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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-20 21:09:57 UTC

Update Date

2019-07-23 07:13:10 UTC

HMDB ID

HMDB0059915

Secondary Accession Numbers

HMDB59915

Metabolite Identification

Common Name

4-Dodecylbenzenesulfonic Acid

Description

4-Dodecylbenzenesulfonic Acid, also known as 4-dodecylbenzenesulphonate, belongs to the class of organic compounds known as benzenesulfonic acids and derivatives. These are organic compounds containing a sulfonic acid or a derivative thereof that is linked to a benzene ring. 4-Dodecylbenzenesulfonic Acid is an extremely strong acidic compound (based on its pKa). 4-Dodecylbenzenesulfonic Acid is a sodium dodecylbenzenesulfonate, a series of organic compounds with the formula C12H25C6H4SO3Na. It is a major component of laundry detergent. It is a colourless salt with useful properties as a surfactant. It is usually produced as a mixture of related sulfonates.

Structure

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

HMDB0059915
     RDKit          3D
4-Dodecylbenzenesulfonic Acid
 52 52  0  0  0  0  0  0  0  0999 V2000
   -7.1076   -1.6943   -0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8505   -0.4851    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4765    0.1149    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4264   -0.9076    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -0.3726    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334    0.0403   -1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.5376   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    1.7432   -1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6796    1.9395    0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2219    0.9861    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197    0.9444    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961   -0.0725    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7817   -0.2232    0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019   -1.1274   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5257   -1.2157   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4655   -0.3748    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1532   -0.4443   -0.4346 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.3136   -0.8613   -1.8716 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7621    0.9024   -0.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9270   -1.5545    0.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0718    0.5301    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7460    0.5907    1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3525   -1.7636   -1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1294   -2.6202    0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1317   -1.6049   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8611   -0.7956    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6122    0.2999    0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4344    0.4113   -1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397    1.0310    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155   -1.8125   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4472   -1.1482    1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772    0.4083    0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499   -1.2582    0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5897    0.8098   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134   -0.8577   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132   -0.3634   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    0.7081   -2.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6261    2.6062   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0165    2.0473   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5652    2.1690    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    2.9456    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1563   -0.0384    1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532    1.3636    2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    0.6852   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    1.9209    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4050    0.3040    2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -1.0427    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4605   -1.7793   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837   -1.9161   -1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2381   -2.2250    0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8197    1.1859    1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4842    1.3340    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 15 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
M  END

  Mrv0541 03201314092D          

 22 22  0  0  0  0            999 V2000
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    8.3605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    9.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.0750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 12  1  0  0  0  0
 17 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  2  0  0  0  0
 18 16  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  2  0  0  0  0
 22 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059915

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3S/c1-2-3-4-5-6-7-8-9-10-11-12-17-13-15-18(16-14-17)22(19,20)21/h13-16H,2-12H2,1H3,(H,19,20,21)

> <INCHI_KEY>
KWXICGTUELOLSQ-UHFFFAOYSA-N

> <FORMULA>
C18H30O3S

> <MOLECULAR_WEIGHT>
326.494

> <EXACT_MASS>
326.191565516

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.58991292552901

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-dodecylbenzene-1-sulfonic acid

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
6.557829237000001

> <ALOGPS_LOGS>
-6.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8357933549423802

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
92.33269999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.68e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dodecylbenzenesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059915
     RDKit          3D
4-Dodecylbenzenesulfonic Acid
 52 52  0  0  0  0  0  0  0  0999 V2000
   -7.1076   -1.6943   -0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8505   -0.4851    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4765    0.1149    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4264   -0.9076    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -0.3726    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334    0.0403   -1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.5376   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    1.7432   -1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6796    1.9395    0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2219    0.9861    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197    0.9444    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961   -0.0725    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7817   -0.2232    0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019   -1.1274   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5257   -1.2157   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4655   -0.3748    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1532   -0.4443   -0.4346 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.3136   -0.8613   -1.8716 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7621    0.9024   -0.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9270   -1.5545    0.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0718    0.5301    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7460    0.5907    1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3525   -1.7636   -1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1294   -2.6202    0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1317   -1.6049   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8611   -0.7956    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6122    0.2999    0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4344    0.4113   -1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397    1.0310    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155   -1.8125   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4472   -1.1482    1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772    0.4083    0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499   -1.2582    0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5897    0.8098   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134   -0.8577   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132   -0.3634   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    0.7081   -2.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6261    2.6062   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0165    2.0473   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5652    2.1690    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    2.9456    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1563   -0.0384    1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532    1.3636    2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    0.6852   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    1.9209    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4050    0.3040    2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -1.0427    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4605   -1.7793   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837   -1.9161   -1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2381   -2.2250    0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8197    1.1859    1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4842    1.3340    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 15 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
M  END

HEADER    PROTEIN                                 20-MAR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-13         0                                  
HETATM    1  C   UNK     0      -9.336  14.630   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  14.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  14.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  14.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  14.630   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  13.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  16.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  16.940   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  16.170   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.003  17.710   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      11.439  15.606   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.899  18.274   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0      10.669  16.940   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   17                                                       
CONECT   13   15   17                                                       
CONECT   14   16   17                                                       
CONECT   15   13   18                                                       
CONECT   16   14   18                                                       
CONECT   17   12   13   14                                                  
CONECT   18   15   16   22                                                  
CONECT   19   22                                                            
CONECT   20   22                                                            
CONECT   21   22                                                            
CONECT   22   18   19   20   21                                             
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0059915
HETATM    1  C1  UNL     1      -7.108  -1.694  -0.515  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.850  -0.485   0.345  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.476   0.115   0.047  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.426  -0.908   0.325  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.008  -0.373   0.062  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.833   0.040  -1.347  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.490   0.538  -1.740  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.939   1.743  -1.155  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.680   1.939   0.257  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.222   0.986   0.951  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.620   0.944   0.370  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.396  -0.073   1.194  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.782  -0.223   0.745  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.202  -1.127  -0.207  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.526  -1.216  -0.584  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.466  -0.375   0.005  1.00  0.00           C  
HETATM   17  S1  UNL     1       8.153  -0.444  -0.435  1.00  0.00           S  
HETATM   18  O1  UNL     1       8.314  -0.861  -1.872  1.00  0.00           O  
HETATM   19  O2  UNL     1       8.762   0.902  -0.192  1.00  0.00           O  
HETATM   20  O3  UNL     1       8.927  -1.554   0.580  1.00  0.00           O  
HETATM   21  C17 UNL     1       6.072   0.530   0.951  1.00  0.00           C  
HETATM   22  C18 UNL     1       4.746   0.591   1.303  1.00  0.00           C  
HETATM   23  H1  UNL     1      -6.352  -1.764  -1.350  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.129  -2.620   0.093  1.00  0.00           H  
HETATM   25  H3  UNL     1      -8.132  -1.605  -0.972  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.861  -0.796   1.406  1.00  0.00           H  
HETATM   27  H5  UNL     1      -7.612   0.300   0.118  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.434   0.411  -1.028  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.340   1.031   0.643  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.615  -1.812  -0.271  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.447  -1.148   1.415  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.877   0.408   0.824  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.350  -1.258   0.307  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.590   0.810  -1.657  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.113  -0.858  -1.985  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.813  -0.363  -1.693  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.562   0.708  -2.876  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.626   2.606  -1.481  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.016   2.047  -1.719  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.565   2.169   0.857  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.086   2.946   0.321  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.156  -0.038   1.049  1.00  0.00           H  
HETATM   43  H21 UNL     1       0.353   1.364   2.007  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.641   0.685  -0.695  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.141   1.921   0.497  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.405   0.304   2.236  1.00  0.00           H  
HETATM   47  H25 UNL     1       1.844  -1.043   1.223  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.461  -1.779  -0.660  1.00  0.00           H  
HETATM   49  H27 UNL     1       5.884  -1.916  -1.328  1.00  0.00           H  
HETATM   50  H28 UNL     1       8.238  -2.225   0.849  1.00  0.00           H  
HETATM   51  H29 UNL     1       6.820   1.186   1.408  1.00  0.00           H  
HETATM   52  H30 UNL     1       4.484   1.334   2.066  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   14   22
CONECT   14   15   48
CONECT   15   16   16   49
CONECT   16   17   21
CONECT   17   18   18   19   19
CONECT   17   20
CONECT   20   50
CONECT   21   22   22   51
CONECT   22   52
END

HMDB0059915
     RDKit          3D
4-Dodecylbenzenesulfonic Acid
 52 52  0  0  0  0  0  0  0  0999 V2000
   -7.1076   -1.6943   -0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8505   -0.4851    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4765    0.1149    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4264   -0.9076    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -0.3726    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334    0.0403   -1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.5376   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    1.7432   -1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6796    1.9395    0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2219    0.9861    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197    0.9444    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961   -0.0725    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7817   -0.2232    0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019   -1.1274   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5257   -1.2157   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4655   -0.3748    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1532   -0.4443   -0.4346 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.3136   -0.8613   -1.8716 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7621    0.9024   -0.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9270   -1.5545    0.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0718    0.5301    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7460    0.5907    1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3525   -1.7636   -1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1294   -2.6202    0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1317   -1.6049   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8611   -0.7956    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6122    0.2999    0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4344    0.4113   -1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397    1.0310    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155   -1.8125   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4472   -1.1482    1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772    0.4083    0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499   -1.2582    0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5897    0.8098   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134   -0.8577   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132   -0.3634   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    0.7081   -2.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6261    2.6062   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0165    2.0473   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5652    2.1690    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    2.9456    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1563   -0.0384    1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532    1.3636    2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    0.6852   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    1.9209    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4050    0.3040    2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -1.0427    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4605   -1.7793   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837   -1.9161   -1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2381   -2.2250    0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8197    1.1859    1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4842    1.3340    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 15 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Dodecylbenzenesulfonate	Generator
4-Dodecylbenzenesulphonate	Generator
4-Dodecylbenzenesulphonic acid	Generator
4-Dodecylbenzene-1-sulfonate	Generator
4-Dodecylbenzene-1-sulphonate	Generator
4-Dodecylbenzene-1-sulphonic acid	Generator

Chemical Formula

C₁₈H₃₀O₃S

Average Molecular Weight

326.494

Monoisotopic Molecular Weight

326.191565516

IUPAC Name

4-dodecylbenzene-1-sulfonic acid

Traditional Name

dodecylbenzenesulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O

InChI Identifier

InChI=1S/C18H30O3S/c1-2-3-4-5-6-7-8-9-10-11-12-17-13-15-18(16-14-17)22(19,20)21/h13-16H,2-12H2,1H3,(H,19,20,21)

InChI Key

KWXICGTUELOLSQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonic acids and derivatives. These are organic compounds containing a sulfonic acid or a derivative thereof that is linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonic acids and derivatives

Direct Parent

Benzenesulfonic acids and derivatives

Alternative Parents

Substituents

Benzenesulfonate
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
Arylsulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059915)

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
Water Solubility	0.00027 g/L	ALOGPS
logP	3.85	ALOGPS
logP	6.56	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	92.33 m³·mol⁻¹	ChemAxon
Polarizability	39.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	184.396	31661259
DarkChem	[M-H]-	183.447	31661259
DeepCCS	[M+H]+	182.788	30932474
DeepCCS	[M-H]-	180.197	30932474
DeepCCS	[M-2H]-	213.907	30932474
DeepCCS	[M+Na]+	190.535	30932474
AllCCS	[M+H]+	184.3	32859911
AllCCS	[M+H-H2O]+	181.4	32859911
AllCCS	[M+NH4]+	187.0	32859911
AllCCS	[M+Na]+	187.8	32859911
AllCCS	[M-H]-	184.8	32859911
AllCCS	[M+Na-2H]-	186.0	32859911
AllCCS	[M+HCOO]-	187.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Dodecylbenzenesulfonic Acid	CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O	3672.8	Standard polar	33892256
4-Dodecylbenzenesulfonic Acid	CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O	2558.5	Standard non polar	33892256
4-Dodecylbenzenesulfonic Acid	CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O	2674.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Dodecylbenzenesulfonic Acid,1TMS,isomer #1	CCCCCCCCCCCCC1=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C1	2691.3	Semi standard non polar	33892256
4-Dodecylbenzenesulfonic Acid,1TMS,isomer #1	CCCCCCCCCCCCC1=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C1	2544.7	Standard non polar	33892256
4-Dodecylbenzenesulfonic Acid,1TMS,isomer #1	CCCCCCCCCCCCC1=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C1	3104.7	Standard polar	33892256
4-Dodecylbenzenesulfonic Acid,1TBDMS,isomer #1	CCCCCCCCCCCCC1=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1	2958.3	Semi standard non polar	33892256
4-Dodecylbenzenesulfonic Acid,1TBDMS,isomer #1	CCCCCCCCCCCCC1=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1	2778.3	Standard non polar	33892256
4-Dodecylbenzenesulfonic Acid,1TBDMS,isomer #1	CCCCCCCCCCCCC1=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1	3101.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Dodecylbenzenesulfonic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fv-9560000000-68d7e05f84eb86a1d265	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Dodecylbenzenesulfonic Acid 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid LC-ESI-QFT , negative-QTOF	splash10-004i-0209000000-4a579ba26b483f6ad141	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 35V, Negative-QTOF	splash10-004i-0209000000-79aa9aac443a14439ca6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 10V, Positive-QTOF	splash10-004i-0119000000-d59e89216e6445877649	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 20V, Positive-QTOF	splash10-054n-4693000000-fe27dfbebd2126eccdbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 40V, Positive-QTOF	splash10-0k96-8980000000-6797c0d8509911a3aff1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 10V, Negative-QTOF	splash10-004i-0009000000-a183454ec88d6395773c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 20V, Negative-QTOF	splash10-004i-2029000000-bb4cd17a14566a37755c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 40V, Negative-QTOF	splash10-001i-9010000000-b7df4746a0c823502831	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 10V, Positive-QTOF	splash10-004i-0009000000-2898276063187d5621a8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 20V, Positive-QTOF	splash10-004i-2459000000-bc9b5c37542282a28010	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 40V, Positive-QTOF	splash10-0fai-4920000000-3a7e3eedbcd8363c267b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 10V, Negative-QTOF	splash10-004i-0009000000-f1724605cc5142423d08	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 20V, Negative-QTOF	splash10-004i-0009000000-f1724605cc5142423d08	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Dodecylbenzenesulfonic Acid 40V, Negative-QTOF	splash10-001i-9411000000-99aba32b8c56a90f599d	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8485

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

Not Available

Showing metabocard for 4-Dodecylbenzenesulfonic Acid (HMDB0059915)

MOL for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

3D MOL for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

3D SDF for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

3D-SDF for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

PDB for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

3D PDB for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

SMILES for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

INCHI for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

Structure for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

3D Structure for HMDB0059915 (4-Dodecylbenzenesulfonic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra