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -2.0202   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3956   -1.2838   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7271    0.8508    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8382    2.4048    1.0108 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 12  5  1  0
 20 14  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Butin                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  O   UNK     0       7.921   0.705   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.921  -3.915   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      14.589  -0.065   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.485   0.742   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      14.589   3.015   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.255  -0.065   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.255  -1.605   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.588   0.705   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.921  -2.375   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.587  -1.605   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.587  -0.065   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.922  -0.065   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.588   2.245   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.211  -2.429   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.211   0.758   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.256   0.705   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.815  -0.033   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.815  -1.637   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.922   3.015   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.256   2.245   0.000  0.00  0.00           C+0
CONECT    1    6   11                                                       
CONECT    2    9                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5   20                                                            
CONECT    6    1    7    8                                                  
CONECT    7    6    9                                                       
CONECT    8    6   12   13                                                  
CONECT    9    2    7   10                                                  
CONECT   10    9   11   14                                                  
CONECT   11    1   10   15                                                  
CONECT   12    8   16                                                       
CONECT   13    8   19                                                       
CONECT   14   10   18                                                       
CONECT   15   11   17                                                       
CONECT   16    3   12   20                                                  
CONECT   17    4   15   18                                                  
CONECT   18   14   17                                                       
CONECT   19   13   20                                                       
CONECT   20    5   16   19                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0249463
HETATM    1  O1  UNL     1      -1.427   3.089   1.303  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.262   2.001   0.705  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.115   1.645   0.285  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.273   0.159   0.459  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.653  -0.229   0.145  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.085  -0.343  -1.158  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.398  -0.712  -1.428  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.293  -0.969  -0.388  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.602  -1.336  -0.658  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.864  -0.855   0.915  1.00  0.00           C  
HETATM   11  O3  UNL     1       4.766  -1.114   1.940  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.543  -0.484   1.165  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.686  -0.513  -0.319  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.019  -0.187  -0.115  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.068  -1.039  -0.391  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.380  -0.675  -0.173  1.00  0.00           C  
HETATM   17  O5  UNL     1      -5.434  -1.540  -0.455  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.700   0.568   0.335  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.642   1.418   0.611  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.336   1.069   0.399  1.00  0.00           C  
HETATM   21  H1  UNL     1       0.153   1.846  -0.826  1.00  0.00           H  
HETATM   22  H2  UNL     1       0.884   2.226   0.813  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.020  -0.053   1.540  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.445  -0.159  -2.009  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.785  -0.816  -2.431  1.00  0.00           H  
HETATM   26  H6  UNL     1       6.237  -1.519   0.103  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.419  -1.021   2.887  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.258  -0.409   2.202  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.880  -2.020  -0.789  1.00  0.00           H  
HETATM   30  H10 UNL     1      -6.396  -1.284  -0.299  1.00  0.00           H  
HETATM   31  H11 UNL     1      -5.727   0.851   0.505  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.838   2.405   1.011  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4   21   22
CONECT    4    5   13   23
CONECT    5    6    6   12
CONECT    6    7   24
CONECT    7    8    8   25
CONECT    8    9   10
CONECT    9   26
CONECT   10   11   12   12
CONECT   11   27
CONECT   12   28
CONECT   13   14
CONECT   14   15   15   20
CONECT   15   16   29
CONECT   16   17   18   18
CONECT   17   30
CONECT   18   19   31
CONECT   19   20   20   32
END

HMDB0249463
     RDKit          3D
Butin
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.4273    3.0890    1.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616    2.0015    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149    1.6448    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729    0.1586    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.2285    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0847   -0.3433   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983   -0.7117   -1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931   -0.9690   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021   -1.3361   -0.6580 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641   -0.8549    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7662   -1.1141    1.9402 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -0.4842    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.5125   -0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -0.1871   -0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -1.0389   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3801   -0.6749   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4342   -1.5402   -0.4547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6999    0.5679    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423    1.4183    0.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3359    1.0689    0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528    1.8460   -0.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842    2.2256    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202   -0.0529    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452   -0.1589   -2.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -0.8155   -2.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2374   -1.5189    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4195   -1.0213    2.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2577   -0.4092    2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -2.0202   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3956   -1.2838   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7271    0.8508    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8382    2.4048    1.0108 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 12  5  1  0
 20 14  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Butin	MeSH

Chemical Formula

C₁₅H₁₂O₅

Average Molecular Weight

272.256

Monoisotopic Molecular Weight

272.068473486

IUPAC Name

2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

7,3',4'-trihydroxyflavanone

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(C=C1)C(=O)CC(O2)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C15H12O5/c16-9-2-3-10-12(18)7-14(20-15(10)6-9)8-1-4-11(17)13(19)5-8/h1-6,14,16-17,19H,7H2

InChI Key

MJBPUQUGJNAPAZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

3'-hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Catechol
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.55	ALOGPS
logP	2.19	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.29 m³·mol⁻¹	ChemAxon
Polarizability	27.32 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	167.477	30932474
DeepCCS	[M-H]-	165.119	30932474
DeepCCS	[M-2H]-	198.171	30932474
DeepCCS	[M+Na]+	173.57	30932474
AllCCS	[M+H]+	162.5	32859911
AllCCS	[M+H-H2O]+	159.1	32859911
AllCCS	[M+NH4]+	165.8	32859911
AllCCS	[M+Na]+	166.7	32859911
AllCCS	[M-H]-	162.3	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	160.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Butin	OC1=CC2=C(C=C1)C(=O)CC(O2)C1=CC(O)=C(O)C=C1	4059.1	Standard polar	33892256
Butin	OC1=CC2=C(C=C1)C(=O)CC(O2)C1=CC(O)=C(O)C=C1	2875.7	Standard non polar	33892256
Butin	OC1=CC2=C(C=C1)C(=O)CC(O2)C1=CC(O)=C(O)C=C1	2950.8	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 - Butin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-0690000000-5cb091ef0baee52df905	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butin GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Butin 40V, Negative-QTOF	splash10-000i-1900000000-c9a9a5a2f8bba86c63f3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Butin 20V, Negative-QTOF	splash10-000i-0900000000-4d6f4696ca0222b23fca	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Butin 40V, Positive-QTOF	splash10-000i-7900000000-54ee18414f99ca6f369e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Butin 10V, Positive-QTOF	splash10-00di-0390000000-9524f94c3a4de528c2bb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Butin 10V, Negative-QTOF	splash10-0079-0970000000-67c4aa01bb013687cc32	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Butin 20V, Positive-QTOF	splash10-01p9-1910000000-9586b71ca002f5c130bb	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 10V, Positive-QTOF	splash10-00di-0390000000-6b773ab0d0c3c7a2968d	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 20V, Positive-QTOF	splash10-00dr-0970000000-e99edc0604a78544774a	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 40V, Positive-QTOF	splash10-00a9-6900000000-5ac7f141500cb52b47d5	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 10V, Negative-QTOF	splash10-00di-0090000000-39fa3ca8f749a13bce44	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 20V, Negative-QTOF	splash10-00di-0390000000-c8deeca009eb13dd4f38	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 40V, Negative-QTOF	splash10-05n3-5920000000-8f20e4db2f7196e82300	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 10V, Positive-QTOF	splash10-00di-0090000000-105ebbdeec4c9fc3ae6f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 20V, Positive-QTOF	splash10-007a-0940000000-8197f82f5060d407c2fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 40V, Positive-QTOF	splash10-000i-0900000000-2b2bf546a1dc97f21c77	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 10V, Negative-QTOF	splash10-00di-0090000000-ef3c85d68f246f25c912	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 20V, Negative-QTOF	splash10-00dr-0790000000-ab5b9a15cc985953b89b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butin 40V, Negative-QTOF	splash10-000i-0900000000-87a91c3daa550cbd6114	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2737014

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Butin (HMDB0249463)

MOL for HMDB0249463 (Butin)

3D MOL for HMDB0249463 (Butin)

3D SDF for HMDB0249463 (Butin)

3D-SDF for HMDB0249463 (Butin)

PDB for HMDB0249463 (Butin)

3D PDB for HMDB0249463 (Butin)

SMILES for HMDB0249463 (Butin)

INCHI for HMDB0249463 (Butin)

Structure for HMDB0249463 (Butin)

3D Structure for HMDB0249463 (Butin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra