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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:31:26 UTC

Update Date

2021-09-26 23:03:03 UTC

HMDB ID

HMDB0251194

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dichlorofluorescin

Description

Dichlorofluorescin belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. Based on a literature review a significant number of articles have been published on Dichlorofluorescin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dichlorofluorescin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dichlorofluorescin 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


  Mrv1652309112110312D          

 27 30  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573    1.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  7 21  1  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  0  0  0  0
 18 24  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

HMDB0251194
     RDKit          3D
Dichlorofluorescin
 39 42  0  0  0  0  0  0  0  0999 V2000
   -0.2915   -0.7731    1.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846   -1.1642    1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2095   -1.7876    2.4130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -1.0570    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249   -1.6596   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6699   -1.6163   -1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883   -0.9572   -2.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892   -0.3696   -2.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847   -0.3847   -0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931    0.2815   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -0.6066   -0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -1.7846   -1.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923   -2.6497   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4840   -2.3408   -0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5877   -3.2119   -0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -1.1623    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3682   -0.3028    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.8842    0.9895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2462    1.7532    0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003    2.9213    1.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548    3.8020    1.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    4.9659    2.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544    3.5269    0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    4.6661    0.9846 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    2.3618    0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754    2.1329   -0.7367 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    1.4697    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -1.2121    2.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819   -2.1872    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6142   -2.0754   -1.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969   -0.9017   -3.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2985    0.1400   -2.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234    0.7413   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608   -2.0737   -1.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854   -3.5763   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3676   -3.1361   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2991   -0.8992    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    3.1363    2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604    5.1065    3.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  9  4  1  0
 27 10  1  0
 17 11  1  0
 27 19  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 20 38  1  0
 22 39  1  0
M  END


  Mrv1652309112110312D          

 27 30  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573    1.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  7 21  1  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  0  0  0  0
 18 24  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251194

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1C1C2=C(OC3=CC(O)=C(Cl)C(Cl)=C13)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H12Cl2O5/c21-18-13(24)8-15-17(19(18)22)16(10-3-1-2-4-11(10)20(25)26)12-6-5-9(23)7-14(12)27-15/h1-8,16,23-24H,(H,25,26)

> <INCHI_KEY>
SWWKTFQCNFDMIM-UHFFFAOYSA-N

> <FORMULA>
C20H12Cl2O5

> <MOLECULAR_WEIGHT>
403.21

> <EXACT_MASS>
402.0061789

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
37.571013674972576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1,2-dichloro-3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
5.271445896333333

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.053560424732636

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.880985107799737

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7198831713593115

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
101.44919999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1,2-dichloro-3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251194
     RDKit          3D
Dichlorofluorescin
 39 42  0  0  0  0  0  0  0  0999 V2000
   -0.2915   -0.7731    1.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846   -1.1642    1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2095   -1.7876    2.4130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -1.0570    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249   -1.6596   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6699   -1.6163   -1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883   -0.9572   -2.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892   -0.3696   -2.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847   -0.3847   -0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931    0.2815   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -0.6066   -0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -1.7846   -1.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923   -2.6497   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4840   -2.3408   -0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5877   -3.2119   -0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -1.1623    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3682   -0.3028    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.8842    0.9895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2462    1.7532    0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003    2.9213    1.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548    3.8020    1.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    4.9659    2.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544    3.5269    0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    4.6661    0.9846 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    2.3618    0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754    2.1329   -0.7367 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    1.4697    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -1.2121    2.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819   -2.1872    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6142   -2.0754   -1.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969   -0.9017   -3.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2985    0.1400   -2.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234    0.7413   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608   -2.0737   -1.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854   -3.5763   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3676   -3.1361   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2991   -0.8992    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    3.1363    2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604    5.1065    3.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  9  4  1  0
 27 10  1  0
 17 11  1  0
 27 19  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 20 38  1  0
 22 39  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
HETATM   23 Cl   UNK     0      -1.334   2.310   0.000  0.00  0.00          Cl+0
HETATM   24  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.574   2.604   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   25                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   21                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11                                                            
CONECT   15    9   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20    7   16                                                  
CONECT   22   20                                                            
CONECT   23   19                                                            
CONECT   24   18                                                            
CONECT   25    4   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0251194
HETATM    1  O1  UNL     1      -0.291  -0.773   1.880  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.385  -1.164   1.449  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.210  -1.788   2.413  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.897  -1.057   0.110  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.125  -1.660  -0.193  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.670  -1.616  -1.440  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.988  -0.957  -2.436  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.789  -0.370  -2.136  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.185  -0.385  -0.869  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.093   0.281  -0.687  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.276  -0.607  -0.511  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.300  -1.785  -1.222  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.392  -2.650  -1.164  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.484  -2.341  -0.384  1.00  0.00           C  
HETATM   15  O3  UNL     1       4.588  -3.212  -0.324  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.454  -1.162   0.326  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.368  -0.303   0.269  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.328   0.884   0.989  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.246   1.753   0.953  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.300   2.921   1.726  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.255   3.802   1.729  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.329   4.966   2.510  1.00  0.00           O  
HETATM   23  C18 UNL     1      -0.854   3.527   0.962  1.00  0.00           C  
HETATM   24 CL1  UNL     1      -2.177   4.666   0.985  1.00  0.00          CL  
HETATM   25  C19 UNL     1      -0.900   2.362   0.195  1.00  0.00           C  
HETATM   26 CL2  UNL     1      -2.375   2.133  -0.737  1.00  0.00          CL  
HETATM   27  C20 UNL     1       0.140   1.470   0.180  1.00  0.00           C  
HETATM   28  H1  UNL     1      -2.885  -1.212   2.941  1.00  0.00           H  
HETATM   29  H2  UNL     1      -3.682  -2.187   0.581  1.00  0.00           H  
HETATM   30  H3  UNL     1      -4.614  -2.075  -1.687  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.397  -0.902  -3.454  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.298   0.140  -2.977  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.323   0.741  -1.739  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.461  -2.074  -1.853  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.385  -3.576  -1.737  1.00  0.00           H  
HETATM   36  H9  UNL     1       5.368  -3.136  -0.964  1.00  0.00           H  
HETATM   37  H10 UNL     1       4.299  -0.899   0.945  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.173   3.136   2.328  1.00  0.00           H  
HETATM   39  H12 UNL     1       1.160   5.106   3.043  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   28
CONECT    4    5    5    9
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   31
CONECT    8    9    9   32
CONECT    9   10
CONECT   10   11   27   33
CONECT   11   12   12   17
CONECT   12   13   34
CONECT   13   14   14   35
CONECT   14   15   16
CONECT   15   36
CONECT   16   17   17   37
CONECT   17   18
CONECT   18   19
CONECT   19   20   20   27
CONECT   20   21   38
CONECT   21   22   23   23
CONECT   22   39
CONECT   23   24   25
CONECT   25   26   27   27
END

HMDB0251194
     RDKit          3D
Dichlorofluorescin
 39 42  0  0  0  0  0  0  0  0999 V2000
   -0.2915   -0.7731    1.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846   -1.1642    1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2095   -1.7876    2.4130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -1.0570    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249   -1.6596   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6699   -1.6163   -1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883   -0.9572   -2.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892   -0.3696   -2.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847   -0.3847   -0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931    0.2815   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -0.6066   -0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -1.7846   -1.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923   -2.6497   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4840   -2.3408   -0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5877   -3.2119   -0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -1.1623    0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3682   -0.3028    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.8842    0.9895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2462    1.7532    0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3003    2.9213    1.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548    3.8020    1.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    4.9659    2.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544    3.5269    0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    4.6661    0.9846 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    2.3618    0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754    2.1329   -0.7367 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    1.4697    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -1.2121    2.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6819   -2.1872    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6142   -2.0754   -1.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3969   -0.9017   -3.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2985    0.1400   -2.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234    0.7413   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608   -2.0737   -1.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854   -3.5763   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3676   -3.1361   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2991   -0.8992    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    3.1363    2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604    5.1065    3.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  9  4  1  0
 27 10  1  0
 17 11  1  0
 27 19  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 20 38  1  0
 22 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',7'-Dichlorofluorescein	MeSH
2',7'-Dichlorofluorescin	MeSH
2',7'-Dichlorofluorescein, disodium salt	MeSH
Monohlorofluorescein	MeSH

Chemical Formula

C₂₀H₁₂Cl₂O₅

Average Molecular Weight

403.21

Monoisotopic Molecular Weight

402.0061789

IUPAC Name

2-(1,2-dichloro-3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid

Traditional Name

2-(1,2-dichloro-3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1C1C2=C(OC3=CC(O)=C(Cl)C(Cl)=C13)C=C(O)C=C2

InChI Identifier

InChI=1S/C20H12Cl2O5/c21-18-13(24)8-15-17(19(18)22)16(10-3-1-2-4-11(10)20(25)26)12-6-5-9(23)7-14(12)27-15/h1-8,16,23-24H,(H,25,26)

InChI Key

SWWKTFQCNFDMIM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Diaryl ether
Benzoic acid
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	5.39	ALOGPS
logP	5.27	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.88	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.45 m³·mol⁻¹	ChemAxon
Polarizability	37.57 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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-2H]-	219.459	30932474
DeepCCS	[M+Na]+	194.648	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dichlorofluorescin	OC(=O)C1=CC=CC=C1C1C2=C(OC3=CC(O)=C(Cl)C(Cl)=C13)C=C(O)C=C2	5289.2	Standard polar	33892256
Dichlorofluorescin	OC(=O)C1=CC=CC=C1C1C2=C(OC3=CC(O)=C(Cl)C(Cl)=C13)C=C(O)C=C2	3171.3	Standard non polar	33892256
Dichlorofluorescin	OC(=O)C1=CC=CC=C1C1C2=C(OC3=CC(O)=C(Cl)C(Cl)=C13)C=C(O)C=C2	3500.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05g0-0019000000-01e040cf4f857a994877	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorofluorescin GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorofluorescin 10V, Positive-QTOF	splash10-0udr-0007900000-04cd6f189530584b77e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorofluorescin 20V, Positive-QTOF	splash10-000i-0009400000-d60285599fce06362fb1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorofluorescin 40V, Positive-QTOF	splash10-0zfr-0019700000-2b25b520371072a8f1e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorofluorescin 10V, Negative-QTOF	splash10-0pb9-0009400000-0988c60c4978b62563a8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorofluorescin 20V, Negative-QTOF	splash10-0a4i-0009000000-dd8aad64faac3973d7fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorofluorescin 40V, Negative-QTOF	splash10-0udi-1019000000-4f49adb33331bcd9bafc	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

65791997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129630296

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 Dichlorofluorescin (HMDB0251194)

MOL for HMDB0251194 (Dichlorofluorescin)

3D MOL for HMDB0251194 (Dichlorofluorescin)

3D SDF for HMDB0251194 (Dichlorofluorescin)

3D-SDF for HMDB0251194 (Dichlorofluorescin)

PDB for HMDB0251194 (Dichlorofluorescin)

3D PDB for HMDB0251194 (Dichlorofluorescin)

SMILES for HMDB0251194 (Dichlorofluorescin)

INCHI for HMDB0251194 (Dichlorofluorescin)

Structure for HMDB0251194 (Dichlorofluorescin)

3D Structure for HMDB0251194 (Dichlorofluorescin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra