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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:59:54 UTC

Update Date

2021-09-26 23:02:33 UTC

HMDB ID

HMDB0250852

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dansylproline

Description

Dansylproline belongs to the class of organic compounds known as 1-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. Based on a literature review a small amount of articles have been published on Dansylproline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dansylproline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dansylproline 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

HMDB0250852
     RDKit          3D
Dansylproline
 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.6299    1.6416   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569    0.2467   -0.6010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6278   -0.5574   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540   -0.3016   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -1.2848   -1.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101   -1.8198   -1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -1.4312   -0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.4554    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195   -0.0779    1.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461   -0.6766    1.1179 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.7438   -2.1922    1.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704   -0.1351    2.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6732   -0.2788   -0.2431 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0629   -1.4435   -0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734   -1.4802   -0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9008    0.0112   -0.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8395    0.4691    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860    1.9183   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6080    2.4463   -0.3813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7496    2.7524    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2452    0.9115    2.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933    1.4679    2.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4721    1.0697    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1631    0.0987    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2463    2.1652   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6472    2.1478   -1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2055    1.7267   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908   -1.2488    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9914   -1.1069   -1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4613    0.0874    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560   -1.6100   -2.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962   -2.5903   -2.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3757   -1.8799   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6809   -1.4732   -2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7296   -2.4002   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9649   -2.0068   -0.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -1.8961   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7866    0.4880   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246    0.1552   -0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.1369    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128    3.4451   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129    1.2200    2.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7679    2.2290    2.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4623    1.5121    1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  4  1  0
 24  8  1  0
 17 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
M  END


  Mrv1652309112110002D          

 24 26  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -3.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -3.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -3.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -4.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1946   -2.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250852

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N1CCCC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H20N2O4S/c1-18(2)14-8-3-7-13-12(14)6-4-10-16(13)24(22,23)19-11-5-9-15(19)17(20)21/h3-4,6-8,10,15H,5,9,11H2,1-2H3,(H,20,21)

> <INCHI_KEY>
ZHJIWURDCGMVQE-UHFFFAOYSA-N

> <FORMULA>
C17H20N2O4S

> <MOLECULAR_WEIGHT>
348.42

> <EXACT_MASS>
348.114378306

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.60165314967938

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
1.86

> <JCHEM_LOGP>
0.7967783723201188

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3154859816461983

> <JCHEM_PKA_STRONGEST_BASIC>
4.648130853325466

> <JCHEM_POLAR_SURFACE_AREA>
77.92

> <JCHEM_REFRACTIVITY>
92.25899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[5-(dimethylamino)naphthalen-1-ylsulfonyl]pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250852
     RDKit          3D
Dansylproline
 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.6299    1.6416   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569    0.2467   -0.6010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6278   -0.5574   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540   -0.3016   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -1.2848   -1.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101   -1.8198   -1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -1.4312   -0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.4554    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195   -0.0779    1.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461   -0.6766    1.1179 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.7438   -2.1922    1.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704   -0.1351    2.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6732   -0.2788   -0.2431 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0629   -1.4435   -0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734   -1.4802   -0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9008    0.0112   -0.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8395    0.4691    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860    1.9183   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6080    2.4463   -0.3813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7496    2.7524    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2452    0.9115    2.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933    1.4679    2.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4721    1.0697    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1631    0.0987    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2463    2.1652   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6472    2.1478   -1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2055    1.7267   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908   -1.2488    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9914   -1.1069   -1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4613    0.0874    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560   -1.6100   -2.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962   -2.5903   -2.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3757   -1.8799   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6809   -1.4732   -2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7296   -2.4002   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9649   -2.0068   -0.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -1.8961   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7866    0.4880   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246    0.1552   -0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.1369    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128    3.4451   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129    1.2200    2.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7679    2.2290    2.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4623    1.5121    1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  4  1  0
 24  8  1  0
 17 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       2.667  -4.620   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       1.127  -4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.207  -4.620   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       2.667  -6.160   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.913  -7.065   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.437  -8.530   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.897  -8.530   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.421  -7.065   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.043  -6.589   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.188  -7.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.363  -5.083   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0250852
HETATM    1  C1  UNL     1      -4.630   1.642  -0.935  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.457   0.247  -0.601  1.00  0.00           N  
HETATM    3  C2  UNL     1      -5.628  -0.557  -0.283  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.154  -0.302  -0.591  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.876  -1.285  -1.525  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.610  -1.820  -1.537  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.603  -1.431  -0.672  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.874  -0.455   0.256  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.120  -0.078   1.124  1.00  0.00           C  
HETATM   10  S1  UNL     1       1.746  -0.677   1.118  1.00  0.00           S  
HETATM   11  O1  UNL     1       1.744  -2.192   1.320  1.00  0.00           O  
HETATM   12  O2  UNL     1       2.470  -0.135   2.343  1.00  0.00           O  
HETATM   13  N2  UNL     1       2.673  -0.279  -0.243  1.00  0.00           N  
HETATM   14  C9  UNL     1       3.063  -1.444  -0.966  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.573  -1.480  -0.987  1.00  0.00           C  
HETATM   16  C11 UNL     1       4.901   0.011  -0.876  1.00  0.00           C  
HETATM   17  C12 UNL     1       3.840   0.469   0.098  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.686   1.918  -0.014  1.00  0.00           C  
HETATM   19  O3  UNL     1       2.608   2.446  -0.381  1.00  0.00           O  
HETATM   20  O4  UNL     1       4.750   2.752   0.291  1.00  0.00           O  
HETATM   21  C14 UNL     1      -0.245   0.911   2.054  1.00  0.00           C  
HETATM   22  C15 UNL     1      -1.493   1.468   2.101  1.00  0.00           C  
HETATM   23  C16 UNL     1      -2.472   1.070   1.214  1.00  0.00           C  
HETATM   24  C17 UNL     1      -2.163   0.099   0.280  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.246   2.165  -0.178  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.647   2.148  -1.029  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.205   1.727  -1.900  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.391  -1.249   0.545  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.991  -1.107  -1.186  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.461   0.087   0.039  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.656  -1.610  -2.222  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.396  -2.590  -2.270  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.376  -1.880  -0.696  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.681  -1.473  -2.001  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.730  -2.400  -0.488  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.965  -2.007  -0.085  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.999  -1.896  -1.898  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.787   0.488  -1.855  1.00  0.00           H  
HETATM   39  H15 UNL     1       5.925   0.155  -0.493  1.00  0.00           H  
HETATM   40  H16 UNL     1       4.171   0.137   1.112  1.00  0.00           H  
HETATM   41  H17 UNL     1       5.113   3.445  -0.379  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.513   1.220   2.740  1.00  0.00           H  
HETATM   43  H19 UNL     1      -1.768   2.229   2.819  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.462   1.512   1.258  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4
CONECT    3   28   29   30
CONECT    4    5    5   24
CONECT    5    6   31
CONECT    6    7    7   32
CONECT    7    8   33
CONECT    8    9    9   24
CONECT    9   10   21
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   13   14   17
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   17   38   39
CONECT   17   18   40
CONECT   18   19   19   20
CONECT   20   41
CONECT   21   22   22   42
CONECT   22   23   43
CONECT   23   24   24   44
END

HMDB0250852
     RDKit          3D
Dansylproline
 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.6299    1.6416   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569    0.2467   -0.6010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6278   -0.5574   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540   -0.3016   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -1.2848   -1.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101   -1.8198   -1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -1.4312   -0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.4554    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195   -0.0779    1.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461   -0.6766    1.1179 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.7438   -2.1922    1.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704   -0.1351    2.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6732   -0.2788   -0.2431 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0629   -1.4435   -0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734   -1.4802   -0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9008    0.0112   -0.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8395    0.4691    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860    1.9183   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6080    2.4463   -0.3813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7496    2.7524    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2452    0.9115    2.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933    1.4679    2.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4721    1.0697    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1631    0.0987    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2463    2.1652   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6472    2.1478   -1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2055    1.7267   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908   -1.2488    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9914   -1.1069   -1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4613    0.0874    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560   -1.6100   -2.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962   -2.5903   -2.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3757   -1.8799   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6809   -1.4732   -2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7296   -2.4002   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9649   -2.0068   -0.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -1.8961   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7866    0.4880   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246    0.1552   -0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.1369    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128    3.4451   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129    1.2200    2.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7679    2.2290    2.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4623    1.5121    1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  4  1  0
 24  8  1  0
 17 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₂₀N₂O₄S

Average Molecular Weight

348.42

Monoisotopic Molecular Weight

348.114378306

IUPAC Name

1-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}pyrrolidine-2-carboxylic acid

Traditional Name

1-[5-(dimethylamino)naphthalen-1-ylsulfonyl]pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C17H20N2O4S/c1-18(2)14-8-3-7-13-12(14)6-4-10-16(13)24(22,23)19-11-5-9-15(19)17(20)21/h3-4,6-8,10,15H,5,9,11H2,1-2H3,(H,20,21)

InChI Key

ZHJIWURDCGMVQE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalene sulfonic acids and derivatives

Direct Parent

1-naphthalene sulfonic acids and derivatives

Alternative Parents

Substituents

1-naphthalene sulfonamide
Naphthalene sulfonamide
1-naphthalene sulfonic acid or derivatives
Proline or derivatives
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Organosulfonic acid amide
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Pyrrolidine
Amino acid
Tertiary amine
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.86	ALOGPS
logP	0.8	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	4.65	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.26 m³·mol⁻¹	ChemAxon
Polarizability	35.6 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]+	174.23	30932474
DeepCCS	[M-H]-	171.872	30932474
DeepCCS	[M-2H]-	204.758	30932474
DeepCCS	[M+Na]+	180.324	30932474
AllCCS	[M+H]+	180.9	32859911
AllCCS	[M+H-H2O]+	178.0	32859911
AllCCS	[M+NH4]+	183.6	32859911
AllCCS	[M+Na]+	184.4	32859911
AllCCS	[M-H]-	178.1	32859911
AllCCS	[M+Na-2H]-	178.0	32859911
AllCCS	[M+HCOO]-	178.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dansylproline	CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N1CCCC1C(O)=O	4419.2	Standard polar	33892256
Dansylproline	CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N1CCCC1C(O)=O	3030.4	Standard non polar	33892256
Dansylproline	CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N1CCCC1C(O)=O	3039.6	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 - Dansylproline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9102000000-0e3314fb3060b85412b4	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dansylproline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dansylproline GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dansylproline GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylproline 10V, Negative-QTOF	splash10-0002-0009000000-964e02185ce7f1543b4c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylproline 20V, Negative-QTOF	splash10-0f6t-0629000000-7a5adb53d1dd7e508013	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylproline 40V, Negative-QTOF	splash10-03di-6922000000-db42725cbca30c72b923	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylproline 10V, Positive-QTOF	splash10-0002-0009000000-bcf552d3d950948a820a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylproline 20V, Positive-QTOF	splash10-00dj-5903000000-cc9adc4bbd977d79e66f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylproline 40V, Positive-QTOF	splash10-00dj-7915000000-e25358e6dc5a205111ba	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

520533

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

598802

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 Dansylproline (HMDB0250852)

MOL for HMDB0250852 (Dansylproline)

3D MOL for HMDB0250852 (Dansylproline)

3D SDF for HMDB0250852 (Dansylproline)

3D-SDF for HMDB0250852 (Dansylproline)

PDB for HMDB0250852 (Dansylproline)

3D PDB for HMDB0250852 (Dansylproline)

SMILES for HMDB0250852 (Dansylproline)

INCHI for HMDB0250852 (Dansylproline)

Structure for HMDB0250852 (Dansylproline)

3D Structure for HMDB0250852 (Dansylproline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra