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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:52:59 UTC

Update Date

2021-09-26 23:00:09 UTC

HMDB ID

HMDB0249370

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol

Description

Brazilin belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Thus, brazilin is considered to be a flavonoid. Based on a literature review very few articles have been published on Brazilin. This compound has been identified in human blood as reported by (PMID: 31557052 ). (6as,11bs)-7,11b-dihydro-6h-indeno[2,1-c]chromene-3,6a,9,10-tetrol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol 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

HMDB0249371
     RDKit          3D
(6As)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.5891    2.6143    0.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    1.7873    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3543    1.4969   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    0.6804   -1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    0.1348   -0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6645    0.4195    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6842    1.2313    1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7595   -0.1651    1.8614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2800   -1.4762    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874   -1.9103    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525   -2.8732   -0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1181   -2.4261   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.1204   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -0.8909    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411    0.4000   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9908    0.6754    0.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8188    1.4346   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3034    2.7420   -0.6488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883    1.1497   -0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648   -0.1284   -0.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577   -0.7430   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663    2.1430    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0453    1.9403   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.4716   -2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.4420    2.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7321   -1.5368    2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149   -2.1820    2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9571   -3.5195   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425   -3.0021    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456   -2.9967   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762   -1.6759    0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3710    1.5918    0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    3.5001   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    1.9374   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249   -1.1459   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  7  2  1  0
 21 10  1  0
 21  5  1  0
 20 13  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
M  END


  Mrv1533004241503362D          

 21 24  0  0  0  0            999 V2000
   -1.6249   -1.9647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544   -2.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2138   -1.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568   -2.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867   -2.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572   -3.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -2.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046   -1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2012   -1.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4139   -0.9601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7852   -2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5819   -2.1256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -3.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7758   -3.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021   -4.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5871   -3.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015   -4.7554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9465   -4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1760   -4.1838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461   -3.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7244   -3.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  2  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249370

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C2C3C4=CC(O)=C(O)C=C4CC3(O)COC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2

> <INCHI_KEY>
UWHUTZOCTZJUKC-UHFFFAOYSA-N

> <FORMULA>
C16H14O5

> <MOLECULAR_WEIGHT>
286.283

> <EXACT_MASS>
286.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.724578105971226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,4,6,12,14,16-hexaene-5,10,14,15-tetrol

> <ALOGPS_LOGP>
1.34

> <JCHEM_LOGP>
1.7768661686666665

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.769862882420947

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.14529731376303

> <JCHEM_PKA_STRONGEST_BASIC>
-3.489064369817041

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
75.5018

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
brazilin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249371
     RDKit          3D
(6As)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.5891    2.6143    0.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    1.7873    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3543    1.4969   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    0.6804   -1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    0.1348   -0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6645    0.4195    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6842    1.2313    1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7595   -0.1651    1.8614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2800   -1.4762    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874   -1.9103    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525   -2.8732   -0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1181   -2.4261   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.1204   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -0.8909    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411    0.4000   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9908    0.6754    0.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8188    1.4346   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3034    2.7420   -0.6488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883    1.1497   -0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648   -0.1284   -0.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577   -0.7430   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663    2.1430    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0453    1.9403   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.4716   -2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.4420    2.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7321   -1.5368    2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149   -2.1820    2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9571   -3.5195   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425   -3.0021    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456   -2.9967   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762   -1.6759    0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3710    1.5918    0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    3.5001   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    1.9374   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249   -1.1459   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  7  2  1  0
 21 10  1  0
 21  5  1  0
 20 13  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0      -3.033  -3.667   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.595  -4.218   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.399  -3.247   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.039  -3.798   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.282  -5.318   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.720  -5.869   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.091  -5.168   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.488  -3.680   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.976  -3.280   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.373  -1.792   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.066  -4.368   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.553  -3.968   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.669  -5.856   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.182  -6.256   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.484  -7.629   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.963  -7.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.363  -8.877   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.767  -8.360   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.329  -7.810   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.086  -6.289   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.352  -5.739   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15    6   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    5   21                                                  
CONECT   21   20    2                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0249371
HETATM    1  O1  UNL     1       4.589   2.614   0.897  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.553   1.787   0.450  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.354   1.497  -0.877  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.330   0.680  -1.310  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.474   0.135  -0.380  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.664   0.419   0.953  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.684   1.231   1.372  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.759  -0.165   1.861  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.280  -1.476   1.649  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.287  -1.910   0.222  1.00  0.00           C  
HETATM   11  O3  UNL     1       1.253  -2.873  -0.043  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.118  -2.426  -0.096  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.841  -1.120  -0.203  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.180  -0.891   0.033  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.641   0.400  -0.121  1.00  0.00           C  
HETATM   16  O4  UNL     1      -4.991   0.675   0.108  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.819   1.435  -0.496  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.303   2.742  -0.649  1.00  0.00           O  
HETATM   19  C14 UNL     1      -1.488   1.150  -0.720  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.965  -0.128  -0.580  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.358  -0.743  -0.741  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.466   2.143   1.115  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.045   1.940  -1.598  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.205   0.472  -2.387  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.813   1.442   2.441  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.732  -1.537   2.121  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.915  -2.182   2.223  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.957  -3.520  -0.709  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.442  -3.002   0.770  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.146  -2.997  -1.027  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.876  -1.676   0.332  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.371   1.592   0.009  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.695   3.500  -0.924  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.803   1.937  -1.017  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.425  -1.146  -1.769  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3    3    7
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   21
CONECT    6    7    7    8
CONECT    7   25
CONECT    8    9
CONECT    9   10   26   27
CONECT   10   11   12   21
CONECT   11   28
CONECT   12   13   29   30
CONECT   13   14   14   20
CONECT   14   15   31
CONECT   15   16   17   17
CONECT   16   32
CONECT   17   18   19
CONECT   18   33
CONECT   19   20   20   34
CONECT   20   21
CONECT   21   35
END

HMDB0249371
     RDKit          3D
(6As)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.5891    2.6143    0.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    1.7873    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3543    1.4969   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    0.6804   -1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    0.1348   -0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6645    0.4195    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6842    1.2313    1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7595   -0.1651    1.8614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2800   -1.4762    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874   -1.9103    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525   -2.8732   -0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1181   -2.4261   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.1204   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -0.8909    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411    0.4000   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9908    0.6754    0.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8188    1.4346   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3034    2.7420   -0.6488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883    1.1497   -0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648   -0.1284   -0.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577   -0.7430   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663    2.1430    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0453    1.9403   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.4716   -2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    1.4420    2.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7321   -1.5368    2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149   -2.1820    2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9571   -3.5195   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425   -3.0021    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456   -2.9967   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762   -1.6759    0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3710    1.5918    0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    3.5001   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    1.9374   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249   -1.1459   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  7  2  1  0
 21 10  1  0
 21  5  1  0
 20 13  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Brasilin	MeSH

Chemical Formula

C₁₆H₁₄O₅

Average Molecular Weight

286.283

Monoisotopic Molecular Weight

286.084123551

IUPAC Name

8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,4,6,12,14,16-hexaene-5,10,14,15-tetrol

Traditional Name

brazilin

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C3C4=CC(O)=C(O)C=C4CC3(O)COC2=C1

InChI Identifier

InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2

InChI Key

UWHUTZOCTZJUKC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Indane
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Oxacycle
Polyol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Neoflavonoids (LMPK12100062 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	1.34	ALOGPS
logP	1.78	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.15	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.5 m³·mol⁻¹	ChemAxon
Polarizability	28.72 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
DeepCCS	[M+H]+	166.565	30932474
DeepCCS	[M-H]-	164.207	30932474
DeepCCS	[M-2H]-	197.093	30932474
DeepCCS	[M+Na]+	172.658	30932474
AllCCS	[M+H]+	165.8	32859911
AllCCS	[M+H-H2O]+	162.2	32859911
AllCCS	[M+NH4]+	169.1	32859911
AllCCS	[M+Na]+	170.1	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	168.3	32859911
AllCCS	[M+HCOO]-	167.6	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O)C=C3C21	2956.5	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O)C=C3C21	2680.0	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3285.7	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=CC(O)=CC=C3C21	2936.3	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=CC(O)=CC=C3C21	2677.8	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=CC(O)=CC=C3C21	3404.0	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O)C2	2943.0	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O)C2	2687.5	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O)C2	3407.7	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #4	C[Si](C)(C)OC12COC3=CC(O)=CC=C3C1C1=CC(O)=C(O)C=C1C2	2973.2	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #4	C[Si](C)(C)OC12COC3=CC(O)=CC=C3C1C1=CC(O)=C(O)C=C1C2	2679.7	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TMS,isomer #4	C[Si](C)(C)OC12COC3=CC(O)=CC=C3C1C1=CC(O)=C(O)C=C1C2	3583.9	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	2855.9	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	2757.3	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	3287.4	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C)=C(O)C=C3C21	2918.7	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C)=C(O)C=C3C21	2778.9	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C)=C(O)C=C3C21	3193.6	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O[Si](C)(C)C)C=C3C21	2919.2	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O[Si](C)(C)C)C=C3C21	2775.1	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O[Si](C)(C)C)C=C3C21	3191.8	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C=C3OCC1(O)C2	2873.6	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C=C3OCC1(O)C2	2789.3	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C=C3OCC1(O)C2	3207.5	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=CC(O)=CC=C3C21	2874.7	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=CC(O)=CC=C3C21	2764.7	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=CC(O)=CC=C3C21	3355.3	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C)C2	2867.4	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C)C2	2772.8	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C)C2	3356.8	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O[Si](C)(C)C)=C(O)C=C3C21	2883.2	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O[Si](C)(C)C)=C(O)C=C3C21	2844.6	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O[Si](C)(C)C)=C(O)C=C3C21	3159.1	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O[Si](C)(C)C)C=C3C21	2890.2	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O[Si](C)(C)C)C=C3C21	2838.6	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O[Si](C)(C)C)C=C3C21	3158.5	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C21	2931.3	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C21	2822.9	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C21	3037.8	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C)C2	2834.4	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C)C2	2829.9	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C)C2	3156.5	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C21	2909.2	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C21	2875.4	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C)CC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C21	2974.8	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3235.5	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O)C=C3C21	2921.7	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3421.2	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=CC(O)=CC=C3C21	3233.7	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=CC(O)=CC=C3C21	2919.0	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=CC(O)=CC=C3C21	3503.8	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O)C2	3232.5	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O)C2	2928.1	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O)C2	3508.9	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC12COC3=CC(O)=CC=C3C1C1=CC(O)=C(O)C=C1C2	3256.7	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC12COC3=CC(O)=CC=C3C1C1=CC(O)=C(O)C=C1C2	2916.9	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC12COC3=CC(O)=CC=C3C1C1=CC(O)=C(O)C=C1C2	3648.3	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3401.8	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3239.5	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3438.2	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C21	3453.1	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C21	3257.2	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C21	3395.6	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3452.4	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3253.3	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3392.5	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C=C3OCC1(O)C2	3418.9	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C=C3OCC1(O)C2	3277.6	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C=C3OCC1(O)C2	3395.8	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=CC(O)=CC=C3C21	3411.7	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=CC(O)=CC=C3C21	3253.9	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=CC(O)=CC=C3C21	3486.2	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3413.6	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3259.6	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3490.4	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C21	3587.4	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C21	3526.9	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C21	3407.5	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3596.4	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3520.6	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3405.6	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3627.7	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3513.1	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3320.9	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3559.8	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3511.7	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3404.2	Standard polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3733.6	Semi standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3717.8	Standard non polar	33892256
(6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C21	3320.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-096r-0960000000-fc62062400c2d60df9c5	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol 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 - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol 10V, Positive-QTOF	splash10-000i-0090000000-b239d41c6032c85540b2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol 20V, Positive-QTOF	splash10-029i-0790000000-61bb9f820a29e1a14d5e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol 40V, Positive-QTOF	splash10-00kr-2920000000-08051f01a5efae0669f6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol 10V, Negative-QTOF	splash10-000i-0090000000-14912e1703be5edd027d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol 20V, Negative-QTOF	splash10-000i-0090000000-be8bbcd0f9a3f0604b67	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol 40V, Negative-QTOF	splash10-014i-0290000000-b0fa146acdf76283e811	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

C00010268

Chemspider ID

193183

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Brazilin

METLIN ID

Not Available

PubChem Compound

222515

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 (6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol (HMDB0249370)

MOL for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

3D MOL for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

3D SDF for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

3D-SDF for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

PDB for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

3D PDB for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

SMILES for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

INCHI for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

Structure for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

3D Structure for HMDB0249370 ((6As,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra