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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:42:27 UTC

Update Date

2021-09-26 23:10:59 UTC

HMDB ID

HMDB0255832

Secondary Accession Numbers

None

Metabolite Identification

Common Name

o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride

Description

o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride, also known as PBTFBCL CPD, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Based on a literature review a small amount of articles have been published on o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride. This compound has been identified in human blood as reported by (PMID: 31557052 ). O-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride 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

  Mrv1652309112117422D          

 28 29  0  0  0  0            999 V2000
   -0.8245   -3.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -3.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1100   -2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6044   -2.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1100   -1.2663    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263   -1.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4891   -0.6632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -1.3341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381   -0.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9626   -0.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3998   -1.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2243   -1.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6116   -0.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1744    0.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9127    0.8512    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5617    0.9088    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4361   -0.4905    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6615   -1.9473    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0125   -2.0049    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1517   -1.3629    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679   -2.0913    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679   -3.7413    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -4.5663    0.0000 F   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  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
 16 23  1  0  0  0  0
 15 24  1  0  0  0  0
  5 25  1  0  0  0  0
  4 26  1  0  0  0  0
  3 27  1  0  0  0  0
  2 28  1  0  0  0  0
M  END

HMDB0255832
     RDKit          3D
o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.3437    0.9818    3.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    0.1462    2.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2532   -1.3544    3.4386 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0428    0.3560    1.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218   -0.0320    0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8126   -0.2230   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1038   -0.5740   -0.7258 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -0.2850   -1.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.4338   -2.7216 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5314   -0.1694   -1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303   -0.2330   -2.1558 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -0.1462    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -1.5249    0.5828 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758    0.4637    0.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371    1.2783    0.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -0.0206   -0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3714    0.1847   -1.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996    0.0241   -0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605   -0.9497   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972   -1.8720   -1.8953 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8849   -1.0651   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6158   -2.0895   -1.2942 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4293   -0.1684    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7390   -0.2203    0.4420 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6275    0.8348    0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2264    1.7447    1.5002 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    0.9127    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    1.9270    0.7815 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    1.5182    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1537   -0.1951    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800   -0.1821   -2.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.3665   -1.5151 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  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 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
 27 28  1  0
 12  4  1  0
 27 18  1  0
  4 29  1  0
  5 30  1  0
 17 31  1  0
 17 32  1  0
M  END

  Mrv1652309112117422D          

 28 29  0  0  0  0            999 V2000
   -0.8245   -3.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -3.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1100   -2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6044   -2.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1100   -1.2663    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263   -1.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4891   -0.6632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -1.3341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381   -0.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9626   -0.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3998   -1.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2243   -1.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6116   -0.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1744    0.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9127    0.8512    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5617    0.9088    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4361   -0.4905    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6615   -1.9473    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0125   -2.0049    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1517   -1.3629    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679   -2.0913    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679   -3.7413    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -4.5663    0.0000 F   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  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
 16 23  1  0  0  0  0
 15 24  1  0  0  0  0
  5 25  1  0  0  0  0
  4 26  1  0  0  0  0
  3 27  1  0  0  0  0
  2 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255832

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC(C(Cl)=O)C(F)(C(=O)OCC2=C(F)C(F)=C(F)C(F)=C2F)C(F)=C1F

> <INCHI_IDENTIFIER>
InChI=1S/C15H4ClF9O3/c16-13(26)4-1-5(17)8(20)12(24)15(4,25)14(27)28-2-3-6(18)9(21)11(23)10(22)7(3)19/h1,4H,2H2

> <INCHI_KEY>
FJRUTVYWMGHETO-UHFFFAOYSA-N

> <FORMULA>
C15H4ClF9O3

> <MOLECULAR_WEIGHT>
438.63

> <EXACT_MASS>
437.9705252

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.34919553916709

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2,3,4,5,6-pentafluorophenyl)methyl 6-(carboxy)-1,2,3,4-tetrafluorocyclohexa-2,4-diene-1-carboxylate

> <ALOGPS_LOGP>
4.43

> <JCHEM_LOGP>
3.1320993913333335

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.54954771729144

> <JCHEM_PKA_STRONGEST_BASIC>
-7.603305366353384

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
76.57850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.56e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2,3,4,5,6-pentafluorophenyl)methyl 6-(carboxy)-1,2,3,4-tetrafluorocyclohexa-2,4-diene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255832
     RDKit          3D
o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.3437    0.9818    3.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    0.1462    2.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2532   -1.3544    3.4386 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0428    0.3560    1.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218   -0.0320    0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8126   -0.2230   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1038   -0.5740   -0.7258 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -0.2850   -1.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.4338   -2.7216 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5314   -0.1694   -1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303   -0.2330   -2.1558 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -0.1462    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -1.5249    0.5828 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758    0.4637    0.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371    1.2783    0.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -0.0206   -0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3714    0.1847   -1.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996    0.0241   -0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605   -0.9497   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972   -1.8720   -1.8953 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8849   -1.0651   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6158   -2.0895   -1.2942 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4293   -0.1684    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7390   -0.2203    0.4420 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6275    0.8348    0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2264    1.7447    1.5002 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    0.9127    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    1.9270    0.7815 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    1.5182    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1537   -0.1951    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800   -0.1821   -2.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.3665   -1.5151 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  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 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
 27 28  1  0
 12  4  1  0
 27 18  1  0
  4 29  1  0
  5 30  1  0
 17 31  1  0
 17 32  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      -1.539  -6.214   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.873  -6.984   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.206  -6.214   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.206  -4.674   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.873  -3.904   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.539  -4.674   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.205  -3.904   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.128  -4.674   0.000  0.00  0.00           O+0
HETATM    9 Cl   UNK     0      -0.205  -2.364   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0      -3.596  -2.544   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.780  -1.238   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.135  -2.490   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.858  -1.131   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.397  -1.077   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.213  -2.383   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.752  -2.329   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.475  -0.969   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.659   0.337   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.120   0.283   0.000  0.00  0.00           C+0
HETATM   20  F   UNK     0      -7.304   1.589   0.000  0.00  0.00           F+0
HETATM   21  F   UNK     0     -10.382   1.696   0.000  0.00  0.00           F+0
HETATM   22  F   UNK     0     -12.014  -0.916   0.000  0.00  0.00           F+0
HETATM   23  F   UNK     0     -10.568  -3.635   0.000  0.00  0.00           F+0
HETATM   24  F   UNK     0      -7.490  -3.743   0.000  0.00  0.00           F+0
HETATM   25  F   UNK     0      -2.150  -2.544   0.000  0.00  0.00           F+0
HETATM   26  F   UNK     0      -5.540  -3.904   0.000  0.00  0.00           F+0
HETATM   27  F   UNK     0      -5.540  -6.984   0.000  0.00  0.00           F+0
HETATM   28  F   UNK     0      -2.873  -8.524   0.000  0.00  0.00           F+0
CONECT    1    2    6                                                       
CONECT    2    1    3   28                                                  
CONECT    3    2    4   27                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6   10   25                                             
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21   18                                                            
CONECT   22   17                                                            
CONECT   23   16                                                            
CONECT   24   15                                                            
CONECT   25    5                                                            
CONECT   26    4                                                            
CONECT   27    3                                                            
CONECT   28    2                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0255832
HETATM    1  O1  UNL     1      -2.344   0.982   3.315  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.820   0.146   2.619  1.00  0.00           C  
HETATM    3 CL1  UNL     1      -3.253  -1.354   3.439  1.00  0.00          CL  
HETATM    4  C2  UNL     1      -3.043   0.356   1.189  1.00  0.00           C  
HETATM    5  C3  UNL     1      -4.422  -0.032   0.828  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.813  -0.223  -0.405  1.00  0.00           C  
HETATM    7  F1  UNL     1      -6.104  -0.574  -0.726  1.00  0.00           F  
HETATM    8  C5  UNL     1      -3.822  -0.285  -1.457  1.00  0.00           C  
HETATM    9  F2  UNL     1      -4.204  -0.434  -2.722  1.00  0.00           F  
HETATM   10  C6  UNL     1      -2.531  -0.169  -1.141  1.00  0.00           C  
HETATM   11  F3  UNL     1      -1.630  -0.233  -2.156  1.00  0.00           F  
HETATM   12  C7  UNL     1      -2.030  -0.146   0.255  1.00  0.00           C  
HETATM   13  F4  UNL     1      -1.820  -1.525   0.583  1.00  0.00           F  
HETATM   14  C8  UNL     1      -0.676   0.464   0.265  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.237   1.278   0.989  1.00  0.00           O  
HETATM   16  O3  UNL     1       0.183  -0.021  -0.748  1.00  0.00           O  
HETATM   17  C9  UNL     1       1.371   0.185  -1.181  1.00  0.00           C  
HETATM   18  C10 UNL     1       2.700   0.024  -0.572  1.00  0.00           C  
HETATM   19  C11 UNL     1       3.560  -0.950  -1.062  1.00  0.00           C  
HETATM   20  F5  UNL     1       2.997  -1.872  -1.895  1.00  0.00           F  
HETATM   21  C12 UNL     1       4.885  -1.065  -0.754  1.00  0.00           C  
HETATM   22  F6  UNL     1       5.616  -2.089  -1.294  1.00  0.00           F  
HETATM   23  C13 UNL     1       5.429  -0.168   0.115  1.00  0.00           C  
HETATM   24  F7  UNL     1       6.739  -0.220   0.442  1.00  0.00           F  
HETATM   25  C14 UNL     1       4.628   0.835   0.659  1.00  0.00           C  
HETATM   26  F8  UNL     1       5.226   1.745   1.500  1.00  0.00           F  
HETATM   27  C15 UNL     1       3.264   0.913   0.300  1.00  0.00           C  
HETATM   28  F9  UNL     1       2.512   1.927   0.782  1.00  0.00           F  
HETATM   29  H1  UNL     1      -3.106   1.518   1.018  1.00  0.00           H  
HETATM   30  H2  UNL     1      -5.154  -0.195   1.616  1.00  0.00           H  
HETATM   31  H3  UNL     1       1.480  -0.182  -2.285  1.00  0.00           H  
HETATM   32  H4  UNL     1       1.418   1.366  -1.515  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5   12   29
CONECT    5    6    6   30
CONECT    6    7    8
CONECT    8    9   10   10
CONECT   10   11   12
CONECT   12   13   14
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   31   32
CONECT   18   19   19   27
CONECT   19   20   21
CONECT   21   22   23   23
CONECT   23   24   25
CONECT   25   26   27   27
CONECT   27   28
END

HMDB0255832
     RDKit          3D
o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.3437    0.9818    3.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204    0.1462    2.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2532   -1.3544    3.4386 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0428    0.3560    1.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218   -0.0320    0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8126   -0.2230   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1038   -0.5740   -0.7258 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -0.2850   -1.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.4338   -2.7216 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5314   -0.1694   -1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303   -0.2330   -2.1558 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -0.1462    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -1.5249    0.5828 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758    0.4637    0.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371    1.2783    0.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -0.0206   -0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3714    0.1847   -1.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996    0.0241   -0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605   -0.9497   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972   -1.8720   -1.8953 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8849   -1.0651   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6158   -2.0895   -1.2942 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4293   -0.1684    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7390   -0.2203    0.4420 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6275    0.8348    0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2264    1.7447    1.5002 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    0.9127    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    1.9270    0.7815 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    1.5182    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1537   -0.1951    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800   -0.1821   -2.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.3665   -1.5151 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  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 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
 27 28  1  0
 12  4  1  0
 27 18  1  0
  4 29  1  0
  5 30  1  0
 17 31  1  0
 17 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2,3,4,5,6-Pentafluorophenyl)methyl 6-(carbonochloridoyl)-1,2,3,4-tetrafluorocyclohexa-2,4-diene-1-carboxylic acid	HMDB
PBTFBCL CPD	HMDB

Chemical Formula

C₁₅H₄ClF₉O₃

Average Molecular Weight

438.63

Monoisotopic Molecular Weight

437.9705252

IUPAC Name

(2,3,4,5,6-pentafluorophenyl)methyl 6-(carboxy)-1,2,3,4-tetrafluorocyclohexa-2,4-diene-1-carboxylate

Traditional Name

(2,3,4,5,6-pentafluorophenyl)methyl 6-(carboxy)-1,2,3,4-tetrafluorocyclohexa-2,4-diene-1-carboxylate

CAS Registry Number

Not Available

SMILES

FC1=CC(C(Cl)=O)C(F)(C(=O)OCC2=C(F)C(F)=C(F)C(F)=C2F)C(F)=C1F

InChI Identifier

InChI=1S/C15H4ClF9O3/c16-13(26)4-1-5(17)8(20)12(24)15(4,25)14(27)28-2-3-6(18)9(21)11(23)10(22)7(3)19/h1,4H,2H2

InChI Key

FJRUTVYWMGHETO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyloxycarbonyls

Direct Parent

Benzyloxycarbonyls

Alternative Parents

Substituents

Benzyloxycarbonyl
Halobenzene
Fluorobenzene
Aryl halide
Aryl fluoride
Alpha-halocarboxylic acid or derivatives
Alpha-halocarboxylic acid derivative
Carboxylic acid ester
Fluoroalkene
Haloalkene
Vinyl halide
Vinyl fluoride
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acyl halide
Acyl chloride
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organofluoride
Organochloride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl fluoride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	4.43	ALOGPS
logP	3.13	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	5.55	ChemAxon
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	76.58 m³·mol⁻¹	ChemAxon
Polarizability	28.35 Å³	ChemAxon
Number of Rings	2	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]+	184.036	30932474
DeepCCS	[M-H]-	181.676	30932474
DeepCCS	[M-2H]-	215.507	30932474
DeepCCS	[M+Na]+	190.58	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride	FC1=CC(C(Cl)=O)C(F)(C(=O)OCC2=C(F)C(F)=C(F)C(F)=C2F)C(F)=C1F	2209.6	Standard polar	33892256
o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride	FC1=CC(C(Cl)=O)C(F)(C(=O)OCC2=C(F)C(F)=C(F)C(F)=C2F)C(F)=C1F	1645.0	Standard non polar	33892256
o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride	FC1=CC(C(Cl)=O)C(F)(C(=O)OCC2=C(F)C(F)=C(F)C(F)=C2F)C(F)=C1F	1664.6	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 - o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-3910200000-c52301658a306e395e90	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

67155744

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129837315

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 o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride (HMDB0255832)

MOL for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

3D MOL for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

3D SDF for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

3D-SDF for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

PDB for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

3D PDB for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

SMILES for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

INCHI for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

Structure for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

3D Structure for HMDB0255832 (o-(pentafluorobenzyloxycarbonyl)-2,3,4,5-tetrafluorobenzoyl chloride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra