Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:28:58 UTC

Update Date

2021-09-26 22:57:12 UTC

HMDB ID

HMDB0247479

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lignosulfonic acid

Description

3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Based on a literature review very few articles have been published on 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lignosulfonic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lignosulfonic acid 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


  Mrv1572004251602332D          

 32 33  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
   -1.4289    2.4750    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  0  0  0  0
 14  5  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 15  6  1  0  0  0  0
 15 12  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 18  7  2  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 15  2  0  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 28  1  1  0  0  0  0
 28 18  1  0  0  0  0
 29  2  1  0  0  0  0
 29 19  1  0  0  0  0
 30 16  1  0  0  0  0
 30 17  1  0  0  0  0
 31 10  1  0  0  0  0
 31 22  1  0  0  0  0
 31 23  2  0  0  0  0
 31 24  2  0  0  0  0
 32 13  1  0  0  0  0
 32 25  1  0  0  0  0
 32 26  2  0  0  0  0
 32 27  2  0  0  0  0
M  END

HMDB0247479
     RDKit          3D
Lignosulfonic acid
 58 59  0  0  0  0  0  0  0  0999 V2000
    0.7200    2.2970   -1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1861    1.0865   -1.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681    0.2847   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    0.6921    0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928   -0.0403    0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634    0.4532    1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4534   -0.0262    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8441    0.4527    0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0154    2.2087    0.3975 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.5036    2.4997    0.5203 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2705    2.8922    1.4820 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5611    2.8259   -1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231   -1.2292    1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384   -1.6452    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -0.9321    0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7940   -1.2588   -0.1024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5927   -2.3509    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7257   -2.1432    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7817   -1.2046    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0533   -1.6210    0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0203   -0.6838    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7275    0.6560    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630    1.1135    0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1539    2.4789    0.6181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2044    3.3862    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5154    0.1456    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375    0.6364    1.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244   -3.2381   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3684   -2.5652   -2.4477 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.4558   -1.5253   -3.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891   -3.6871   -3.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.9510   -2.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9946    2.9356   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572    2.1259   -2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272    2.8239   -2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6101    1.6328   -0.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7913    0.1813    2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3963    1.5619    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4783   -1.1387    0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0873    0.3239   -0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1289    0.0758    1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5808    0.0535   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9226    2.2929   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471   -1.8599    1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -2.5790    1.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590   -2.9909    0.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -1.8703    2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386   -3.1257    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3047   -2.7026    0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0313   -0.9853   -0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4858    1.4282    0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434    3.1510   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0298    3.1767    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    4.4346    0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930    1.5923    1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -4.1865   -0.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6862   -3.6216   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -0.9861   -2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  2  0
 26 27  1  0
 17 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  2  0
 29 32  1  0
 15  3  1  0
 26 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 32 58  1  0
M  END


  Mrv1572004251602332D          

 32 33  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
   -1.4289    2.4750    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  0  0  0  0
 14  5  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 15  6  1  0  0  0  0
 15 12  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 18  7  2  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 15  2  0  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 28  1  1  0  0  0  0
 28 18  1  0  0  0  0
 29  2  1  0  0  0  0
 29 19  1  0  0  0  0
 30 16  1  0  0  0  0
 30 17  1  0  0  0  0
 31 10  1  0  0  0  0
 31 22  1  0  0  0  0
 31 23  2  0  0  0  0
 31 24  2  0  0  0  0
 32 13  1  0  0  0  0
 32 25  1  0  0  0  0
 32 26  2  0  0  0  0
 32 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247479

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC(CC(CS(O)(=O)=O)OC2=C(OC)C=C(CCCS(O)(=O)=O)C=C2)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O10S2/c1-28-18-7-3-6-15(20(18)21)12-16(13-32(25,26)27)30-17-9-8-14(11-19(17)29-2)5-4-10-31(22,23)24/h3,6-9,11,16,21H,4-5,10,12-13H2,1-2H3,(H,22,23,24)(H,25,26,27)

> <INCHI_KEY>
FOGYNLXERPKEGN-UHFFFAOYSA-N

> <FORMULA>
C20H26O10S2

> <MOLECULAR_WEIGHT>
490.54

> <EXACT_MASS>
490.096739385

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.99697048547828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid

> <ALOGPS_LOGP>
-0.86

> <JCHEM_LOGP>
1.966131615

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-0.8615636565570179

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.46613454272621

> <JCHEM_PKA_STRONGEST_BASIC>
-4.429208138444924

> <JCHEM_POLAR_SURFACE_AREA>
156.65999999999997

> <JCHEM_REFRACTIVITY>
115.71849999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247479
     RDKit          3D
Lignosulfonic acid
 58 59  0  0  0  0  0  0  0  0999 V2000
    0.7200    2.2970   -1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1861    1.0865   -1.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681    0.2847   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    0.6921    0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928   -0.0403    0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634    0.4532    1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4534   -0.0262    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8441    0.4527    0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0154    2.2087    0.3975 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.5036    2.4997    0.5203 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2705    2.8922    1.4820 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5611    2.8259   -1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231   -1.2292    1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384   -1.6452    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -0.9321    0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7940   -1.2588   -0.1024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5927   -2.3509    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7257   -2.1432    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7817   -1.2046    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0533   -1.6210    0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0203   -0.6838    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7275    0.6560    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630    1.1135    0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1539    2.4789    0.6181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2044    3.3862    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5154    0.1456    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375    0.6364    1.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244   -3.2381   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3684   -2.5652   -2.4477 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.4558   -1.5253   -3.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891   -3.6871   -3.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.9510   -2.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9946    2.9356   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572    2.1259   -2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272    2.8239   -2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6101    1.6328   -0.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7913    0.1813    2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3963    1.5619    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4783   -1.1387    0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0873    0.3239   -0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1289    0.0758    1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5808    0.0535   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9226    2.2929   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471   -1.8599    1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -2.5790    1.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590   -2.9909    0.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -1.8703    2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386   -3.1257    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3047   -2.7026    0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0313   -0.9853   -0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4858    1.4282    0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434    3.1510   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0298    3.1767    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    4.4346    0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930    1.5923    1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -4.1865   -0.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6862   -3.6216   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -0.9861   -2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  2  0
 26 27  1  0
 17 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  2  0
 29 32  1  0
 15  3  1  0
 26 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 32 58  1  0
M  END

HEADER    PROTEIN                                 25-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-16         0                                  
HETATM    1  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   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   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.335   3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.771   5.184   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -3.231   2.516   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.438  -3.644   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.898  -0.976   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   31  S   UNK     0      -4.001   3.850   0.000  0.00  0.00           S+0
HETATM   32  S   UNK     0       6.668  -2.310   0.000  0.00  0.00           S+0
CONECT    1   28                                                            
CONECT    2   29                                                            
CONECT    3    6    7                                                       
CONECT    4    5   10                                                       
CONECT    5    4   14                                                       
CONECT    6    3   15                                                       
CONECT    7    3   18                                                       
CONECT    8    9   14                                                       
CONECT    9    8   17                                                       
CONECT   10    4   31                                                       
CONECT   11   14   19                                                       
CONECT   12   15   16                                                       
CONECT   13   16   32                                                       
CONECT   14    5    8   11                                                  
CONECT   15    6   12   20                                                  
CONECT   16   12   13   30                                                  
CONECT   17    9   19   30                                                  
CONECT   18    7   20   28                                                  
CONECT   19   11   17   29                                                  
CONECT   20   15   18   21                                                  
CONECT   21   20                                                            
CONECT   22   31                                                            
CONECT   23   31                                                            
CONECT   24   31                                                            
CONECT   25   32                                                            
CONECT   26   32                                                            
CONECT   27   32                                                            
CONECT   28    1   18                                                       
CONECT   29    2   19                                                       
CONECT   30   16   17                                                       
CONECT   31   10   22   23   24                                             
CONECT   32   13   25   26   27                                             
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

COMPND    HMDB0247479
HETATM    1  C1  UNL     1       0.720   2.297  -1.550  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.186   1.087  -1.066  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.968   0.285  -0.259  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.245   0.692   0.046  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.093  -0.040   0.839  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.463   0.453   1.134  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.453  -0.026   0.124  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.844   0.453   0.393  1.00  0.00           C  
HETATM    9  S1  UNL     1       7.015   2.209   0.398  1.00  0.00           S  
HETATM   10  O2  UNL     1       8.504   2.500   0.520  1.00  0.00           O  
HETATM   11  O3  UNL     1       6.270   2.892   1.482  1.00  0.00           O  
HETATM   12  O4  UNL     1       6.561   2.826  -1.113  1.00  0.00           O  
HETATM   13  C8  UNL     1       2.623  -1.229   1.339  1.00  0.00           C  
HETATM   14  C9  UNL     1       1.338  -1.645   1.036  1.00  0.00           C  
HETATM   15  C10 UNL     1       0.469  -0.932   0.244  1.00  0.00           C  
HETATM   16  O5  UNL     1      -0.794  -1.259  -0.102  1.00  0.00           O  
HETATM   17  C11 UNL     1      -1.593  -2.351   0.200  1.00  0.00           C  
HETATM   18  C12 UNL     1      -2.726  -2.143   1.112  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.782  -1.205   0.781  1.00  0.00           C  
HETATM   20  C14 UNL     1      -5.053  -1.621   0.469  1.00  0.00           C  
HETATM   21  C15 UNL     1      -6.020  -0.684   0.208  1.00  0.00           C  
HETATM   22  C16 UNL     1      -5.727   0.656   0.256  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.463   1.113   0.566  1.00  0.00           C  
HETATM   24  O6  UNL     1      -4.154   2.479   0.618  1.00  0.00           O  
HETATM   25  C18 UNL     1      -5.204   3.386   0.337  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.515   0.146   0.823  1.00  0.00           C  
HETATM   27  O7  UNL     1      -2.237   0.636   1.135  1.00  0.00           O  
HETATM   28  C20 UNL     1      -1.724  -3.238  -0.977  1.00  0.00           C  
HETATM   29  S2  UNL     1      -2.368  -2.565  -2.448  1.00  0.00           S  
HETATM   30  O8  UNL     1      -1.456  -1.525  -3.059  1.00  0.00           O  
HETATM   31  O9  UNL     1      -2.389  -3.687  -3.490  1.00  0.00           O  
HETATM   32  O10 UNL     1      -3.891  -1.951  -2.392  1.00  0.00           O  
HETATM   33  H1  UNL     1       0.995   2.936  -0.681  1.00  0.00           H  
HETATM   34  H2  UNL     1       1.657   2.126  -2.140  1.00  0.00           H  
HETATM   35  H3  UNL     1       0.027   2.824  -2.231  1.00  0.00           H  
HETATM   36  H4  UNL     1       2.610   1.633  -0.352  1.00  0.00           H  
HETATM   37  H5  UNL     1       4.791   0.181   2.158  1.00  0.00           H  
HETATM   38  H6  UNL     1       4.396   1.562   1.102  1.00  0.00           H  
HETATM   39  H7  UNL     1       5.478  -1.139   0.181  1.00  0.00           H  
HETATM   40  H8  UNL     1       5.087   0.324  -0.882  1.00  0.00           H  
HETATM   41  H9  UNL     1       7.129   0.076   1.401  1.00  0.00           H  
HETATM   42  H10 UNL     1       7.581   0.054  -0.328  1.00  0.00           H  
HETATM   43  H11 UNL     1       6.923   2.293  -1.844  1.00  0.00           H  
HETATM   44  H12 UNL     1       3.247  -1.860   1.977  1.00  0.00           H  
HETATM   45  H13 UNL     1       1.000  -2.579   1.441  1.00  0.00           H  
HETATM   46  H14 UNL     1      -0.859  -2.991   0.883  1.00  0.00           H  
HETATM   47  H15 UNL     1      -2.276  -1.870   2.129  1.00  0.00           H  
HETATM   48  H16 UNL     1      -3.239  -3.126   1.366  1.00  0.00           H  
HETATM   49  H17 UNL     1      -5.305  -2.703   0.426  1.00  0.00           H  
HETATM   50  H18 UNL     1      -7.031  -0.985  -0.041  1.00  0.00           H  
HETATM   51  H19 UNL     1      -6.486   1.428   0.051  1.00  0.00           H  
HETATM   52  H20 UNL     1      -5.643   3.151  -0.677  1.00  0.00           H  
HETATM   53  H21 UNL     1      -6.030   3.177   1.071  1.00  0.00           H  
HETATM   54  H22 UNL     1      -4.879   4.435   0.381  1.00  0.00           H  
HETATM   55  H23 UNL     1      -1.993   1.592   1.179  1.00  0.00           H  
HETATM   56  H24 UNL     1      -2.275  -4.187  -0.765  1.00  0.00           H  
HETATM   57  H25 UNL     1      -0.686  -3.622  -1.242  1.00  0.00           H  
HETATM   58  H26 UNL     1      -3.876  -0.986  -2.167  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   36
CONECT    5    6   13   13
CONECT    6    7   37   38
CONECT    7    8   39   40
CONECT    8    9   41   42
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   43
CONECT   13   14   44
CONECT   14   15   15   45
CONECT   15   16
CONECT   16   17
CONECT   17   18   28   46
CONECT   18   19   47   48
CONECT   19   20   20   26
CONECT   20   21   49
CONECT   21   22   22   50
CONECT   22   23   51
CONECT   23   24   26   26
CONECT   24   25
CONECT   25   52   53   54
CONECT   26   27
CONECT   27   55
CONECT   28   29   56   57
CONECT   29   30   30   31   31
CONECT   29   32
CONECT   32   58
END

HMDB0247479
     RDKit          3D
Lignosulfonic acid
 58 59  0  0  0  0  0  0  0  0999 V2000
    0.7200    2.2970   -1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1861    1.0865   -1.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681    0.2847   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    0.6921    0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928   -0.0403    0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634    0.4532    1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4534   -0.0262    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8441    0.4527    0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0154    2.2087    0.3975 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.5036    2.4997    0.5203 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2705    2.8922    1.4820 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5611    2.8259   -1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231   -1.2292    1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384   -1.6452    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -0.9321    0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7940   -1.2588   -0.1024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5927   -2.3509    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7257   -2.1432    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7817   -1.2046    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0533   -1.6210    0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0203   -0.6838    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7275    0.6560    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630    1.1135    0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1539    2.4789    0.6181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2044    3.3862    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5154    0.1456    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375    0.6364    1.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244   -3.2381   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3684   -2.5652   -2.4477 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.4558   -1.5253   -3.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891   -3.6871   -3.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.9510   -2.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9946    2.9356   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572    2.1259   -2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272    2.8239   -2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6101    1.6328   -0.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7913    0.1813    2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3963    1.5619    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4783   -1.1387    0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0873    0.3239   -0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1289    0.0758    1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5808    0.0535   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9226    2.2929   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471   -1.8599    1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -2.5790    1.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590   -2.9909    0.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -1.8703    2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386   -3.1257    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3047   -2.7026    0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0313   -0.9853   -0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4858    1.4282    0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434    3.1510   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0298    3.1767    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    4.4346    0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930    1.5923    1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -4.1865   -0.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6862   -3.6216   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8760   -0.9861   -2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  2  0
 26 27  1  0
 17 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  2  0
 29 32  1  0
 15  3  1  0
 26 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 32 58  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-(2-Hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonate	Generator
3-(2-Hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulphopropyl)phenoxy]propane-1-sulphonate	Generator
3-(2-Hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulphopropyl)phenoxy]propane-1-sulphonic acid	Generator
Lignosulfuric acid	MeSH
Lignosulfonates	MeSH
AHR 2438b	MeSH
Lignosulfuric acid, sodium salt	MeSH

Chemical Formula

C₂₀H₂₆O₁₀S₂

Average Molecular Weight

490.54

Monoisotopic Molecular Weight

490.096739385

IUPAC Name

3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid

Traditional Name

3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(CC(CS(O)(=O)=O)OC2=C(OC)C=C(CCCS(O)(=O)=O)C=C2)=C1O

InChI Identifier

InChI=1S/C20H26O10S2/c1-28-18-7-3-6-15(20(18)21)12-16(13-32(25,26)27)30-17-9-8-14(11-19(17)29-2)5-4-10-31(22,23)24/h3,6-9,11,16,21H,4-5,10,12-13H2,1-2H3,(H,22,23,24)(H,25,26,27)

InChI Key

FOGYNLXERPKEGN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Neolignan skeleton
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Organic sulfonic acid or derivatives
Sulfonyl
Alkanesulfonic acid
Organosulfonic acid or derivatives
Organosulfonic acid
Ether
Organosulfur compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.86	ALOGPS
logP	1.97	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	156.66 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	115.72 m³·mol⁻¹	ChemAxon
Polarizability	47 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M+H]+	202.431	30932474
DeepCCS	[M-H]-	200.073	30932474
DeepCCS	[M-2H]-	233.031	30932474
DeepCCS	[M+Na]+	208.525	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.4851 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.39 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2367.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	200.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	172.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	135.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	437.6 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	414.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	681.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	975.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	461.5 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	1120.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	288.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	303.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	329.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	192.9 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	34.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lignosulfonic acid	COC1=CC=CC(CC(CS(O)(=O)=O)OC2=C(OC)C=C(CCCS(O)(=O)=O)C=C2)=C1O	6828.7	Standard polar	33892256
Lignosulfonic acid	COC1=CC=CC(CC(CS(O)(=O)=O)OC2=C(OC)C=C(CCCS(O)(=O)=O)C=C2)=C1O	3622.3	Standard non polar	33892256
Lignosulfonic acid	COC1=CC=CC(CC(CS(O)(=O)=O)OC2=C(OC)C=C(CCCS(O)(=O)=O)C=C2)=C1O	4096.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lignosulfonic acid,2TMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O	3860.7	Semi standard non polar	33892256
Lignosulfonic acid,2TMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O	3950.3	Standard non polar	33892256
Lignosulfonic acid,2TMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O	5533.5	Standard polar	33892256
Lignosulfonic acid,2TMS,isomer #2	COC1=CC(CCCS(=O)(=O)O)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O[Si](C)(C)C	3878.1	Semi standard non polar	33892256
Lignosulfonic acid,2TMS,isomer #2	COC1=CC(CCCS(=O)(=O)O)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O[Si](C)(C)C	3937.7	Standard non polar	33892256
Lignosulfonic acid,2TMS,isomer #2	COC1=CC(CCCS(=O)(=O)O)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O[Si](C)(C)C	5547.1	Standard polar	33892256
Lignosulfonic acid,2TMS,isomer #3	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O)CS(=O)(=O)O[Si](C)(C)C	3883.6	Semi standard non polar	33892256
Lignosulfonic acid,2TMS,isomer #3	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O)CS(=O)(=O)O[Si](C)(C)C	3909.7	Standard non polar	33892256
Lignosulfonic acid,2TMS,isomer #3	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O)CS(=O)(=O)O[Si](C)(C)C	5580.4	Standard polar	33892256
Lignosulfonic acid,3TMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O[Si](C)(C)C	3871.5	Semi standard non polar	33892256
Lignosulfonic acid,3TMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O[Si](C)(C)C	3995.5	Standard non polar	33892256
Lignosulfonic acid,3TMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C)CS(=O)(=O)O[Si](C)(C)C	5102.4	Standard polar	33892256
Lignosulfonic acid,2TBDMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O	4361.0	Semi standard non polar	33892256
Lignosulfonic acid,2TBDMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O	4488.1	Standard non polar	33892256
Lignosulfonic acid,2TBDMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O	5395.3	Standard polar	33892256
Lignosulfonic acid,2TBDMS,isomer #2	COC1=CC(CCCS(=O)(=O)O)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	4360.4	Semi standard non polar	33892256
Lignosulfonic acid,2TBDMS,isomer #2	COC1=CC(CCCS(=O)(=O)O)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	4476.3	Standard non polar	33892256
Lignosulfonic acid,2TBDMS,isomer #2	COC1=CC(CCCS(=O)(=O)O)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	5409.5	Standard polar	33892256
Lignosulfonic acid,2TBDMS,isomer #3	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	4353.5	Semi standard non polar	33892256
Lignosulfonic acid,2TBDMS,isomer #3	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	4467.1	Standard non polar	33892256
Lignosulfonic acid,2TBDMS,isomer #3	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	5391.1	Standard polar	33892256
Lignosulfonic acid,3TBDMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	4534.7	Semi standard non polar	33892256
Lignosulfonic acid,3TBDMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	4815.3	Standard non polar	33892256
Lignosulfonic acid,3TBDMS,isomer #1	COC1=CC(CCCS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OC(CC1=CC=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CS(=O)(=O)O[Si](C)(C)C(C)(C)C	4983.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lignosulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-3933400000-9e3e9e6e6d71058aa687	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lignosulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lignosulfonic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lignosulfonic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lignosulfonic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lignosulfonic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lignosulfonic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lignosulfonic acid GC-MS (TBDMS_1_3) - 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 - Lignosulfonic acid 10V, Positive-QTOF	splash10-006x-0011900000-b9928c37dad414284919	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 20V, Positive-QTOF	splash10-0a6s-0676900000-a3942748087be204de68	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 40V, Positive-QTOF	splash10-00fs-0960000000-c522a4dda22e7e4099be	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 10V, Negative-QTOF	splash10-001a-5061900000-d0a4446c720656055458	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 20V, Negative-QTOF	splash10-001i-9352400000-3b8f2614da3f40e8a81d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 40V, Negative-QTOF	splash10-001i-9340000000-550fe2567d93cbe6ec36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 10V, Positive-QTOF	splash10-0006-0003900000-55519616044a8868c4a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 20V, Positive-QTOF	splash10-000i-1901100000-77034ea0c2f7f2399cd3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 40V, Positive-QTOF	splash10-000i-2920000000-bf8c9e602361cf7499bf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 10V, Negative-QTOF	splash10-01rb-1490200000-2c025612391377657e34	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 20V, Negative-QTOF	splash10-01za-4791000000-3830c6105958f73876c0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lignosulfonic acid 40V, Negative-QTOF	splash10-0089-9821300000-7d7b1a429105285e2067	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

23108

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24712

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 Lignosulfonic acid (HMDB0247479)

MOL for HMDB0247479 (Lignosulfonic acid)

3D MOL for HMDB0247479 (Lignosulfonic acid)

3D SDF for HMDB0247479 (Lignosulfonic acid)

3D-SDF for HMDB0247479 (Lignosulfonic acid)

PDB for HMDB0247479 (Lignosulfonic acid)

3D PDB for HMDB0247479 (Lignosulfonic acid)

SMILES for HMDB0247479 (Lignosulfonic acid)

INCHI for HMDB0247479 (Lignosulfonic acid)

Structure for HMDB0247479 (Lignosulfonic acid)

3D Structure for HMDB0247479 (Lignosulfonic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra