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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 16:58:02 UTC

Update Date

2019-11-01 15:20:32 UTC

HMDB ID

HMDB0060571

Secondary Accession Numbers

HMDB60571

Metabolite Identification

Common Name

Carboxycelecoxib

Description

Carboxycelecoxib is a metabolite of celecoxib (PMID: 10681375 ). Celecoxib (trade name: Celebrex) is a sulfa non-steroidal anti-inflammatory drug (NSAID) and selective COX-2 inhibitor used in the treatment of osteoarthritis, rheumatoid arthritis, acute pain, painful menstruation, and menstrual symptoms, and to reduce numbers of colon and rectum polyps in patients with familial adenomatous polyposis. It is marketed by Pfizer. Celecoxib is available by prescription in capsule form (Wikipedia).

Structure

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


  Mrv1652311011916022D          

 28 30  0  0  0  0            999 V2000
    3.2149   -2.4119    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.3401    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849    3.3101    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    3.4926    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0399   -2.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -2.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149    0.8882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475    1.3731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -3.2369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8824    1.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149    0.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670    1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6274    2.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    2.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -0.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -0.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -1.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8385    0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2801    1.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -1.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -1.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2363    0.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6232    0.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0648    1.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175    2.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0209    0.3534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6043    0.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2135   -0.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  1  6  2  0  0  0  0
  1  9  1  0  0  0  0
  1 17  1  0  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4 25  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 14  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  2  0  0  0  0
 11 15  2  0  0  0  0
 11 16  1  0  0  0  0
 12 18  2  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 14 25  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  2  0  0  0  0
 17 20  2  0  0  0  0
 17 21  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
M  END

HMDB0060571
     RDKit          3D
Carboxycelecoxib
 40 42  0  0  0  0  0  0  0  0999 V2000
    5.6029   -2.0782    0.2719 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2942   -0.9869   -1.0657 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.3242    0.1128   -1.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4010   -1.7189   -2.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -0.3032   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7061   -0.3180   -1.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4356    0.2544   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614    0.8502   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    1.5377    0.0253 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    2.8767    0.3958 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634    3.3740    0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3182    4.7507    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5431    5.0549    0.7616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155    4.6663    2.7201 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116    5.6293    0.9693 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9051    2.3954    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2624    1.2371    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136   -0.0138    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -1.0115   -0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -2.1780   -0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572   -2.3294    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4547   -3.5011    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3369   -3.7101    0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2690   -4.4245   -0.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449   -1.3248    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0732   -0.1953    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2081    0.8582    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4370    0.3093    0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7864   -1.4609    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4883   -2.6244    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9317   -0.8165   -2.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    0.1965   -2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    2.4521    1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -0.9909   -1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905   -2.9805   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8589   -4.3260   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6548   -1.4624    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335    0.5619    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    1.3232    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287    0.3148    1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  2  0
  8 27  1  0
 27 28  2  0
 28  5  1  0
 17  9  1  0
 26 18  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  7 32  1  0
 16 33  1  0
 19 34  1  0
 20 35  1  0
 24 36  1  0
 25 37  1  0
 26 38  1  0
 27 39  1  0
 28 40  1  0
M  END


  Mrv1652311011916022D          

 28 30  0  0  0  0            999 V2000
    3.2149   -2.4119    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.3401    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849    3.3101    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    3.4926    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0399   -2.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -2.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149    0.8882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475    1.3731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -3.2369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8824    1.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149    0.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670    1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6274    2.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    2.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -0.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -0.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -1.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8385    0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2801    1.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -1.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -1.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2363    0.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6232    0.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0648    1.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175    2.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0209    0.3534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6043    0.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2135   -0.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  1  6  2  0  0  0  0
  1  9  1  0  0  0  0
  1 17  1  0  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4 25  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 14  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  2  0  0  0  0
 11 15  2  0  0  0  0
 11 16  1  0  0  0  0
 12 18  2  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 14 25  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  2  0  0  0  0
 17 20  2  0  0  0  0
 17 21  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060571

> <DATABASE_NAME>
hmdb

> <SMILES>
NS(=O)(=O)C1=CC=C(C=C1)N1N=C(C=C1C1=CC=C(C=C1)C(O)=O)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C17H12F3N3O4S/c18-17(19,20)15-9-14(10-1-3-11(4-2-10)16(24)25)23(22-15)12-5-7-13(8-6-12)28(21,26)27/h1-9H,(H,24,25)(H2,21,26,27)

> <INCHI_KEY>
WTHNOVFEXONZMI-UHFFFAOYSA-N

> <FORMULA>
C17H12F3N3O4S

> <MOLECULAR_WEIGHT>
411.355

> <EXACT_MASS>
411.050061192

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.17040848771877

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[1-(4-sulfamoylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]benzoic acid

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
3.1536032929999998

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.701482996851126

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9772143908223154

> <JCHEM_PKA_STRONGEST_BASIC>
-0.0005432671448389881

> <JCHEM_POLAR_SURFACE_AREA>
115.27999999999997

> <JCHEM_REFRACTIVITY>
94.44919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[2-(4-sulfamoylphenyl)-5-(trifluoromethyl)pyrazol-3-yl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060571
     RDKit          3D
Carboxycelecoxib
 40 42  0  0  0  0  0  0  0  0999 V2000
    5.6029   -2.0782    0.2719 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2942   -0.9869   -1.0657 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.3242    0.1128   -1.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4010   -1.7189   -2.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -0.3032   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7061   -0.3180   -1.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4356    0.2544   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614    0.8502   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    1.5377    0.0253 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    2.8767    0.3958 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634    3.3740    0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3182    4.7507    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5431    5.0549    0.7616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155    4.6663    2.7201 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116    5.6293    0.9693 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9051    2.3954    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2624    1.2371    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136   -0.0138    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -1.0115   -0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -2.1780   -0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572   -2.3294    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4547   -3.5011    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3369   -3.7101    0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2690   -4.4245   -0.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449   -1.3248    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0732   -0.1953    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2081    0.8582    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4370    0.3093    0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7864   -1.4609    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4883   -2.6244    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9317   -0.8165   -2.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    0.1965   -2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    2.4521    1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -0.9909   -1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905   -2.9805   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8589   -4.3260   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6548   -1.4624    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335    0.5619    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    1.3232    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287    0.3148    1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  2  0
  8 27  1  0
 27 28  2  0
 28  5  1  0
 17  9  1  0
 26 18  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  7 32  1  0
 16 33  1  0
 19 34  1  0
 20 35  1  0
 24 36  1  0
 25 37  1  0
 26 38  1  0
 27 39  1  0
 28 40  1  0
M  END

HEADER    PROTEIN                                 01-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-NOV-19         0                                  
HETATM    1  S   UNK     0       6.001  -4.502   0.000  0.00  0.00           S+0
HETATM    2  F   UNK     0       3.080   4.368   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0       5.572   6.179   0.000  0.00  0.00           F+0
HETATM    4  F   UNK     0       3.421   6.520   0.000  0.00  0.00           F+0
HETATM    5  O   UNK     0       7.541  -4.502   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.461  -4.502   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       6.001   1.658   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       4.755   2.563   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       6.001  -6.042   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.247   2.563   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.001   0.118   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.712   2.087   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.771   4.028   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.231   4.028   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.335  -0.652   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.668  -0.652   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.001  -2.962   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.032   0.581   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.856   3.118   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.335  -2.192   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.668  -2.192   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.641   1.135   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.497   0.105   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.321   2.642   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.326   5.274   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.106   0.660   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      14.195   1.749   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      13.465  -0.838   0.000  0.00  0.00           O+0
CONECT    1    5    6    9   17                                             
CONECT    2   25                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    8   10   11                                                  
CONECT    8    7   14                                                       
CONECT    9    1                                                            
CONECT   10    7   12   13                                                  
CONECT   11    7   15   16                                                  
CONECT   12   10   18   19                                                  
CONECT   13   10   14                                                       
CONECT   14    8   13   25                                                  
CONECT   15   11   20                                                       
CONECT   16   11   21                                                       
CONECT   17    1   20   21                                                  
CONECT   18   12   23                                                       
CONECT   19   12   24                                                       
CONECT   20   15   17                                                       
CONECT   21   16   17                                                       
CONECT   22   23   24   26                                                  
CONECT   23   18   22                                                       
CONECT   24   19   22                                                       
CONECT   25    2    3    4   14                                             
CONECT   26   22   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0060571
HETATM    1  N1  UNL     1       5.603  -2.078   0.272  1.00  0.00           N  
HETATM    2  S1  UNL     1       5.294  -0.987  -1.066  1.00  0.00           S  
HETATM    3  O1  UNL     1       6.324   0.113  -1.024  1.00  0.00           O  
HETATM    4  O2  UNL     1       5.401  -1.719  -2.356  1.00  0.00           O  
HETATM    5  C1  UNL     1       3.701  -0.303  -0.861  1.00  0.00           C  
HETATM    6  C2  UNL     1       2.706  -0.318  -1.782  1.00  0.00           C  
HETATM    7  C3  UNL     1       1.436   0.254  -1.552  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.161   0.850  -0.373  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.007   1.538   0.025  1.00  0.00           N  
HETATM   10  N3  UNL     1       0.140   2.877   0.396  1.00  0.00           N  
HETATM   11  C5  UNL     1      -0.963   3.374   0.835  1.00  0.00           C  
HETATM   12  C6  UNL     1      -1.318   4.751   1.334  1.00  0.00           C  
HETATM   13  F1  UNL     1      -2.543   5.055   0.762  1.00  0.00           F  
HETATM   14  F2  UNL     1      -1.416   4.666   2.720  1.00  0.00           F  
HETATM   15  F3  UNL     1      -0.312   5.629   0.969  1.00  0.00           F  
HETATM   16  C7  UNL     1      -1.905   2.395   0.780  1.00  0.00           C  
HETATM   17  C8  UNL     1      -1.262   1.237   0.253  1.00  0.00           C  
HETATM   18  C9  UNL     1      -2.014  -0.014   0.099  1.00  0.00           C  
HETATM   19  C10 UNL     1      -1.749  -1.011  -0.774  1.00  0.00           C  
HETATM   20  C11 UNL     1      -2.519  -2.178  -0.757  1.00  0.00           C  
HETATM   21  C12 UNL     1      -3.557  -2.329   0.144  1.00  0.00           C  
HETATM   22  C13 UNL     1      -4.455  -3.501   0.150  1.00  0.00           C  
HETATM   23  O3  UNL     1      -5.337  -3.710   0.987  1.00  0.00           O  
HETATM   24  O4  UNL     1      -4.269  -4.424  -0.889  1.00  0.00           O  
HETATM   25  C14 UNL     1      -3.845  -1.325   1.048  1.00  0.00           C  
HETATM   26  C15 UNL     1      -3.073  -0.195   1.008  1.00  0.00           C  
HETATM   27  C16 UNL     1       2.208   0.858   0.585  1.00  0.00           C  
HETATM   28  C17 UNL     1       3.437   0.309   0.373  1.00  0.00           C  
HETATM   29  H1  UNL     1       5.786  -1.461   1.156  1.00  0.00           H  
HETATM   30  H2  UNL     1       6.488  -2.624   0.124  1.00  0.00           H  
HETATM   31  H3  UNL     1       2.932  -0.817  -2.728  1.00  0.00           H  
HETATM   32  H4  UNL     1       0.740   0.197  -2.383  1.00  0.00           H  
HETATM   33  H5  UNL     1      -2.952   2.452   1.069  1.00  0.00           H  
HETATM   34  H6  UNL     1      -0.965  -0.991  -1.520  1.00  0.00           H  
HETATM   35  H7  UNL     1      -2.291  -2.981  -1.471  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.859  -4.326  -1.738  1.00  0.00           H  
HETATM   37  H9  UNL     1      -4.655  -1.462   1.750  1.00  0.00           H  
HETATM   38  H10 UNL     1      -3.334   0.562   1.747  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.013   1.323   1.557  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.229   0.315   1.130  1.00  0.00           H  
CONECT    1    2   29   30
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6    6   28
CONECT    6    7   31
CONECT    7    8    8   32
CONECT    8    9   27
CONECT    9   10   17
CONECT   10   11   11
CONECT   11   12   16
CONECT   12   13   14   15
CONECT   16   17   17   33
CONECT   17   18
CONECT   18   19   19   26
CONECT   19   20   34
CONECT   20   21   21   35
CONECT   21   22   25
CONECT   22   23   23   24
CONECT   24   36
CONECT   25   26   26   37
CONECT   26   38
CONECT   27   28   28   39
CONECT   28   40
END

HMDB0060571
     RDKit          3D
Carboxycelecoxib
 40 42  0  0  0  0  0  0  0  0999 V2000
    5.6029   -2.0782    0.2719 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2942   -0.9869   -1.0657 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.3242    0.1128   -1.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4010   -1.7189   -2.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -0.3032   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7061   -0.3180   -1.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4356    0.2544   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614    0.8502   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    1.5377    0.0253 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    2.8767    0.3958 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634    3.3740    0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3182    4.7507    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5431    5.0549    0.7616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155    4.6663    2.7201 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116    5.6293    0.9693 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9051    2.3954    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2624    1.2371    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136   -0.0138    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -1.0115   -0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -2.1780   -0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572   -2.3294    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4547   -3.5011    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3369   -3.7101    0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2690   -4.4245   -0.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449   -1.3248    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0732   -0.1953    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2081    0.8582    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4370    0.3093    0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7864   -1.4609    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4883   -2.6244    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9317   -0.8165   -2.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    0.1965   -2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    2.4521    1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -0.9909   -1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905   -2.9805   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8589   -4.3260   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6548   -1.4624    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335    0.5619    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    1.3232    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287    0.3148    1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  2  0
  8 27  1  0
 27 28  2  0
 28  5  1  0
 17  9  1  0
 26 18  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  7 32  1  0
 16 33  1  0
 19 34  1  0
 20 35  1  0
 24 36  1  0
 25 37  1  0
 26 38  1  0
 27 39  1  0
 28 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Carboxycelecoxib	HMDB
Carboxylic acid celecoxib	HMDB
Celecoxib carboxylic acid	HMDB

Chemical Formula

C₁₇H₁₂F₃N₃O₄S

Average Molecular Weight

411.355

Monoisotopic Molecular Weight

411.050061192

IUPAC Name

4-[1-(4-sulfamoylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]benzoic acid

Traditional Name

4-[2-(4-sulfamoylphenyl)-5-(trifluoromethyl)pyrazol-3-yl]benzoic acid

CAS Registry Number

170571-01-4

SMILES

NS(=O)(=O)C1=CC=C(C=C1)N1N=C(C=C1C1=CC=C(C=C1)C(O)=O)C(F)(F)F

InChI Identifier

InChI=1S/C17H12F3N3O4S/c18-17(19,20)15-9-14(10-1-3-11(4-2-10)16(24)25)23(22-15)12-5-7-13(8-6-12)28(21,26)27/h1-9H,(H,24,25)(H2,21,26,27)

InChI Key

WTHNOVFEXONZMI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Benzenesulfonamide
Benzoic acid or derivatives
Benzoic acid
Benzenesulfonyl group
Benzoyl
Monocyclic benzene moiety
Organosulfonic acid amide
Benzenoid
Aminosulfonyl compound
Sulfonyl
Heteroaromatic compound
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alkyl halide
Organofluoride
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alkyl fluoride
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060571)

Organ

Kidney (HMDB: HMDB0060571)
Liver (HMDB: HMDB0060571)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060571)

Cellular substructure

Cytoplasm (HMDB: HMDB0060571)
Membrane (HMDB: HMDB0060571)

Source

Endogenous

Endogenous (HMDB: HMDB0060571)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Celecoxib Action Pathway (PathBank: SMP0000096)

Metabolic pathway

Celecoxib Metabolism Pathway (PathBank: SMP0000644)

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
Water Solubility	0.0032 g/L	ALOGPS
logP	3.24	ALOGPS
logP	3.15	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.98	ChemAxon
pKa (Strongest Basic)	-0.00054	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	115.28 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.45 m³·mol⁻¹	ChemAxon
Polarizability	36.17 Å³	ChemAxon
Number of Rings	3	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]+	182.276	30932474
DeepCCS	[M-H]-	179.918	30932474
DeepCCS	[M-2H]-	213.318	30932474
DeepCCS	[M+Na]+	188.453	30932474
AllCCS	[M+H]+	189.2	32859911
AllCCS	[M+H-H2O]+	186.4	32859911
AllCCS	[M+NH4]+	191.7	32859911
AllCCS	[M+Na]+	192.4	32859911
AllCCS	[M-H]-	182.4	32859911
AllCCS	[M+Na-2H]-	181.7	32859911
AllCCS	[M+HCOO]-	181.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.42 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6155 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.55 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1724.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	306.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	188.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	166.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	491.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	526.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	120.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1014.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	432.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1349.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	311.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	410.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	282.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	208.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	132.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carboxycelecoxib	NS(=O)(=O)C1=CC=C(C=C1)N1N=C(C=C1C1=CC=C(C=C1)C(O)=O)C(F)(F)F	5149.7	Standard polar	33892256
Carboxycelecoxib	NS(=O)(=O)C1=CC=C(C=C1)N1N=C(C=C1C1=CC=C(C=C1)C(O)=O)C(F)(F)F	2846.1	Standard non polar	33892256
Carboxycelecoxib	NS(=O)(=O)C1=CC=C(C=C1)N1N=C(C=C1C1=CC=C(C=C1)C(O)=O)C(F)(F)F	3318.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carboxycelecoxib,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(C2=CC(C(F)(F)F)=NN2C2=CC=C(S(N)(=O)=O)C=C2)C=C1	3341.6	Semi standard non polar	33892256
Carboxycelecoxib,1TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O)C=C2)C=C1	3331.3	Semi standard non polar	33892256
Carboxycelecoxib,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O[Si](C)(C)C)C=C2)C=C1	3273.8	Semi standard non polar	33892256
Carboxycelecoxib,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O[Si](C)(C)C)C=C2)C=C1	3321.8	Standard non polar	33892256
Carboxycelecoxib,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O[Si](C)(C)C)C=C2)C=C1	3789.1	Standard polar	33892256
Carboxycelecoxib,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O)C=C2)C=C1	3287.1	Semi standard non polar	33892256
Carboxycelecoxib,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O)C=C2)C=C1	3428.5	Standard non polar	33892256
Carboxycelecoxib,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O)C=C2)C=C1	4011.4	Standard polar	33892256
Carboxycelecoxib,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(C2=CC(C(F)(F)F)=NN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3281.2	Semi standard non polar	33892256
Carboxycelecoxib,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(C2=CC(C(F)(F)F)=NN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3465.2	Standard non polar	33892256
Carboxycelecoxib,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(C2=CC(C(F)(F)F)=NN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3728.9	Standard polar	33892256
Carboxycelecoxib,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C2=CC(C(F)(F)F)=NN2C2=CC=C(S(N)(=O)=O)C=C2)C=C1	3608.9	Semi standard non polar	33892256
Carboxycelecoxib,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O)C=C2)C=C1	3587.7	Semi standard non polar	33892256
Carboxycelecoxib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2)C=C1	3769.5	Semi standard non polar	33892256
Carboxycelecoxib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2)C=C1	3797.4	Standard non polar	33892256
Carboxycelecoxib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2)C=C1	3851.6	Standard polar	33892256
Carboxycelecoxib,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O)C=C2)C=C1	3833.2	Semi standard non polar	33892256
Carboxycelecoxib,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O)C=C2)C=C1	3854.5	Standard non polar	33892256
Carboxycelecoxib,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(N2N=C(C(F)(F)F)C=C2C2=CC=C(C(=O)O)C=C2)C=C1	3981.4	Standard polar	33892256
Carboxycelecoxib,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C2=CC(C(F)(F)F)=NN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4004.5	Semi standard non polar	33892256
Carboxycelecoxib,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C2=CC(C(F)(F)F)=NN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4128.8	Standard non polar	33892256
Carboxycelecoxib,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C2=CC(C(F)(F)F)=NN2C2=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	3819.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Carboxycelecoxib GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ke-0309000000-5c9efd3105d5eb76a27b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carboxycelecoxib GC-MS (1 TMS) - 70eV, Positive	splash10-00xu-7029400000-d1fc1a817b1e76cdb7f3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carboxycelecoxib GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carboxycelecoxib 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 - Carboxycelecoxib 10V, Positive-QTOF	splash10-03dl-0009600000-c51f5a53c7d893371dd5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 20V, Positive-QTOF	splash10-066u-0109100000-f2781f5649505037f3d8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 40V, Positive-QTOF	splash10-0229-2195000000-23bafa8161b944732f5a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 10V, Negative-QTOF	splash10-03di-0023900000-17881fe887ed5105f5a6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 20V, Negative-QTOF	splash10-02t9-0039500000-f339079e0d263a263232	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 40V, Negative-QTOF	splash10-03fr-4092000000-c7b34c65678236e5072d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 10V, Positive-QTOF	splash10-03di-0001900000-1adede28a98d139143e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 20V, Positive-QTOF	splash10-03di-0004900000-6e1773e04bc4e0bf1af1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 40V, Positive-QTOF	splash10-03di-0298600000-7a777ff8f790a77bd595	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 10V, Negative-QTOF	splash10-03di-0002900000-43b9bb4b7c18554dc57f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 20V, Negative-QTOF	splash10-02t9-6005900000-35946dce1299409af69c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboxycelecoxib 40V, Negative-QTOF	splash10-014i-9010000000-c8916af06465cbe182d0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Celecoxib Action Pathway		Not Available
Celecoxib Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

8222783

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10047220

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

Paulson SK, Hribar JD, Liu NW, Hajdu E, Bible RH Jr, Piergies A, Karim A: Metabolism and excretion of [(14)C]celecoxib in healthy male volunteers. Drug Metab Dispos. 2000 Mar;28(3):308-14. [PubMed:10681375 ]

Showing metabocard for Carboxycelecoxib (HMDB0060571)

MOL for HMDB0060571 (Carboxycelecoxib)

3D MOL for HMDB0060571 (Carboxycelecoxib)

3D SDF for HMDB0060571 (Carboxycelecoxib)

3D-SDF for HMDB0060571 (Carboxycelecoxib)

PDB for HMDB0060571 (Carboxycelecoxib)

3D PDB for HMDB0060571 (Carboxycelecoxib)

SMILES for HMDB0060571 (Carboxycelecoxib)

INCHI for HMDB0060571 (Carboxycelecoxib)

Structure for HMDB0060571 (Carboxycelecoxib)

3D Structure for HMDB0060571 (Carboxycelecoxib)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra