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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:51:57 UTC

Update Date

2022-03-07 02:55:01 UTC

HMDB ID

HMDB0036699

Secondary Accession Numbers

HMDB36699

Metabolite Identification

Common Name

Chlorophenol red

Description

Chlorophenol red belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. Based on a literature review a significant number of articles have been published on Chlorophenol red.

Structure

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

  Mrv0541 05061309172D          

 27 30  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -0.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948    0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    0.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303   -0.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -1.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4508   -0.8243    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -1.6195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4810   -2.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  1  0  0  0  0
 17 15  2  0  0  0  0
 18  4  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 18  1  0  0  0  0
 27 24  2  0  0  0  0
 27 25  2  0  0  0  0
 27 26  1  0  0  0  0
M  END

HMDB0036699
     RDKit          3D
Chlorophenol red
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.9821    0.2942    2.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    0.7986    2.4592 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.4752    1.1697    3.8897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4094   -0.2883    1.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215    0.0596    0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9931   -0.7740   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -0.2175   -1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5570   -1.0193   -2.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6308   -2.3824   -1.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -3.1203   -2.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -2.9364   -0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -4.6745   -0.5740 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0787   -2.1370   -0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833   -0.3640    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -0.5976    1.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4734   -0.9948    1.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062   -1.1629   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2138   -1.5616   -0.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0520   -0.9378   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5976   -1.1501   -2.7154 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7496   -0.5414   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127    1.4940    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    2.3071   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    3.6551   -0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847    4.2569    0.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180    3.4275    1.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1353    2.0871    1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6804    0.8615   -1.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424   -0.5651   -2.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436   -4.1400   -2.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4993   -2.5768    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7980   -0.4569    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -1.1673    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8499   -1.7298    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -0.3762   -1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9095    1.9531   -1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    4.3101   -1.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    5.3140    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908    3.8835    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
  5 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27  2  1  0
 13  6  1  0
 21 14  1  0
 27 22  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 21 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  1  0
 26 39  1  0
M  END

  Mrv0541 05061309172D          

 27 30  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -0.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948    0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    0.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303   -0.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -1.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4508   -0.8243    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -1.6195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4810   -2.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  1  0  0  0  0
 17 15  2  0  0  0  0
 18  4  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 18  1  0  0  0  0
 27 24  2  0  0  0  0
 27 25  2  0  0  0  0
 27 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036699

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(Cl)C=C(C=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(Cl)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H12Cl2O5S/c20-14-9-11(5-7-16(14)22)19(12-6-8-17(23)15(21)10-12)13-3-1-2-4-18(13)27(24,25)26-19/h1-10,22-23H

> <INCHI_KEY>
WWAABJGNHFGXSJ-UHFFFAOYSA-N

> <FORMULA>
C19H12Cl2O5S

> <MOLECULAR_WEIGHT>
423.267

> <EXACT_MASS>
421.978249598

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.09537113514246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3-bis(3-chloro-4-hydroxyphenyl)-3H-2,1λ⁶-benzoxathiole-1,1-dione

> <ALOGPS_LOGP>
4.05

> <JCHEM_LOGP>
5.3167812843333335

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.198990502575075

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.5969304911472575

> <JCHEM_PKA_STRONGEST_BASIC>
-6.7291435038529395

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
103.72639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chlorophenol red

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036699
     RDKit          3D
Chlorophenol red
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.9821    0.2942    2.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    0.7986    2.4592 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.4752    1.1697    3.8897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4094   -0.2883    1.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215    0.0596    0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9931   -0.7740   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -0.2175   -1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5570   -1.0193   -2.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6308   -2.3824   -1.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -3.1203   -2.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -2.9364   -0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -4.6745   -0.5740 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0787   -2.1370   -0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833   -0.3640    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -0.5976    1.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4734   -0.9948    1.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062   -1.1629   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2138   -1.5616   -0.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0520   -0.9378   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5976   -1.1501   -2.7154 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7496   -0.5414   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127    1.4940    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    2.3071   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    3.6551   -0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847    4.2569    0.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180    3.4275    1.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1353    2.0871    1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6804    0.8615   -1.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424   -0.5651   -2.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436   -4.1400   -2.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4993   -2.5768    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7980   -0.4569    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -1.1673    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8499   -1.7298    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -0.3762   -1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9095    1.9531   -1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    4.3101   -1.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    5.3140    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908    3.8835    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
  5 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27  2  1  0
 13  6  1  0
 21 14  1  0
 27 22  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 21 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  1  0
 26 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.847  -1.056   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.542   1.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.473  -2.463   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.875   0.827   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.284   0.029   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.792  -0.713   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.752   0.190   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.792   0.827   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.910  -1.378   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.542  -1.483   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.005  -2.624   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.875  -0.713   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       6.441  -1.539   0.000  0.00  0.00          Cl+0
HETATM   21 Cl   UNK     0      -0.542  -3.023   0.000  0.00  0.00          Cl+0
HETATM   22  O   UNK     0       4.631  -4.031   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.209  -1.483   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.752   5.496   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.792   4.859   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.220   2.843   0.000  0.00  0.00           O+0
HETATM   27  S   UNK     0       2.126   4.089   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   13                                                       
CONECT    4    2   18                                                       
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    5   16                                                       
CONECT    8    6   17                                                       
CONECT    9   11   14                                                       
CONECT   10   12   15                                                       
CONECT   11    5    9   19                                                  
CONECT   12    6   10   19                                                  
CONECT   13    3   18   19                                                  
CONECT   14    9   16   20                                                  
CONECT   15   10   17   21                                                  
CONECT   16    7   14   22                                                  
CONECT   17    8   15   23                                                  
CONECT   18    4   13   27                                                  
CONECT   19   11   12   13   26                                             
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24   27                                                            
CONECT   25   27                                                            
CONECT   26   19   27                                                       
CONECT   27   18   24   25   26                                             
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0036699
HETATM    1  O1  UNL     1      -2.982   0.294   2.106  1.00  0.00           O  
HETATM    2  S1  UNL     1      -1.630   0.799   2.459  1.00  0.00           S  
HETATM    3  O2  UNL     1      -1.475   1.170   3.890  1.00  0.00           O  
HETATM    4  O3  UNL     1      -0.409  -0.288   1.982  1.00  0.00           O  
HETATM    5  C1  UNL     1      -0.122   0.060   0.680  1.00  0.00           C  
HETATM    6  C2  UNL     1      -0.993  -0.774  -0.190  1.00  0.00           C  
HETATM    7  C3  UNL     1      -1.749  -0.218  -1.215  1.00  0.00           C  
HETATM    8  C4  UNL     1      -2.557  -1.019  -2.017  1.00  0.00           C  
HETATM    9  C5  UNL     1      -2.631  -2.382  -1.816  1.00  0.00           C  
HETATM   10  O4  UNL     1      -3.465  -3.120  -2.663  1.00  0.00           O  
HETATM   11  C6  UNL     1      -1.888  -2.936  -0.807  1.00  0.00           C  
HETATM   12 CL1  UNL     1      -2.000  -4.675  -0.574  1.00  0.00          CL  
HETATM   13  C7  UNL     1      -1.079  -2.137  -0.004  1.00  0.00           C  
HETATM   14  C8  UNL     1       1.283  -0.364   0.421  1.00  0.00           C  
HETATM   15  C9  UNL     1       2.166  -0.598   1.483  1.00  0.00           C  
HETATM   16  C10 UNL     1       3.473  -0.995   1.298  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.906  -1.163  -0.001  1.00  0.00           C  
HETATM   18  O5  UNL     1       5.214  -1.562  -0.232  1.00  0.00           O  
HETATM   19  C12 UNL     1       3.052  -0.938  -1.058  1.00  0.00           C  
HETATM   20 CL2  UNL     1       3.598  -1.150  -2.715  1.00  0.00          CL  
HETATM   21  C13 UNL     1       1.750  -0.541  -0.852  1.00  0.00           C  
HETATM   22  C14 UNL     1      -0.313   1.494   0.484  1.00  0.00           C  
HETATM   23  C15 UNL     1       0.238   2.307  -0.501  1.00  0.00           C  
HETATM   24  C16 UNL     1      -0.047   3.655  -0.553  1.00  0.00           C  
HETATM   25  C17 UNL     1      -0.885   4.257   0.361  1.00  0.00           C  
HETATM   26  C18 UNL     1      -1.418   3.428   1.329  1.00  0.00           C  
HETATM   27  C19 UNL     1      -1.135   2.087   1.382  1.00  0.00           C  
HETATM   28  H1  UNL     1      -1.680   0.862  -1.361  1.00  0.00           H  
HETATM   29  H2  UNL     1      -3.142  -0.565  -2.816  1.00  0.00           H  
HETATM   30  H3  UNL     1      -3.544  -4.140  -2.541  1.00  0.00           H  
HETATM   31  H4  UNL     1      -0.499  -2.577   0.786  1.00  0.00           H  
HETATM   32  H5  UNL     1       1.798  -0.457   2.493  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.133  -1.167   2.136  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.850  -1.730   0.540  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.102  -0.376  -1.721  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.909   1.953  -1.272  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.380   4.310  -1.327  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.118   5.314   0.332  1.00  0.00           H  
HETATM   39  H12 UNL     1      -2.091   3.884   2.073  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4   27
CONECT    4    5
CONECT    5    6   14   22
CONECT    6    7    7   13
CONECT    7    8   28
CONECT    8    9    9   29
CONECT    9   10   11
CONECT   10   30
CONECT   11   12   13   13
CONECT   13   31
CONECT   14   15   15   21
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18   19
CONECT   18   34
CONECT   19   20   21   21
CONECT   21   35
CONECT   22   23   23   27
CONECT   23   24   36
CONECT   24   25   25   37
CONECT   25   26   38
CONECT   26   27   27   39
END

HMDB0036699
     RDKit          3D
Chlorophenol red
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.9821    0.2942    2.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    0.7986    2.4592 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.4752    1.1697    3.8897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4094   -0.2883    1.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215    0.0596    0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9931   -0.7740   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -0.2175   -1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5570   -1.0193   -2.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6308   -2.3824   -1.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -3.1203   -2.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -2.9364   -0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -4.6745   -0.5740 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0787   -2.1370   -0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833   -0.3640    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -0.5976    1.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4734   -0.9948    1.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062   -1.1629   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2138   -1.5616   -0.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0520   -0.9378   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5976   -1.1501   -2.7154 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7496   -0.5414   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127    1.4940    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    2.3071   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    3.6551   -0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847    4.2569    0.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180    3.4275    1.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1353    2.0871    1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6804    0.8615   -1.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424   -0.5651   -2.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5436   -4.1400   -2.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4993   -2.5768    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7980   -0.4569    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -1.1673    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8499   -1.7298    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -0.3762   -1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9095    1.9531   -1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    4.3101   -1.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    5.3140    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908    3.8835    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
  5 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27  2  1  0
 13  6  1  0
 21 14  1  0
 27 22  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 21 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  1  0
 26 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3',3''-Dichlorophenol- sulfonphthalein	HMDB
3',3''-Dichlorophenolsulfonphthalein	HMDB
3',3'-Dichlorophenolsulfonaphthalein	HMDB
3,3'-Dichlorophenolsulfonephthalein	HMDB
3,3-Bis(3-chloro-4-hydroxyphenyl)3H-2,1-benzoxathiole S,S-dioxide	HMDB
4,4'-(3H-2,1-Benzoxathiol-3-ylidene)bis[2-chlorophenol], 9ci	HMDB
Chlorophenol red indicator	HMDB
Chlorphenol red	HMDB
Chlorphenolsulfonphthalein	HMDB
Dichlorophenolsulfonephthalein	HMDB
Reduced 2,6-dichlorophenolindophenol	HMDB
Chlorophenol red	MeSH

Chemical Formula

C₁₉H₁₂Cl₂O₅S

Average Molecular Weight

423.267

Monoisotopic Molecular Weight

421.978249598

IUPAC Name

3,3-bis(3-chloro-4-hydroxyphenyl)-3H-2,1λ⁶-benzoxathiole-1,1-dione

Traditional Name

chlorophenol red

CAS Registry Number

4430-20-0

SMILES

OC1=C(Cl)C=C(C=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(Cl)=C(O)C=C1

InChI Identifier

InChI=1S/C19H12Cl2O5S/c20-14-9-11(5-7-16(14)22)19(12-6-8-17(23)15(21)10-12)13-3-1-2-4-18(13)27(24,25)26-19/h1-10,22-23H

InChI Key

WWAABJGNHFGXSJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Benzofuranones

Direct Parent

Benzofuranones

Alternative Parents

Substituents

Benzofuranone
Phthalide
Benzoxathiole
2-halophenol
2-chlorophenol
1-hydroxy-2-unsubstituted benzenoid
Chlorobenzene
Halobenzene
Phenol
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Organosulfonic acid ester
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Organochloride
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0036699)
Cell membrane (HMDB: HMDB0036699)

Source

Exogenous

Exogenous (HMDB: HMDB0036699)

Food

Food (HMDB: HMDB0036699)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036699)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Dye (HMDB: HMDB0036699)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	261 - 262 °C	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
Water Solubility	0.002 g/L	ALOGPS
logP	4.05	ALOGPS
logP	5.32	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	7.6	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	103.73 m³·mol⁻¹	ChemAxon
Polarizability	39.1 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]-	220.993	30932474
DeepCCS	[M+Na]+	196.195	30932474
AllCCS	[M+H]+	189.8	32859911
AllCCS	[M+H-H2O]+	187.1	32859911
AllCCS	[M+NH4]+	192.3	32859911
AllCCS	[M+Na]+	193.1	32859911
AllCCS	[M-H]-	175.5	32859911
AllCCS	[M+Na-2H]-	174.4	32859911
AllCCS	[M+HCOO]-	173.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlorophenol red	OC1=C(Cl)C=C(C=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(Cl)=C(O)C=C1	4882.2	Standard polar	33892256
Chlorophenol red	OC1=C(Cl)C=C(C=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(Cl)=C(O)C=C1	3107.3	Standard non polar	33892256
Chlorophenol red	OC1=C(Cl)C=C(C=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(Cl)=C(O)C=C1	3449.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chlorophenol red,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2(C3=CC=C(O)C(Cl)=C3)OS(=O)(=O)C3=CC=CC=C32)C=C1Cl	3416.1	Semi standard non polar	33892256
Chlorophenol red,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2(C3=CC=C(O[Si](C)(C)C)C(Cl)=C3)OS(=O)(=O)C3=CC=CC=C32)C=C1Cl	3400.0	Semi standard non polar	33892256
Chlorophenol red,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2(C3=CC=C(O)C(Cl)=C3)OS(=O)(=O)C3=CC=CC=C32)C=C1Cl	3684.8	Semi standard non polar	33892256
Chlorophenol red,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C3)OS(=O)(=O)C3=CC=CC=C32)C=C1Cl	3946.5	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 - Chlorophenol red GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1494300000-ebb14e53125f5d2cd442	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorophenol red GC-MS (2 TMS) - 70eV, Positive	splash10-014i-4009310000-098761853c02178713aa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorophenol red GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 10V, Positive-QTOF	splash10-00di-0010900000-651aa37ef605713d2223	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 20V, Positive-QTOF	splash10-00di-0231900000-1a6db8cbf0685e7a217e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 40V, Positive-QTOF	splash10-0f6x-3941000000-f59792ab4e0112506545	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 10V, Negative-QTOF	splash10-00di-0002900000-d80d8e61b9c7699a088c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 20V, Negative-QTOF	splash10-00fr-0413900000-fe687c782d1e635377e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 40V, Negative-QTOF	splash10-004l-2933100000-d08a557d24ab7802a80c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 10V, Positive-QTOF	splash10-00di-0000900000-b05d41c97edf4017e4aa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 20V, Positive-QTOF	splash10-00di-0012900000-0a65edb4ef991df36de0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 40V, Positive-QTOF	splash10-001i-0196000000-dc0ddd8ae2cc9a445447	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 10V, Negative-QTOF	splash10-00di-0000900000-554c75aa4fb3fcdea4cf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 20V, Negative-QTOF	splash10-00di-0100900000-63a7ae30c2d49dc071aa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorophenol red 40V, Negative-QTOF	splash10-03di-1190100000-7d964675c4f9b59003be	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015635

KNApSAcK ID

Not Available

Chemspider ID

19293

KEGG Compound ID

C05720

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chlorophenol red

METLIN ID

Not Available

PubChem Compound

20486

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)

Download (PDF)

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Chlorophenol red (HMDB0036699)

MOL for HMDB0036699 (Chlorophenol red)

3D MOL for HMDB0036699 (Chlorophenol red)

3D SDF for HMDB0036699 (Chlorophenol red)

3D-SDF for HMDB0036699 (Chlorophenol red)

PDB for HMDB0036699 (Chlorophenol red)

3D PDB for HMDB0036699 (Chlorophenol red)

SMILES for HMDB0036699 (Chlorophenol red)

INCHI for HMDB0036699 (Chlorophenol red)

Structure for HMDB0036699 (Chlorophenol red)

3D Structure for HMDB0036699 (Chlorophenol red)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra