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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (14) Show 14 proteins XML

enzymes (14) Show 14 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:44:38 UTC

HMDB ID

HMDB0000629

Secondary Accession Numbers

HMDB0006277
HMDB00629
HMDB06277

Metabolite Identification

Common Name

Chondroitin

Description

Chondroitin, without the "sulfate", has been used to describe a fraction of chondroitin sulfate with little or no sulfation. However, this distinction is not universally used (Wikipedia ). Chondroitin is a mucopolysaccharide constituent of chondrin. Chondrin is a gelatin-like protein-carbohydrate substance that can be obtained by boiling cartilage in water. Cartilage is a connective tissue that contains cells embedded in a matrix of chondrin. Chondroitin is a glycosaminoglycan (GAG) composed of a chain of alternating sugars (N-acetyl-galactosamine and glucuronic acid). It is usually found attached to proteins as part of a proteoglycan. A chondroitin chain can have over 100 individual sugars, each of which can be sulfated in variable positions and quantities. Chondroitin's functions largely depend on the properties of the overall proteoglycan of which it is a part. These functions can be broadly divided into structural and regulatory roles. However, this division is not absolute and some proteoglycans have both structural and regulatory roles. Chondroitin is an ingredient found commonly in dietary supplements used as an alternative medicine to treat osteoarthritis. It is commonly sold together with glucosamine. The dosage of oral chondroitin used in human clinical trials is 800-1200 mg per day. Most chondroitin appears to be made from extracts of cartilaginous cow and pig tissues (cow trachea and pig ear and nose), but other sources such as shark, fish and bird cartilage are also used. Since chondroitin is not a uniform substance, and is naturally present in a wide variety of forms, the precise composition of each supplement will vary. While it is a prescription or over-the-counter drug in 22 countries, chondroitin is regulated in the U.S. as a food product by the Food and Drug Administration. As a result, there are no mandatory standards for formulation, and no guarantee that the product is correctly labelled.

Structure

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


  Mrv1652303062020112D          

 28 29  0  0  1  0            999 V2000
   14.1858   -6.2600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.8932   -5.8513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.8931   -5.0263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1785   -4.6139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4711   -5.0226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4712   -5.8476    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6602   -7.7037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6602   -8.5287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3747   -8.9412    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0892   -8.5287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0892   -7.7037    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3747   -7.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8782   -8.5103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8147   -8.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3747   -9.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9458   -7.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1860   -7.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5976   -4.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7595   -4.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7600   -6.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5945   -6.2560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2413   -7.6981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9457   -6.4663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5947   -7.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2975   -7.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2998   -4.6208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8686   -7.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7595   -3.7871    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  6  0  0  0
 10 14  1  6  0  0  0
  9 15  1  1  0  0  0
  7 16  1  1  0  0  0
 11 17  1  1  0  0  0
  1 17  1  1  0  0  0
  3 18  1  1  0  0  0
  5 19  1  1  0  0  0
  6 20  1  1  0  0  0
  2 21  1  6  0  0  0
 16 22  1  0  0  0  0
 16 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 26  1  0  0  0  0
 24 27  2  0  0  0  0
 19 28  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1 15   8   9  15  10  14  11  17   1   6  20   5  19  28   4   3
M  SAL   1 11   2  21  24  27  25  12   7  16  23  22  18
M  SDI   1  4   16.2989   -4.2073   16.2981   -5.0323
M  SDI   1  4   10.9222   -8.9336   10.9307   -8.1086
M  SBL   1  2  13  27
M  SMT   1 n
M  END

HMDB0000629
     RDKit          3D
Chondroitin
 50 51  0  0  0  0  0  0  0  0999 V2000
   -1.3269    3.6147   -1.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5841    2.6254   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7767    3.0727    0.6277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122    1.2351   -0.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    0.2365    0.1787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1121   -0.5670   -0.0947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1731   -0.1359    0.7091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110   -1.9175   -0.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2880   -2.3979    1.0710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2011   -2.5447    2.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2134   -3.4350    1.9121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0141   -1.6523    1.4319 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3270   -0.8640    2.5468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134   -0.7675    0.2220 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4988   -0.1523    0.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3460   -0.4200   -0.7620 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4155   -1.1343   -0.3105 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633   -0.5273    0.2737 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1834   -0.3386    1.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162   -0.7554    2.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1150    0.3036    2.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9034    0.7916   -0.3146 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5087    0.5269   -1.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6818    1.6422   -0.5601 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9675    1.7909    0.6315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    0.8080   -1.4865 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5895    0.4176   -2.5578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    3.2038   -2.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    4.5617   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    3.9154   -1.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467    0.9172   -1.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0130    0.7257    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139   -0.3095   -1.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -0.8318    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9478   -3.4485    0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585   -1.5998    2.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879   -3.0711    3.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4964   -3.2150    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1820   -2.3095    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -1.2871    3.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168   -1.3888   -0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -1.1153   -1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512   -1.2355    0.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0949    0.1057    2.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223    1.3164    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -0.4379   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9339    2.6110   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0890    2.1921    0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9908    1.4698   -1.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687   -0.2244   -3.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 14  5  1  0
 26 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  1
  6 33  1  6
  7 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  1
 13 40  1  0
 14 41  1  6
 16 42  1  6
 18 43  1  1
 21 44  1  0
 22 45  1  1
 23 46  1  0
 24 47  1  6
 25 48  1  0
 26 49  1  6
 27 50  1  0
M  END


  Mrv1652303062020112D          

 28 29  0  0  1  0            999 V2000
   14.1858   -6.2600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.8932   -5.8513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.8931   -5.0263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1785   -4.6139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4711   -5.0226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4712   -5.8476    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6602   -7.7037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6602   -8.5287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3747   -8.9412    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0892   -8.5287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0892   -7.7037    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3747   -7.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8782   -8.5103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8147   -8.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3747   -9.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9458   -7.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1860   -7.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5976   -4.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7595   -4.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7600   -6.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5945   -6.2560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2413   -7.6981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9457   -6.4663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5947   -7.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2975   -7.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2998   -4.6208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8686   -7.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7595   -3.7871    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  6  0  0  0
 10 14  1  6  0  0  0
  9 15  1  1  0  0  0
  7 16  1  1  0  0  0
 11 17  1  1  0  0  0
  1 17  1  1  0  0  0
  3 18  1  1  0  0  0
  5 19  1  1  0  0  0
  6 20  1  1  0  0  0
  2 21  1  6  0  0  0
 16 22  1  0  0  0  0
 16 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 26  1  0  0  0  0
 24 27  2  0  0  0  0
 19 28  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1 15   8   9  15  10  14  11  17   1   6  20   5  19  28   4   3
M  SAL   1 11   2  21  24  27  25  12   7  16  23  22  18
M  SDI   1  4   16.2989   -4.2073   16.2981   -5.0323
M  SDI   1  4   10.9222   -8.9336   10.9307   -8.1086
M  SBL   1  2  13  27
M  SMT   1 n
M  END
> <DATABASE_ID>
HMDB0000629

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)[C@H]1NC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H23NO12/c1-3(17)15-5-10(6(18)4(2-16)25-13(5)24)26-14-9(21)7(19)8(20)11(27-14)12(22)23/h4-11,13-14,16,18-21,24H,2H2,1H3,(H,15,17)(H,22,23)/t4-,5-,6+,7+,8+,9-,10-,11+,13-,14-/m1/s1

> <INCHI_KEY>
LJORHONFMDUUHP-YHCGEDBISA-N

> <FORMULA>
(C14H21NO11)nH2O

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <ALOGPS_LOGP>
-2.57

> <ALOGPS_LOGS>
-0.53

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.18e+02 g/l

$$$$

HMDB0000629
     RDKit          3D
Chondroitin
 50 51  0  0  0  0  0  0  0  0999 V2000
   -1.3269    3.6147   -1.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5841    2.6254   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7767    3.0727    0.6277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122    1.2351   -0.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    0.2365    0.1787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1121   -0.5670   -0.0947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1731   -0.1359    0.7091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110   -1.9175   -0.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2880   -2.3979    1.0710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2011   -2.5447    2.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2134   -3.4350    1.9121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0141   -1.6523    1.4319 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3270   -0.8640    2.5468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134   -0.7675    0.2220 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4988   -0.1523    0.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3460   -0.4200   -0.7620 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4155   -1.1343   -0.3105 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633   -0.5273    0.2737 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1834   -0.3386    1.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162   -0.7554    2.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1150    0.3036    2.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9034    0.7916   -0.3146 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5087    0.5269   -1.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6818    1.6422   -0.5601 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9675    1.7909    0.6315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    0.8080   -1.4865 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5895    0.4176   -2.5578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    3.2038   -2.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    4.5617   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    3.9154   -1.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467    0.9172   -1.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0130    0.7257    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139   -0.3095   -1.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -0.8318    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9478   -3.4485    0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585   -1.5998    2.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879   -3.0711    3.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4964   -3.2150    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1820   -2.3095    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -1.2871    3.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168   -1.3888   -0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -1.1153   -1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512   -1.2355    0.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0949    0.1057    2.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223    1.3164    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -0.4379   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9339    2.6110   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0890    2.1921    0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9908    1.4698   -1.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687   -0.2244   -3.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 14  5  1  0
 26 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  1
  6 33  1  6
  7 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  1
 13 40  1  0
 14 41  1  6
 16 42  1  6
 18 43  1  1
 21 44  1  0
 22 45  1  1
 23 46  1  0
 24 47  1  6
 25 48  1  0
 26 49  1  6
 27 50  1  0
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C     n     1      26.480 -11.685   0.000  0.00  0.00           C+0
HETATM    2  C     n     1      27.801 -10.922   0.000  0.00  0.00           C+0
HETATM    3  C     n     1      27.800  -9.382   0.000  0.00  0.00           C+0
HETATM    4  O     n     1      26.467  -8.613   0.000  0.00  0.00           O+0
HETATM    5  C     n     1      25.146  -9.376   0.000  0.00  0.00           C+0
HETATM    6  C     n     1      25.146 -10.916   0.000  0.00  0.00           C+0
HETATM    7  C     n     1      21.766 -14.380   0.000  0.00  0.00           C+0
HETATM    8  C     n     1      21.766 -15.920   0.000  0.00  0.00           C+0
HETATM    9  C     n     1      23.099 -16.690   0.000  0.00  0.00           C+0
HETATM   10  C     n     1      24.433 -15.920   0.000  0.00  0.00           C+0
HETATM   11  C     n     1      24.433 -14.380   0.000  0.00  0.00           C+0
HETATM   12  O     n     1      23.099 -13.610   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      18.439 -15.886   0.000  0.00  0.00           O+0
HETATM   14  O     n     1      25.787 -16.702   0.000  0.00  0.00           O+0
HETATM   15  O     n     1      23.099 -18.230   0.000  0.00  0.00           O+0
HETATM   16  C     n     1      20.432 -13.610   0.000  0.00  0.00           C+0
HETATM   17  O     n     1      26.481 -13.675   0.000  0.00  0.00           O+0
HETATM   18  O     n     1      29.116  -8.622   0.000  0.00  0.00           O+0
HETATM   19  C     n     1      23.818  -8.609   0.000  0.00  0.00           C+0
HETATM   20  O     n     1      23.819 -11.683   0.000  0.00  0.00           O+0
HETATM   21  N     n     1      29.110 -11.678   0.000  0.00  0.00           N+0
HETATM   22  O     n     1      19.117 -14.370   0.000  0.00  0.00           O+0
HETATM   23  O     n     1      20.432 -12.070   0.000  0.00  0.00           O+0
HETATM   24  C     n     1      29.110 -13.225   0.000  0.00  0.00           C+0
HETATM   25  C     n     1      30.422 -13.982   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      32.293  -8.625   0.000  0.00  0.00           H+0
HETATM   27  O     n     1      27.755 -14.008   0.000  0.00  0.00           O+0
HETATM   28  O     n     1      23.818  -7.069   0.000  0.00  0.00           O+0
CONECT    1    2    6   17                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    1   20                                                  
CONECT    7    8   12   16                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11    7                                                       
CONECT   13    8                                                            
CONECT   14   10                                                            
CONECT   15    9                                                            
CONECT   16    7   22   23                                                  
CONECT   17   11    1                                                       
CONECT   18    3   26                                                       
CONECT   19    5   28                                                       
CONECT   20    6                                                            
CONECT   21    2   24                                                       
CONECT   22   16                                                            
CONECT   23   16                                                            
CONECT   24   21   25   27                                                  
CONECT   25   24                                                            
CONECT   26   18                                                            
CONECT   27   24                                                            
CONECT   28   19                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0000629
HETATM    1  C1  UNL     1      -1.327   3.615  -1.602  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.584   2.625  -0.536  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.777   3.073   0.628  1.00  0.00           O  
HETATM    4  N1  UNL     1      -1.612   1.235  -0.815  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.857   0.236   0.179  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.112  -0.567  -0.095  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.173  -0.136   0.709  1.00  0.00           O  
HETATM    8  O3  UNL     1      -2.911  -1.918  -0.047  1.00  0.00           O  
HETATM    9  C5  UNL     1      -2.288  -2.398   1.071  1.00  0.00           C  
HETATM   10  C6  UNL     1      -3.201  -2.545   2.268  1.00  0.00           C  
HETATM   11  O4  UNL     1      -4.213  -3.435   1.912  1.00  0.00           O  
HETATM   12  C7  UNL     1      -1.014  -1.652   1.432  1.00  0.00           C  
HETATM   13  O5  UNL     1      -1.327  -0.864   2.547  1.00  0.00           O  
HETATM   14  C8  UNL     1      -0.713  -0.767   0.222  1.00  0.00           C  
HETATM   15  O6  UNL     1       0.499  -0.152   0.305  1.00  0.00           O  
HETATM   16  C9  UNL     1       1.346  -0.420  -0.762  1.00  0.00           C  
HETATM   17  O7  UNL     1       2.415  -1.134  -0.310  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.463  -0.527   0.274  1.00  0.00           C  
HETATM   19  C11 UNL     1       3.183  -0.339   1.733  1.00  0.00           C  
HETATM   20  O8  UNL     1       2.116  -0.755   2.227  1.00  0.00           O  
HETATM   21  O9  UNL     1       4.115   0.304   2.542  1.00  0.00           O  
HETATM   22  C12 UNL     1       3.903   0.792  -0.315  1.00  0.00           C  
HETATM   23  O10 UNL     1       4.509   0.527  -1.554  1.00  0.00           O  
HETATM   24  C13 UNL     1       2.682   1.642  -0.560  1.00  0.00           C  
HETATM   25  O11 UNL     1       1.968   1.791   0.632  1.00  0.00           O  
HETATM   26  C14 UNL     1       1.788   0.808  -1.486  1.00  0.00           C  
HETATM   27  O12 UNL     1       2.590   0.418  -2.558  1.00  0.00           O  
HETATM   28  H1  UNL     1      -1.502   3.204  -2.621  1.00  0.00           H  
HETATM   29  H2  UNL     1      -1.905   4.562  -1.464  1.00  0.00           H  
HETATM   30  H3  UNL     1      -0.242   3.915  -1.573  1.00  0.00           H  
HETATM   31  H4  UNL     1      -1.447   0.917  -1.795  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.013   0.726   1.172  1.00  0.00           H  
HETATM   33  H6  UNL     1      -3.414  -0.309  -1.145  1.00  0.00           H  
HETATM   34  H7  UNL     1      -4.863  -0.832   0.814  1.00  0.00           H  
HETATM   35  H8  UNL     1      -1.948  -3.449   0.827  1.00  0.00           H  
HETATM   36  H9  UNL     1      -3.558  -1.600   2.675  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.588  -3.071   3.055  1.00  0.00           H  
HETATM   38  H11 UNL     1      -4.496  -3.215   0.988  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.182  -2.310   1.678  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.053  -1.287   3.399  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.817  -1.389  -0.703  1.00  0.00           H  
HETATM   42  H15 UNL     1       0.778  -1.115  -1.458  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.351  -1.236   0.214  1.00  0.00           H  
HETATM   44  H17 UNL     1       5.095   0.106   2.354  1.00  0.00           H  
HETATM   45  H18 UNL     1       4.622   1.316   0.356  1.00  0.00           H  
HETATM   46  H19 UNL     1       4.629  -0.438  -1.711  1.00  0.00           H  
HETATM   47  H20 UNL     1       2.934   2.611  -1.021  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.089   2.192   0.500  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.991   1.470  -1.819  1.00  0.00           H  
HETATM   50  H23 UNL     1       2.069  -0.224  -3.125  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5   31
CONECT    5    6   14   32
CONECT    6    7    8   33
CONECT    7   34
CONECT    8    9
CONECT    9   10   12   35
CONECT   10   11   36   37
CONECT   11   38
CONECT   12   13   14   39
CONECT   13   40
CONECT   14   15   41
CONECT   15   16
CONECT   16   17   26   42
CONECT   17   18
CONECT   18   19   22   43
CONECT   19   20   20   21
CONECT   21   44
CONECT   22   23   24   45
CONECT   23   46
CONECT   24   25   26   47
CONECT   25   48
CONECT   26   27   49
CONECT   27   50
END

HMDB0000629
     RDKit          3D
Chondroitin
 50 51  0  0  0  0  0  0  0  0999 V2000
   -1.3269    3.6147   -1.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5841    2.6254   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7767    3.0727    0.6277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122    1.2351   -0.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    0.2365    0.1787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1121   -0.5670   -0.0947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1731   -0.1359    0.7091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110   -1.9175   -0.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2880   -2.3979    1.0710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2011   -2.5447    2.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2134   -3.4350    1.9121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0141   -1.6523    1.4319 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3270   -0.8640    2.5468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134   -0.7675    0.2220 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4988   -0.1523    0.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3460   -0.4200   -0.7620 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4155   -1.1343   -0.3105 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633   -0.5273    0.2737 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1834   -0.3386    1.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162   -0.7554    2.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1150    0.3036    2.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9034    0.7916   -0.3146 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5087    0.5269   -1.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6818    1.6422   -0.5601 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9675    1.7909    0.6315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    0.8080   -1.4865 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5895    0.4176   -2.5578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    3.2038   -2.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    4.5617   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    3.9154   -1.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467    0.9172   -1.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0130    0.7257    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139   -0.3095   -1.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -0.8318    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9478   -3.4485    0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585   -1.5998    2.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879   -3.0711    3.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4964   -3.2150    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1820   -2.3095    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -1.2871    3.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168   -1.3888   -0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -1.1153   -1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512   -1.2355    0.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0949    0.1057    2.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223    1.3164    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -0.4379   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9339    2.6110   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0890    2.1921    0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9908    1.4698   -1.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687   -0.2244   -3.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 14  5  1  0
 26 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  1
  6 33  1  6
  7 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  1
 13 40  1  0
 14 41  1  6
 16 42  1  6
 18 43  1  1
 21 44  1  0
 22 45  1  1
 23 46  1  0
 24 47  1  6
 25 48  1  0
 26 49  1  6
 27 50  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Acetamido-2-deoxy-3-O-beta-D-glucopyranuronosyl-beta-D-galactopyranose	ChEBI
beta-D-GlcA-(1->3)-beta-D-galnac	ChEBI
beta-D-Glucuronosyl-(1->3)-2-acetamido-2-deoxy-beta-D-galactose	ChEBI
2-Acetamido-2-deoxy-3-O-b-D-glucopyranuronosyl-b-D-galactopyranose	Generator
2-Acetamido-2-deoxy-3-O-β-D-glucopyranuronosyl-β-D-galactopyranose	Generator
b-D-GlcA-(1->3)-b-D-galnac	Generator
Β-D-glca-(1->3)-β-D-galnac	Generator
b-D-Glucuronosyl-(1->3)-2-acetamido-2-deoxy-b-D-galactose	Generator
Β-D-glucuronosyl-(1->3)-2-acetamido-2-deoxy-β-D-galactose	Generator
b-D-GlcpA-(1->3)-b-D-galpnac	Generator
Β-D-glcpa-(1->3)-β-D-galpnac	Generator
N-Acetylchondrosine	MeSH
Chondroitin	HMDB
Chondroitin-D-glucuronate	HMDB

Chemical Formula

(C₁₄H₂₁NO₁₁)nH₂O

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

9007-27-6

SMILES

[H]O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)[C@H]1NC(C)=O

InChI Identifier

InChI=1S/C14H23NO12/c1-3(17)15-5-10(6(18)4(2-16)25-13(5)24)26-14-9(21)7(19)8(20)11(27-14)12(22)23/h4-11,13-14,16,18-21,24H,2H2,1H3,(H,15,17)(H,22,23)/t4-,5-,6+,7+,8+,9-,10-,11+,13-,14-/m1/s1

InChI Key

LJORHONFMDUUHP-YHCGEDBISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
N-acyl-alpha-hexosamine
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Disaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Hydroxy acid
Pyran
Oxane
Acetamide
Carboxamide group
Hemiacetal
Secondary carboxylic acid amide
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Acetal
Polyol
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Primary alcohol
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

amino disaccharide (CHEBI:61025 )

Ontology

Not Available

Physical Properties

State

Solid

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	52 g/L	ALOGPS
logP	-2.6	ALOGPS
logS	-0.53	ALOGPS
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	187.397	30932474
DeepCCS	[M-H]-	185.509	30932474
DeepCCS	[M-2H]-	219.002	30932474
DeepCCS	[M+Na]+	193.003	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chondroitin GC-MS (TMS_3_47) - 70eV, Positive	Not Available	2022-08-08	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 - Chondroitin 10V, Negative-QTOF	splash10-000b-0009000000-dfbae8cb164cf2a4bc59	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chondroitin 20V, Negative-QTOF	splash10-0a70-3309000000-6e7a8358f685e9850f22	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chondroitin 40V, Negative-QTOF	splash10-052f-9611000000-2a56acd4c73bad9a2121	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chondroitin 10V, Positive-QTOF	splash10-0002-0019000000-7a1949b4f7c0d3a62ba8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chondroitin 20V, Positive-QTOF	splash10-0uka-0596000000-cc72b6e48da60c12ec1a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chondroitin 40V, Positive-QTOF	splash10-00ne-5920000000-4c3ce0c28c68d9a00655	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Cartilage
Epidermis
Fibroblasts
Kidney
Neuron
Placenta
Spleen
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Sulfur metabolism	Not Available
Sulfite oxidase deficiency		Not Available

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

FDB022150

KNApSAcK ID

Not Available

Chemspider ID

26332083

KEGG Compound ID

C00401

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chondroitin_sulfate

METLIN ID

Not Available

PubChem Compound

14389182

PDB ID

Not Available

ChEBI ID

16137

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Hallen, Anund; Nasir-Ud-Din; Jeanloz, Roger W. Chemical structure of shark cartilage chondroitin sulfate. Journal of the Chemical Society of Pakistan (1989), 11(2), 168-77.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Yanagisawa M, Yu RK: The expression and functions of glycoconjugates in neural stem cells. Glycobiology. 2007 Jul;17(7):57R-74R. Epub 2007 Feb 16. [PubMed:17307762 ]
Ameye LG, Chee WS: Osteoarthritis and nutrition. From nutraceuticals to functional foods: a systematic review of the scientific evidence. Arthritis Res Ther. 2006;8(4):R127. [PubMed:16859534 ]
Roughley P, Martens D, Rantakokko J, Alini M, Mwale F, Antoniou J: The involvement of aggrecan polymorphism in degeneration of human intervertebral disc and articular cartilage. Eur Cell Mater. 2006 Jan 18;11:1-7; discussion 7. [PubMed:16425147 ]
Tan AM, Zhang W, Levine JM: NG2: a component of the glial scar that inhibits axon growth. J Anat. 2005 Dec;207(6):717-25. [PubMed:16367799 ]
Polito A, Reynolds R: NG2-expressing cells as oligodendrocyte progenitors in the normal and demyelinated adult central nervous system. J Anat. 2005 Dec;207(6):707-16. [PubMed:16367798 ]
Butt AM, Hamilton N, Hubbard P, Pugh M, Ibrahim M: Synantocytes: the fifth element. J Anat. 2005 Dec;207(6):695-706. [PubMed:16367797 ]
Nishiyama A, Yang Z, Butt A: Astrocytes and NG2-glia: what's in a name? J Anat. 2005 Dec;207(6):687-93. [PubMed:16367796 ]
Simanek V, Kren V, Ulrichova J, Gallo J: The efficacy of glucosamine and chondroitin sulfate in the treatment of osteoarthritis: are these saccharides drugs or nutraceuticals? Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 2005 Jun;149(1):51-6. [PubMed:16170388 ]
Tkachenko E, Rhodes JM, Simons M: Syndecans: new kids on the signaling block. Circ Res. 2005 Mar 18;96(5):488-500. [PubMed:15774861 ]
Davenport G: Rheumatology and musculoskeletal medicine. Br J Gen Pract. 2004 Jun;54(503):457-64. [PubMed:15186570 ]
Rhodes KE, Fawcett JW: Chondroitin sulphate proteoglycans: preventing plasticity or protecting the CNS? J Anat. 2004 Jan;204(1):33-48. [PubMed:14690476 ]
Waddington RJ, Roberts HC, Sugars RV, Schonherr E: Differential roles for small leucine-rich proteoglycans in bone formation. Eur Cell Mater. 2003 Oct 6;6:12-21; discussion 21. [PubMed:14562268 ]
Murakami T, Ohtsuka A: Perisynaptic barrier of proteoglycans in the mature brain and spinal cord. Arch Histol Cytol. 2003 Aug;66(3):195-207. [PubMed:14527161 ]
Fries E, Kaczmarczyk A: Inter-alpha-inhibitor, hyaluronan and inflammation. Acta Biochim Pol. 2003;50(3):735-42. [PubMed:14515153 ]
Tobacman JK: Does deficiency of arylsulfatase B have a role in cystic fibrosis? Chest. 2003 Jun;123(6):2130-9. [PubMed:12796199 ]
Cavalcante LA, Garcia-Abreu J, Moura Neto V, Silva LC, Weissmuller G: Modulators of axonal growth and guidance at the brain midline with special reference to glial heparan sulfate proteoglycans. An Acad Bras Cienc. 2002 Dec;74(4):691-716. Epub 2003 Jan 24. [PubMed:12563418 ]
Morelli V, Naquin C, Weaver V: Alternative therapies for traditional disease states: osteoarthritis. Am Fam Physician. 2003 Jan 15;67(2):339-44. [PubMed:12562155 ]
Parcell S: Sulfur in human nutrition and applications in medicine. Altern Med Rev. 2002 Feb;7(1):22-44. [PubMed:11896744 ]
Embery G, Hall R, Waddington R, Septier D, Goldberg M: Proteoglycans in dentinogenesis. Crit Rev Oral Biol Med. 2001;12(4):331-49. [PubMed:11603505 ]
McAlindon TE, LaValley MP, Gulin JP, Felson DT: Glucosamine and chondroitin for treatment of osteoarthritis: a systematic quality assessment and meta-analysis. JAMA. 2000 Mar 15;283(11):1469-75. [PubMed:10732937 ]

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Carbohydrate sulfotransferase 11

General function:: Involved in sulfotransferase activity
Specific function:: Catalyzes the transfer of sulfate to position 4 of the N-acetylgalactosamine (GalNAc) residue of chondroitin. Chondroitin sulfate constitutes the predominant proteoglycan present in cartilage and is distributed on the surfaces of many cells and extracellular matrices. Can also sulfate Gal residues in desulfated dermatan sulfate. Preferentially sulfates in GlcA->GalNAc unit than in IdoA->GalNAc unit. Does not form 4, 6-di-O-sulfated GalNAc when chondroitin sulfate C is used as an acceptor.
Gene Name:: CHST11
Uniprot ID:: Q9NPF2
Molecular weight:: 41002.97

Reactions

Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + chondroitin 4'-sulfate	details

Enzyme Details

2. Carbohydrate sulfotransferase 3

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the transfer of sulfate to position 6 of the N-acetylgalactosamine (GalNAc) residue of chondroitin. Chondroitin sulfate constitutes the predominant proteoglycan present in cartilage and is distributed on the surfaces of many cells and extracellular matrices. Can also sulfate Gal residues of keratan sulfate, another glycosaminoglycan, and the Gal residues in sialyl N-acetyllactosamine (sialyl LacNAc) oligosaccharides. May play a role in the maintenance of naive T-lymphocytes in the spleen.
Gene Name:: CHST3
Uniprot ID:: Q7LGC8
Molecular weight:: 54705.5

Reactions

Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + Chondroitin 6-sulfate	details

Enzyme Details

3. Carbohydrate sulfotransferase 13

General function:: Involved in sulfotransferase activity
Specific function:: Catalyzes the transfer of sulfate to position 4 of the N-acetylgalactosamine (GalNAc) residue of chondroitin. Chondroitin sulfate constitutes the predominant proteoglycan present in cartilage and is distributed on the surfaces of many cells and extracellular matrices. Transfers sulfate to the C4 hydroxyl of beta1,4-linked GalNAc that is substituted with a beta-linked glucuronic acid at the C-3 hydroxyl. No activity toward dermatan.
Gene Name:: CHST13
Uniprot ID:: Q8NET6
Molecular weight:: 38919.34

Reactions

Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + chondroitin 4'-sulfate	details

Enzyme Details

4. Carbohydrate sulfotransferase 12

General function:: Involved in sulfotransferase activity
Specific function:: Catalyzes the transfer of sulfate to position 4 of the N-acetylgalactosamine (GalNAc) residue of chondroitin and desulfated dermatan sulfate. Chondroitin sulfate constitutes the predominant proteoglycan present in cartilage and is distributed on the surfaces of many cells and extracellular matrices. Activity toward partially desulfated dermatan sulfate is however lower. Does not form 4, 6-di-O-sulfated GalNAc when chondroitin sulfate C is used as an acceptor.
Gene Name:: CHST12
Uniprot ID:: Q9NRB3
Molecular weight:: 48413.945

Reactions

Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + chondroitin 4'-sulfate	details

Enzyme Details

5. Arylsulfatase B

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ARSB
Uniprot ID:: P15848
Molecular weight:: Not Available

Enzyme Details

6. Carbohydrate sulfotransferase 7

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the transfer of sulfate to position 6 of non-reducing N-acetylglucosamine (GlcNAc) residues. Preferentially acts on mannose-linked GlcNAc. Also able to catalyze the transfer of sulfate to position 6 of the N-acetylgalactosamine (GalNAc) residue of chondroitin. Also acts on core 2 mucin-type oligosaccharide and N-acetyllactosamine oligomer with a lower efficiency. Has weak or no activity toward keratan sulfate and oligosaccharides containing the Galbeta1-4GlcNAc. Catalyzes 6-O-sulfation of beta-benzyl GlcNAc but not alpha- or beta-benzyl GalNAc.
Gene Name:: CHST7
Uniprot ID:: Q9NS84
Molecular weight:: 54265.635

Reactions

Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + Chondroitin 6-sulfate	details

Enzyme Details

7. Galactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase 3

General function:: Involved in galactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase activity
Specific function:: Glycosaminoglycans biosynthesis. Involved in forming the linkage tetrasaccharide present in heparan sulfate and chondroitin sulfate. Transfers a glucuronic acid moiety from the uridine diphosphate-glucuronic acid (UDP-GlcUA) to the common linkage region trisaccharide Gal-beta-1,3-Gal-beta-1,4-Xyl covalently bound to a Ser residue at the glycosaminylglycan attachment site of proteoglycans. Can also play a role in the biosynthesis of l2/HNK-1 carbohydrate epitope on glycoproteins. Shows strict specificity for Gal-beta-1,3-Gal-beta-1,4-Xyl, exhibiting negligible incorporation into other galactoside substrates including Galbeta1-3Gal beta1-O-benzyl, Galbeta1-4GlcNAc and Galbeta1-4Glc.
Gene Name:: B3GAT3
Uniprot ID:: O94766
Molecular weight:: 37121.52

Enzyme Details

8. Neurocan core protein

General function:: Involved in sugar binding
Specific function:: May modulate neuronal adhesion and neurite growth during development by binding to neural cell adhesion molecules (NG-CAM and N-CAM). Chondroitin sulfate proteoglycan; binds to hyaluronic acid
Gene Name:: NCAN
Uniprot ID:: O14594
Molecular weight:: 143092.1

Enzyme Details

9. Beta-1,3-galactosyltransferase 6

General function:: Involved in galactosyltransferase activity
Specific function:: Beta-1,3-galactosyltransferase that transfers galactose from UDP-galactose to substrates with a terminal beta-linked galactose residue. Has a preference for galactose-beta-1,4-xylose that is found in the linker region of glycosaminoglycans, such as heparan sulfate and chondroitin sulfate. Has no activity towards substrates with terminal glucosamine or galactosamine residues.
Gene Name:: B3GALT6
Uniprot ID:: Q96L58
Molecular weight:: 37137.08

Enzyme Details

10. Carbohydrate sulfotransferase 15

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that transfers sulfate from 3'-phosphoadenosine 5'-phosphosulfate (PAPS) to the C-6 hydroxyl group of the GalNAc 4-sulfate residue of chondroitin sulfate A and forms chondroitin sulfate E containing GlcA-GalNAc(4,6-SO(4)) repeating units. It also transfers sulfate to a unique non-reducing terminal sequence, GalNAc(4SO4)-GlcA(2SO4)-GalNAc(6SO4), to yield a highly sulfated structure similar to the structure found in thrombomodulin chondroitin sulfate. May also act as a B-cell receptor involved in BCR ligation-mediated early activation that mediate regulatory signals key to B-cell development and/or regulation of B-cell-specific RAG expression; however such results are unclear in vivo.
Gene Name:: CHST15
Uniprot ID:: Q7LFX5
Molecular weight:: 64925.66

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Showing metabocard for Chondroitin (HMDB0000629)

MOL for HMDB0000629 (Chondroitin)

3D MOL for HMDB0000629 (Chondroitin)

3D SDF for HMDB0000629 (Chondroitin)

3D-SDF for HMDB0000629 (Chondroitin)

PDB for HMDB0000629 (Chondroitin)

3D PDB for HMDB0000629 (Chondroitin)

SMILES for HMDB0000629 (Chondroitin)

INCHI for HMDB0000629 (Chondroitin)

Structure for HMDB0000629 (Chondroitin)

3D Structure for HMDB0000629 (Chondroitin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions