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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 17:07:16 UTC

Update Date

2021-09-26 22:47:35 UTC

HMDB ID

HMDB0242211

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(-)-Haematoxylin

Description

haematoxylin, also known as c.i. 75290 or natural black 1, 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. haematoxylin is an extremely weak basic (essentially neutral) compound (based on its pKa). An organic heterotetracyclic compound 7,11b-dihydroindenochromene carrying five hydroxy substituents at positions 3, 4, 6a, 9 and 10. This compound has been identified in human blood as reported by (PMID: 31557052 ). (-)-haematoxylin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (-)-Haematoxylin 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

HMDB0253079
     RDKit          3D
Haematoxylin
 36 39  0  0  0  0  0  0  0  0999 V2000
   -5.2145    1.3337   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099    0.9933   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5905   -0.3091    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2925   -0.6222    0.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367    0.3032    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600    1.5749    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.8984   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1870    3.2176   -0.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -0.4602    0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2658   -0.0318    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    1.2669    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9582    1.6800    0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8072    0.7656   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0715    1.1887   -0.7367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4217   -0.5419   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872   -1.4711   -1.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589   -0.9109   -0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -2.2774   -0.3903 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761   -2.7649    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -1.7886    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5559   -1.4990   -1.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7162   -1.9882    0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4522    2.2741   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4121   -1.0055    0.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8025    2.3209   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4776    3.9283   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650   -0.6399    1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802    2.0430    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2725    2.7220    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    2.1287   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2169   -1.1927   -1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0277   -2.6913    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -3.7855    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297   -0.8573   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737   -1.9997    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143   -2.8022    0.4160 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
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
  7  2  1  0
 20  9  1  0
 22  4  1  0
 17 10  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 19 32  1  0
 19 33  1  0
 21 34  1  0
 22 35  1  0
 22 36  1  0
M  END


  Mrv1533004161504512D          

 22 25  0  0  0  0            999 V2000
    2.1552   -0.5001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519   -0.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1645    0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9612    0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3350    1.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1499    1.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9356    2.1297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7905    1.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5611    1.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4615    0.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1021    0.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5914   -0.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3619   -0.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9508   -0.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1803   -0.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504    0.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2799    0.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452    0.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325   -0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3231   -1.6656    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
  4 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242211

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C2C3C4=C(CC3(O)COC2=C1O)C=C(O)C(O)=C4

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2

> <INCHI_KEY>
WZUVPPKBWHMQCE-UHFFFAOYSA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.282

> <EXACT_MASS>
302.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.681565647688046

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,4,6,12(17),13,15-hexaene-5,6,10,14,15-pentol

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
1.4733008469999997

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.803180137708013

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.166513725707377

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4933525532403973

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
77.4827

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,4,6,12(17),13,15-hexaene-5,6,10,14,15-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253079
     RDKit          3D
Haematoxylin
 36 39  0  0  0  0  0  0  0  0999 V2000
   -5.2145    1.3337   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099    0.9933   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5905   -0.3091    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2925   -0.6222    0.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367    0.3032    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600    1.5749    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.8984   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1870    3.2176   -0.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -0.4602    0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2658   -0.0318    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    1.2669    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9582    1.6800    0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8072    0.7656   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0715    1.1887   -0.7367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4217   -0.5419   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872   -1.4711   -1.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589   -0.9109   -0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -2.2774   -0.3903 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761   -2.7649    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -1.7886    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5559   -1.4990   -1.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7162   -1.9882    0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4522    2.2741   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4121   -1.0055    0.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8025    2.3209   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4776    3.9283   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650   -0.6399    1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802    2.0430    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2725    2.7220    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    2.1287   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2169   -1.1927   -1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0277   -2.6913    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -3.7855    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297   -0.8573   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737   -1.9997    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143   -2.8022    0.4160 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
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
  7  2  1  0
 20  9  1  0
 22  4  1  0
 17 10  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 19 32  1  0
 19 33  1  0
 21 34  1  0
 22 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0       4.023  -0.933   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.510  -0.533   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.907   0.955   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.394   1.355   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.092   2.728   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.613   2.488   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.213   3.975   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.809   3.459   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.247   2.908   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      12.490   1.388   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.928   0.837   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      15.124   1.808   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.171  -0.684   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      15.609  -1.234   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.975  -1.654   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.537  -1.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.294   0.417   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.856   0.968   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.484   0.267   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.087  -1.221   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.600  -1.621   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.203  -3.109   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8   18                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   10   18                                                  
CONECT   18   17    6   19                                                  
CONECT   19   18    4   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    2   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0253079
HETATM    1  O1  UNL     1      -5.214   1.334  -0.519  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.910   0.993  -0.225  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.591  -0.309   0.157  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.293  -0.622   0.443  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.237   0.303   0.380  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.560   1.575   0.004  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.875   1.898  -0.289  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.187   3.218  -0.674  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.035  -0.460   0.806  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.266  -0.032   0.415  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.692   1.267   0.600  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.958   1.680   0.218  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.807   0.766  -0.358  1.00  0.00           C  
HETATM   14  O3  UNL     1       5.072   1.189  -0.737  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.422  -0.542  -0.558  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.287  -1.471  -1.143  1.00  0.00           O  
HETATM   17  C13 UNL     1       2.159  -0.911  -0.165  1.00  0.00           C  
HETATM   18  O5  UNL     1       1.819  -2.277  -0.390  1.00  0.00           O  
HETATM   19  C14 UNL     1       0.676  -2.765   0.384  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.379  -1.789   0.112  1.00  0.00           C  
HETATM   21  O6  UNL     1      -0.556  -1.499  -1.233  1.00  0.00           O  
HETATM   22  C16 UNL     1      -1.716  -1.988   0.807  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.452   2.274  -0.795  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.412  -1.006   0.202  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.802   2.321  -0.076  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.478   3.928  -0.741  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.165  -0.640   1.908  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.080   2.043   1.079  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.273   2.722   0.375  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.399   2.129  -0.613  1.00  0.00           H  
HETATM   31  H9  UNL     1       5.217  -1.193  -1.430  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.028  -2.691   1.436  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.466  -3.785   0.064  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.130  -0.857  -1.578  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.574  -2.000   1.888  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.314  -2.802   0.416  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3    3    7
CONECT    3    4   24
CONECT    4    5    5   22
CONECT    5    6    9
CONECT    6    7    7   25
CONECT    7    8
CONECT    8   26
CONECT    9   10   20   27
CONECT   10   11   11   17
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   15
CONECT   14   30
CONECT   15   16   17   17
CONECT   16   31
CONECT   17   18
CONECT   18   19
CONECT   19   20   32   33
CONECT   20   21   22
CONECT   21   34
CONECT   22   35   36
END

HMDB0253079
     RDKit          3D
Haematoxylin
 36 39  0  0  0  0  0  0  0  0999 V2000
   -5.2145    1.3337   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099    0.9933   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5905   -0.3091    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2925   -0.6222    0.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367    0.3032    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600    1.5749    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.8984   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1870    3.2176   -0.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -0.4602    0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2658   -0.0318    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    1.2669    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9582    1.6800    0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8072    0.7656   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0715    1.1887   -0.7367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4217   -0.5419   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872   -1.4711   -1.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589   -0.9109   -0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -2.2774   -0.3903 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761   -2.7649    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -1.7886    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5559   -1.4990   -1.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7162   -1.9882    0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4522    2.2741   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4121   -1.0055    0.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8025    2.3209   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4776    3.9283   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650   -0.6399    1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802    2.0430    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2725    2.7220    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    2.1287   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2169   -1.1927   -1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0277   -2.6913    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -3.7855    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297   -0.8573   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737   -1.9997    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143   -2.8022    0.4160 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
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
  7  2  1  0
 20  9  1  0
 22  4  1  0
 17 10  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 19 32  1  0
 19 33  1  0
 21 34  1  0
 22 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,11b-Dihydrobenz[b]indeno[1,2-D]pyran-3,4,6a,9,10(6H)-pentol	ChEBI
C.I. 75290	ChEBI
Hematoxilina	ChEBI
Hematoxylin	ChEBI
Hematoxyline	ChEBI
Natural black 1	ChEBI
Haematoxylon	MeSH
Hydroxybrazilin	MeSH
Hemotoxylin	MeSH
Hematoxiline	MeSH
Hydroxybrasilin	MeSH

Chemical Formula

C₁₆H₁₄O₆

Average Molecular Weight

302.282

Monoisotopic Molecular Weight

302.079038171

IUPAC Name

8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,4,6,12(17),13,15-hexaene-5,6,10,14,15-pentol

Traditional Name

8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,4,6,12(17),13,15-hexaene-5,6,10,14,15-pentol

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C3C4=C(CC3(O)COC2=C1O)C=C(O)C(O)=C4

InChI Identifier

InChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2

InChI Key

WZUVPPKBWHMQCE-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-4-unsubstituted benzenoid
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

organic heterotetracyclic compound (CHEBI:51686 )

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	0.94	ALOGPS
logP	1.47	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.17	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	77.48 m³·mol⁻¹	ChemAxon
Polarizability	29.68 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]+	170.406	30932474
DeepCCS	[M-H]-	168.048	30932474
DeepCCS	[M-2H]-	200.935	30932474
DeepCCS	[M+Na]+	176.5	30932474
AllCCS	[M+H]+	168.4	32859911
AllCCS	[M+H-H2O]+	165.2	32859911
AllCCS	[M+NH4]+	171.3	32859911
AllCCS	[M+Na]+	172.2	32859911
AllCCS	[M-H]-	168.4	32859911
AllCCS	[M+Na-2H]-	167.6	32859911
AllCCS	[M+HCOO]-	166.9	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Haematoxylin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3117.5	Semi standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O)CC3=CC(O)=C(O)C=C3C21	2746.3	Standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3678.0	Standard polar	33892256
(-)-Haematoxylin,1TMS,isomer #2	C[Si](C)(C)OC12COC3=C(C=CC(O)=C3O)C1C1=CC(O)=C(O)C=C1C2	3105.2	Semi standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #2	C[Si](C)(C)OC12COC3=C(C=CC(O)=C3O)C1C1=CC(O)=C(O)C=C1C2	2715.8	Standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #2	C[Si](C)(C)OC12COC3=C(C=CC(O)=C3O)C1C1=CC(O)=C(O)C=C1C2	3944.8	Standard polar	33892256
(-)-Haematoxylin,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O)CC3=CC(O)=C(O)C=C3C21	3062.5	Semi standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O)CC3=CC(O)=C(O)C=C3C21	2727.5	Standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O)CC3=CC(O)=C(O)C=C3C21	3675.9	Standard polar	33892256
(-)-Haematoxylin,1TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	3086.9	Semi standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	2733.1	Standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	3714.0	Standard polar	33892256
(-)-Haematoxylin,1TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O)C21	3093.4	Semi standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O)C21	2724.9	Standard non polar	33892256
(-)-Haematoxylin,1TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O)C21	3710.6	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C)OCC1(O)CC3=CC(O)=C(O)C=C3C21	2969.1	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C)OCC1(O)CC3=CC(O)=C(O)C=C3C21	2843.3	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3401.4	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #10	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	2994.4	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #10	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	2831.0	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #10	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	3426.0	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	2963.5	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	2816.3	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	3608.5	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O)C2	3049.9	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O)C2	2850.4	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O)C2	3481.0	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C)=C3O)C21	3056.9	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C)=C3O)C21	2843.5	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C)=C3O)C21	3477.3	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #5	C[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	2917.4	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #5	C[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	2831.3	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #5	C[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	3588.0	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O)=C3O)C21	2922.7	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O)=C3O)C21	2801.8	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O)=C3O)C21	3611.0	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C)C2	2926.8	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C)C2	2810.6	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C)C2	3609.8	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O)C2	2977.9	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O)C2	2854.1	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O)C2	3472.1	Standard polar	33892256
(-)-Haematoxylin,2TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O[Si](C)(C)C)C21	2987.1	Semi standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O[Si](C)(C)C)C21	2846.4	Standard non polar	33892256
(-)-Haematoxylin,2TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O[Si](C)(C)C)C21	3466.5	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	2891.0	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	2888.5	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C)OCC1(O[Si](C)(C)C)CC3=CC(O)=C(O)C=C3C21	3349.9	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #10	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O)C2	2945.0	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #10	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O)C2	2904.7	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #10	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O)C2	3287.9	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O)C2	2993.4	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O)C2	2905.4	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O)C2	3291.1	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C21	3003.9	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C21	2898.7	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C21	3285.3	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C)C2	2972.2	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C)C2	2881.4	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C)C2	3424.9	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O[Si](C)(C)C)=C3O)C21	2970.3	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O[Si](C)(C)C)=C3O)C21	2872.1	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O[Si](C)(C)C)=C3O)C21	3423.4	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O)C2	3028.4	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O)C2	2891.9	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O)C2	3304.3	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	2911.9	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	2914.3	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	3401.0	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O)=C3O[Si](C)(C)C)C21	2916.3	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O)=C3O[Si](C)(C)C)C21	2898.7	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O)=C3O[Si](C)(C)C)C21	3397.1	Standard polar	33892256
(-)-Haematoxylin,3TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C)C2	2897.7	Semi standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C)C2	2845.1	Standard non polar	33892256
(-)-Haematoxylin,3TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C)C2	3367.7	Standard polar	33892256
(-)-Haematoxylin,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	2939.3	Semi standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	2948.0	Standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	3216.8	Standard polar	33892256
(-)-Haematoxylin,4TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C21	2947.4	Semi standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C21	2931.5	Standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C)COC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C21	3211.3	Standard polar	33892256
(-)-Haematoxylin,4TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O)C2	3015.8	Semi standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O)C2	2914.6	Standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O)C2	3120.1	Standard polar	33892256
(-)-Haematoxylin,4TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C)C2	2982.9	Semi standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C)C2	2895.0	Standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C)C2	3235.8	Standard polar	33892256
(-)-Haematoxylin,4TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	2904.3	Semi standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	2941.2	Standard non polar	33892256
(-)-Haematoxylin,4TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	3203.0	Standard polar	33892256
(-)-Haematoxylin,5TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	2977.8	Semi standard non polar	33892256
(-)-Haematoxylin,5TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	2963.5	Standard non polar	33892256
(-)-Haematoxylin,5TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3OCC1(O[Si](C)(C)C)C2	3054.6	Standard polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3422.8	Semi standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O)CC3=CC(O)=C(O)C=C3C21	2982.6	Standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3755.5	Standard polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12COC3=C(C=CC(O)=C3O)C1C1=CC(O)=C(O)C=C1C2	3409.6	Semi standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12COC3=C(C=CC(O)=C3O)C1C1=CC(O)=C(O)C=C1C2	2951.1	Standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12COC3=C(C=CC(O)=C3O)C1C1=CC(O)=C(O)C=C1C2	3963.2	Standard polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O)CC3=CC(O)=C(O)C=C3C21	3356.5	Semi standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O)CC3=CC(O)=C(O)C=C3C21	2964.3	Standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O)CC3=CC(O)=C(O)C=C3C21	3758.0	Standard polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	3384.0	Semi standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	2963.2	Standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	3773.2	Standard polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O)C21	3382.7	Semi standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O)C21	2956.9	Standard non polar	33892256
(-)-Haematoxylin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O)C21	3768.1	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C(C)(C)C)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3528.7	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C(C)(C)C)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3301.4	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C(C)(C)C)OCC1(O)CC3=CC(O)=C(O)C=C3C21	3582.0	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	3530.5	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	3282.8	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O)C2	3591.5	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3549.8	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3280.9	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3703.9	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O)C2	3606.2	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O)C2	3301.5	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O)C2	3635.5	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C21	3615.2	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C21	3298.5	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C21	3630.2	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3479.9	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3289.5	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3683.0	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O)=C3O)C21	3517.7	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O)=C3O)C21	3260.8	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O)=C3O)C21	3697.3	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3521.6	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3264.2	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3699.9	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3521.4	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3300.5	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3625.2	Standard polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C21	3528.4	Semi standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C21	3294.9	Standard non polar	33892256
(-)-Haematoxylin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C21	3619.3	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C(C)(C)C)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3635.2	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C(C)(C)C)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3536.2	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1O[Si](C)(C)C(C)(C)C)OCC1(O[Si](C)(C)C(C)(C)C)CC3=CC(O)=C(O)C=C3C21	3572.2	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3675.3	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3543.6	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3550.2	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3723.7	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3553.7	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3558.5	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C21	3737.5	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C21	3547.0	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C21	3552.6	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3723.4	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3531.5	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3639.0	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C21	3737.1	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C21	3525.1	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C21	3635.0	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O)C2	3752.6	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O)C2	3533.5	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O)C2	3563.5	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3667.5	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3560.1	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3614.5	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C21	3681.5	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C21	3546.8	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C21	3608.3	Standard polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3671.3	Semi standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3480.2	Standard non polar	33892256
(-)-Haematoxylin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3589.8	Standard polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3820.7	Semi standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3735.7	Standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3529.9	Standard polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C21	3829.8	Semi standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C21	3722.7	Standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CC1(O[Si](C)(C)C(C)(C)C)COC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C21	3523.2	Standard polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3848.1	Semi standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3684.5	Standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O)C2	3461.8	Standard polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3866.0	Semi standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3663.9	Standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3547.5	Standard polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3791.3	Semi standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3720.4	Standard non polar	33892256
(-)-Haematoxylin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3516.2	Standard polar	33892256
(-)-Haematoxylin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3927.6	Semi standard non polar	33892256
(-)-Haematoxylin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3852.6	Standard non polar	33892256
(-)-Haematoxylin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3OCC1(O[Si](C)(C)C(C)(C)C)C2	3475.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Haematoxylin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0229-0950000000-0ab378bc87c8b0f0545e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Haematoxylin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Haematoxylin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Haematoxylin 20V, Negative-QTOF	splash10-0ufr-0946000000-b266340ae7f8b49f2e5b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Haematoxylin 10V, Negative-QTOF	splash10-0udi-0109000000-fd69eac6b0629543b114	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Haematoxylin 40V, Negative-QTOF	splash10-0c00-0910000000-0fc60f49807e60d567a1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Haematoxylin 20V, Negative-QTOF	splash10-0ufr-0924000000-8582f8f1916795ce8e2a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Haematoxylin 10V, Negative-QTOF	splash10-0udi-0419000000-73ca152e7f354dd6c605	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Haematoxylin 10V, Positive-QTOF	splash10-0udi-0009000000-768be1604df899549999	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Haematoxylin 20V, Positive-QTOF	splash10-0udi-0219000000-f8d08ca2893afa6b9309	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Haematoxylin 40V, Positive-QTOF	splash10-00y0-5910000000-b4f4feb6fe6cfc0d46fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Haematoxylin 10V, Negative-QTOF	splash10-0udi-0009000000-249366f987125f746469	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Haematoxylin 20V, Negative-QTOF	splash10-0udi-0029000000-f259b5a8bd3886f322d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Haematoxylin 40V, Negative-QTOF	splash10-0006-2690000000-d6d02d560da96a1315f7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Haematoxylin

METLIN ID

Not Available

PubChem Compound

10603

PDB ID

Not Available

ChEBI ID

51686

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 (-)-Haematoxylin (HMDB0242211)

MOL for HMDB0242211 ((-)-Haematoxylin)

3D MOL for HMDB0242211 ((-)-Haematoxylin)

3D SDF for HMDB0242211 ((-)-Haematoxylin)

3D-SDF for HMDB0242211 ((-)-Haematoxylin)

PDB for HMDB0242211 ((-)-Haematoxylin)

3D PDB for HMDB0242211 ((-)-Haematoxylin)

SMILES for HMDB0242211 ((-)-Haematoxylin)

INCHI for HMDB0242211 ((-)-Haematoxylin)

Structure for HMDB0242211 ((-)-Haematoxylin)

3D Structure for HMDB0242211 ((-)-Haematoxylin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra