MiMeDB: Showing metabocard for Hyaluronic acid (MMDBc0000210)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:39:53 UTC

Update Date

2024-04-30 19:31:30 UTC

Metabolite ID

MMDBc0000210

Metabolite Identification

Common Name

Hyaluronic acid

Description

Hyaluronic acid (HA) is the most abundant glycosaminoglycan (GAG) in mammalian tissue. It is present in high concentrations in connective tissue, such as skin, vitreous humour, cartilage, and umbilical cord, but the largest single reservoir is the synovial fluid (SF) of the diarthrodial joints, where concentrations of 0.5-4 mg/mL are achieved. Hyaluronic acid is the major hydrodynamic nonprotein component of joint SF. Its unique viscoelastic properties confer remarkable shock absorbing and lubricating abilities to SF, while its enormous macromolecular size and hydrophilicity serve to retain fluid in the joint cavity during articulation. HA restricts the entry of large plasma proteins and cells into SF but facilitates solute exchange between the synovial capillaries and cartilage and other joint tissues. In addition, HA can form a pericellular coat around cells, interact with proinflammatory mediators, and bind to cell receptors, such as cluster determinant (CD)44 and receptor for hyaluronate-mediated motility (RHAMM), where it modulates cell proliferation, migration, and gene expression. All these physicochemical and biologic properties of HA have been shown to be molecular weight (MW) dependent. The diverse physicochemical properties of HA arise from its unique macromolecular structure. The HA is an exceptionally long (3-30 Œºm) and unbranched nonsulfated GAG composed of repeating disaccharide units of N-acetylglucosamine and glucuronic acid glycosidically linked through their respective 1-4 ring positions. Hydroxyl group oxygens at the glucuronyl-1 and glucosamine 3-positions are used for further polymerization of the HA disaccharide units to form chains that, when released from the cell plasma membrane, are of variable length and thus polydispersity. Despite the simplicity of the HA primary structure, this linear polyelectrolyte adopts complex conformations in solution, which engender it with diverse biologic properties. Within the joint cavity, HA molecules are predominately synthesized by the type B synovial cells (PMID: 12219318 ).

Structure

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


  Mrv1652304061819212D          
 
 28 29  0  0  1  0            999 V2000
    8.7450   -8.9100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7450   -9.7350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4594  -10.1475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1740   -9.7350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1740   -8.9100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4594   -8.4975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0305   -8.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994   -8.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4594  -10.9724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697  -11.9337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0305  -10.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994  -10.1540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3261   -8.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6139   -8.0785    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3451   -8.5007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0596   -8.0884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0597   -7.2634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3285   -6.8411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6140   -7.2535    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3449   -9.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9163   -6.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2143   -7.2557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9164   -6.0226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3907   -6.4857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7849   -8.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994  -10.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1808  -11.3940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6040  -11.3858    0.0000 C   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
  1  7  1  1  0  0  0
  5  8  1  1  0  0  0
  3  9  1  1  0  0  0
  9 10  1  0  0  0  0
  2 11  1  6  0  0  0
  4 12  1  6  0  0  0
  7 13  1  0  0  0  0
 14  8  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 15 20  1  1  0  0  0
 19 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 17 24  1  1  0  0  0
 16 25  1  6  0  0  0
 12 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1 15   9   3   4  12  26  28  27   5   8  14  19  21  23  22  18
M  SAL   1 11  15  20  16  25   6   1   7  13   2  11  17
M  SDI   1  4   13.3580   -6.5158   13.8575   -7.3705
M  SDI   1  4    9.0675  -11.8123    8.5326  -10.9793
M  SBL   1  2  10  25
M  SMT   1 n
M  END

HMDB0002061
     RDKit          3D
Hyaluronic acid
 50 51  0  0  0  0  0  0  0  0999 V2000
    3.7553    3.1806   -2.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900    2.7352   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    3.4100   -1.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832    1.5681   -0.7379 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    1.1135   -0.1217 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8202   -0.2462   -0.6551 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4568   -0.3834   -0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4494   -0.3408   -1.1159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4847    0.7447   -0.7906 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7375    1.6064   -1.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925    1.7523   -2.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7051    2.2871   -2.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    0.2086   -0.3886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6111    0.7267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8723   -0.9700    1.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535   -1.8645    0.3020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9384   -2.2426    1.2937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775   -1.6669   -1.0358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1178   -1.8074   -2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6781   -1.2665   -0.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2630   -1.2455    0.8771 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3789   -2.6588    1.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9933   -2.4736    2.7273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4369   -0.4492    1.8333 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0286   -0.5402    3.1018 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.9903    1.3697 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2306    1.5406    1.9749 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841    3.9217   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4751    2.3309   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909    3.6598   -3.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3630    1.0456   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    1.8012   -0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8260   -0.1222   -1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -0.2047   -2.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281    1.3741    0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    2.3525   -3.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -0.1091    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4932   -0.2017    1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516   -2.7313    0.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854   -1.5562    2.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4303   -2.4876   -1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8353   -2.4104   -1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3108   -0.8846    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461   -3.2923    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3875   -3.0730    1.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459   -3.1012    2.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471   -0.9225    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051   -0.3582    3.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291    1.5697    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493    1.0285    2.7632 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26  5  1  0
 18  8  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
  8 34  1  6
  9 35  1  1
 12 36  1  0
 14 37  1  1
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  6
 19 42  1  0
 21 43  1  6
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  1
 25 48  1  0
 26 49  1  1
 27 50  1  0
M  END


  Mrv1652304061819212D          
 
 28 29  0  0  1  0            999 V2000
    8.7450   -8.9100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7450   -9.7350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4594  -10.1475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1740   -9.7350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1740   -8.9100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4594   -8.4975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0305   -8.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994   -8.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4594  -10.9724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697  -11.9337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0305  -10.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994  -10.1540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3261   -8.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6139   -8.0785    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3451   -8.5007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0596   -8.0884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0597   -7.2634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3285   -6.8411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6140   -7.2535    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3449   -9.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9163   -6.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2143   -7.2557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9164   -6.0226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3907   -6.4857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7849   -8.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994  -10.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1808  -11.3940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6040  -11.3858    0.0000 C   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
  1  7  1  1  0  0  0
  5  8  1  1  0  0  0
  3  9  1  1  0  0  0
  9 10  1  0  0  0  0
  2 11  1  6  0  0  0
  4 12  1  6  0  0  0
  7 13  1  0  0  0  0
 14  8  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 15 20  1  1  0  0  0
 19 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 17 24  1  1  0  0  0
 16 25  1  6  0  0  0
 12 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1 15   9   3   4  12  26  28  27   5   8  14  19  21  23  22  18
M  SAL   1 11  15  20  16  25   6   1   7  13   2  11  17
M  SDI   1  4   13.3580   -6.5158   13.8575   -7.3705
M  SDI   1  4    9.0675  -11.8123    8.5326  -10.9793
M  SBL   1  2  10  25
M  SMT   1 n
M  END
> <DATABASE_ID>
MMDBc0000210

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H23NO12/c1-3(17)15-5-7(19)6(18)4(2-16)25-14(5)27-10-8(20)9(21)13(24)26-11(10)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>
LJKKEBYAXYCTNF-GIXQJHCPSA-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>
1.16e+02 g/l

$$$$

HMDB0002061
     RDKit          3D
Hyaluronic acid
 50 51  0  0  0  0  0  0  0  0999 V2000
    3.7553    3.1806   -2.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900    2.7352   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    3.4100   -1.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832    1.5681   -0.7379 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    1.1135   -0.1217 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8202   -0.2462   -0.6551 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4568   -0.3834   -0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4494   -0.3408   -1.1159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4847    0.7447   -0.7906 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7375    1.6064   -1.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925    1.7523   -2.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7051    2.2871   -2.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    0.2086   -0.3886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6111    0.7267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8723   -0.9700    1.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535   -1.8645    0.3020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9384   -2.2426    1.2937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775   -1.6669   -1.0358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1178   -1.8074   -2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6781   -1.2665   -0.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2630   -1.2455    0.8771 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3789   -2.6588    1.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9933   -2.4736    2.7273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4369   -0.4492    1.8333 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0286   -0.5402    3.1018 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.9903    1.3697 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2306    1.5406    1.9749 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841    3.9217   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4751    2.3309   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909    3.6598   -3.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3630    1.0456   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    1.8012   -0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8260   -0.1222   -1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -0.2047   -2.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281    1.3741    0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    2.3525   -3.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -0.1091    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4932   -0.2017    1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516   -2.7313    0.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854   -1.5562    2.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4303   -2.4876   -1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8353   -2.4104   -1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3108   -0.8846    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461   -3.2923    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3875   -3.0730    1.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459   -3.1012    2.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471   -0.9225    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051   -0.3582    3.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291    1.5697    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493    1.0285    2.7632 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26  5  1  0
 18  8  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
  8 34  1  6
  9 35  1  1
 12 36  1  0
 14 37  1  1
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  6
 19 42  1  0
 21 43  1  6
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  1
 25 48  1  0
 26 49  1  1
 27 50  1  0
M  END

HEADER    PROTEIN                                 06-APR-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-18         0                                  
HETATM    1  C     n     1      16.324 -16.632   0.000  0.00  0.00           C+0
HETATM    2  C     n     1      16.324 -18.172   0.000  0.00  0.00           C+0
HETATM    3  C     n     1      17.658 -18.942   0.000  0.00  0.00           C+0
HETATM    4  C     n     1      18.991 -18.172   0.000  0.00  0.00           C+0
HETATM    5  C     n     1      18.991 -16.632   0.000  0.00  0.00           C+0
HETATM    6  O     n     1      17.658 -15.862   0.000  0.00  0.00           O+0
HETATM    7  C     n     1      14.990 -15.862   0.000  0.00  0.00           C+0
HETATM    8  O     n     1      20.346 -15.850   0.000  0.00  0.00           O+0
HETATM    9  O     n     1      17.658 -20.482   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0      14.877 -22.276   0.000  0.00  0.00           H+0
HETATM   11  O     n     1      14.990 -18.942   0.000  0.00  0.00           O+0
HETATM   12  N     n     1      20.346 -18.954   0.000  0.00  0.00           N+0
HETATM   13  O     n     1      13.675 -16.621   0.000  0.00  0.00           O+0
HETATM   14  C     n     1      21.679 -15.080   0.000  0.00  0.00           C+0
HETATM   15  C     n     1      23.044 -15.868   0.000  0.00  0.00           C+0
HETATM   16  C     n     1      24.378 -15.098   0.000  0.00  0.00           C+0
HETATM   17  C     n     1      24.378 -13.558   0.000  0.00  0.00           C+0
HETATM   18  O     n     1      23.013 -12.770   0.000  0.00  0.00           O+0
HETATM   19  C     n     1      21.679 -13.540   0.000  0.00  0.00           C+0
HETATM   20  O     n     1      23.044 -17.402   0.000  0.00  0.00           O+0
HETATM   21  C     n     1      20.377 -12.788   0.000  0.00  0.00           C+0
HETATM   22  O     n     1      19.067 -13.544   0.000  0.00  0.00           O+0
HETATM   23  O     n     1      20.377 -11.242   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      26.863 -12.107   0.000  0.00  0.00           O+0
HETATM   25  O     n     1      25.732 -15.880   0.000  0.00  0.00           O+0
HETATM   26  C     n     1      20.346 -20.494   0.000  0.00  0.00           C+0
HETATM   27  O     n     1      19.004 -21.269   0.000  0.00  0.00           O+0
HETATM   28  C     n     1      21.661 -21.253   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1                                                       
CONECT    7    1   13                                                       
CONECT    8    5   14                                                       
CONECT    9    3   10                                                       
CONECT   10    9                                                            
CONECT   11    2                                                            
CONECT   12    4   26                                                       
CONECT   13    7                                                            
CONECT   14    8   15   19                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   21                                                  
CONECT   20   15                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   17                                                            
CONECT   25   16                                                            
CONECT   26   12   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0002061
HETATM    1  C1  UNL     1       3.755   3.181  -2.151  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.490   2.735  -1.522  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.463   3.410  -1.705  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.483   1.568  -0.738  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.292   1.113  -0.122  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.820  -0.246  -0.655  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.457  -0.383  -0.157  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.449  -0.341  -1.116  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.485   0.745  -0.791  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.737   1.606  -1.975  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.892   1.752  -2.450  1.00  0.00           O  
HETATM   12  O4  UNL     1      -1.705   2.287  -2.605  1.00  0.00           O  
HETATM   13  O5  UNL     1      -3.679   0.209  -0.389  1.00  0.00           O  
HETATM   14  C8  UNL     1      -3.577  -0.611   0.727  1.00  0.00           C  
HETATM   15  O6  UNL     1      -4.872  -0.970   1.098  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.853  -1.864   0.302  1.00  0.00           C  
HETATM   17  O7  UNL     1      -1.938  -2.243   1.294  1.00  0.00           O  
HETATM   18  C10 UNL     1      -2.177  -1.667  -1.036  1.00  0.00           C  
HETATM   19  O8  UNL     1      -3.118  -1.807  -2.046  1.00  0.00           O  
HETATM   20  O9  UNL     1       1.678  -1.267  -0.360  1.00  0.00           O  
HETATM   21  C11 UNL     1       2.263  -1.246   0.877  1.00  0.00           C  
HETATM   22  C12 UNL     1       2.379  -2.659   1.468  1.00  0.00           C  
HETATM   23  O10 UNL     1       2.993  -2.474   2.727  1.00  0.00           O  
HETATM   24  C13 UNL     1       1.437  -0.449   1.833  1.00  0.00           C  
HETATM   25  O11 UNL     1       2.029  -0.540   3.102  1.00  0.00           O  
HETATM   26  C14 UNL     1       1.373   0.990   1.370  1.00  0.00           C  
HETATM   27  O12 UNL     1       0.231   1.541   1.975  1.00  0.00           O  
HETATM   28  H1  UNL     1       4.284   3.922  -1.512  1.00  0.00           H  
HETATM   29  H2  UNL     1       4.475   2.331  -2.294  1.00  0.00           H  
HETATM   30  H3  UNL     1       3.591   3.660  -3.146  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.363   1.046  -0.618  1.00  0.00           H  
HETATM   32  H5  UNL     1       0.425   1.801  -0.356  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.826  -0.122  -1.771  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.088  -0.205  -2.134  1.00  0.00           H  
HETATM   35  H8  UNL     1      -2.028   1.374   0.029  1.00  0.00           H  
HETATM   36  H9  UNL     1      -1.721   2.352  -3.608  1.00  0.00           H  
HETATM   37  H10 UNL     1      -3.098  -0.109   1.592  1.00  0.00           H  
HETATM   38  H11 UNL     1      -5.493  -0.202   1.098  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.552  -2.731   0.176  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.885  -1.556   2.001  1.00  0.00           H  
HETATM   41  H14 UNL     1      -1.430  -2.488  -1.142  1.00  0.00           H  
HETATM   42  H15 UNL     1      -3.835  -2.410  -1.717  1.00  0.00           H  
HETATM   43  H16 UNL     1       3.311  -0.885   0.803  1.00  0.00           H  
HETATM   44  H17 UNL     1       3.046  -3.292   0.884  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.387  -3.073   1.675  1.00  0.00           H  
HETATM   46  H19 UNL     1       3.746  -3.101   2.857  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.447  -0.923   1.927  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.305  -0.358   3.756  1.00  0.00           H  
HETATM   49  H22 UNL     1       2.229   1.570   1.781  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.049   1.029   2.763  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5   31
CONECT    5    6   26   32
CONECT    6    7   20   33
CONECT    7    8
CONECT    8    9   18   34
CONECT    9   10   13   35
CONECT   10   11   11   12
CONECT   12   36
CONECT   13   14
CONECT   14   15   16   37
CONECT   15   38
CONECT   16   17   18   39
CONECT   17   40
CONECT   18   19   41
CONECT   19   42
CONECT   20   21
CONECT   21   22   24   43
CONECT   22   23   44   45
CONECT   23   46
CONECT   24   25   26   47
CONECT   25   48
CONECT   26   27   49
CONECT   27   50
END

HMDB0002061
     RDKit          3D
Hyaluronic acid
 50 51  0  0  0  0  0  0  0  0999 V2000
    3.7553    3.1806   -2.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900    2.7352   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    3.4100   -1.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832    1.5681   -0.7379 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    1.1135   -0.1217 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8202   -0.2462   -0.6551 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4568   -0.3834   -0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4494   -0.3408   -1.1159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4847    0.7447   -0.7906 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7375    1.6064   -1.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925    1.7523   -2.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7051    2.2871   -2.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    0.2086   -0.3886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6111    0.7267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8723   -0.9700    1.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535   -1.8645    0.3020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9384   -2.2426    1.2937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775   -1.6669   -1.0358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1178   -1.8074   -2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6781   -1.2665   -0.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2630   -1.2455    0.8771 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3789   -2.6588    1.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9933   -2.4736    2.7273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4369   -0.4492    1.8333 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0286   -0.5402    3.1018 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.9903    1.3697 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2306    1.5406    1.9749 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841    3.9217   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4751    2.3309   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909    3.6598   -3.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3630    1.0456   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    1.8012   -0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8260   -0.1222   -1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -0.2047   -2.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281    1.3741    0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    2.3525   -3.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -0.1091    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4932   -0.2017    1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516   -2.7313    0.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854   -1.5562    2.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4303   -2.4876   -1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8353   -2.4104   -1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3108   -0.8846    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461   -3.2923    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3875   -3.0730    1.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459   -3.1012    2.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471   -0.9225    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051   -0.3582    3.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291    1.5697    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493    1.0285    2.7632 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26  5  1  0
 18  8  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
  8 34  1  6
  9 35  1  1
 12 36  1  0
 14 37  1  1
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  6
 19 42  1  0
 21 43  1  6
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  1
 25 48  1  0
 26 49  1  1
 27 50  1  0
M  END

Synonyms

Value	Source
(2S,3S,4R,5R,6R)-3-[(2S,3R,4R,5S,6R)-3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylic acid	ChEBI
2-Acetamido-2-deoxy-beta-D-gluco-hexopyranosyl-(1->4)-beta-D-gluco-hexopyranuronic acid	ChEBI
WURCS=2.0/2,2,1/[a2122a-1b_1-5][a2122h-1b_1-5_2*ncc/3=o]/1-2/a4-b1	ChEBI
(2S,3S,4R,5R,6R)-3-[(2S,3R,4R,5S,6R)-3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylate	Generator
2-Acetamido-2-deoxy-b-D-gluco-hexopyranosyl-(1->4)-b-D-gluco-hexopyranuronate	Generator
2-Acetamido-2-deoxy-b-D-gluco-hexopyranosyl-(1->4)-b-D-gluco-hexopyranuronic acid	Generator
2-Acetamido-2-deoxy-beta-D-gluco-hexopyranosyl-(1->4)-beta-D-gluco-hexopyranuronate	Generator
2-Acetamido-2-deoxy-β-D-gluco-hexopyranosyl-(1->4)-β-D-gluco-hexopyranuronate	Generator
2-Acetamido-2-deoxy-β-D-gluco-hexopyranosyl-(1->4)-β-D-gluco-hexopyranuronic acid	Generator
Hyaluronate	Generator
Hyaluronan	HMDB
(2S,3S,4R,5R,6R)-3-{[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5,6-trihydroxyoxane-2-carboxylate	HMDB

Molecular Formula

(C₁₄H₂₁NO₁₁)nH₂O

Average Mass

Not Available

Monoisotopic Mass

Not Available

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

9004-61-9

SMILES

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

InChI Identifier

InChI=1S/C14H23NO12/c1-3(17)15-5-7(19)6(18)4(2-16)25-14(5)27-10-8(20)9(21)13(24)26-11(10)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

LJKKEBYAXYCTNF-GIXQJHCPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acyl-alpha-hexosamines

Alternative Parents

Substituents

Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
N-acyl-alpha-hexosamine
Glucuronic acid or derivatives
Disaccharide
Glycosyl compound
O-glycosyl compound
Pyran
Fatty acyl
Oxane
Acetamide
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Acetal
Monocarboxylic acid or derivatives
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxide
Alcohol
Organonitrogen compound
Primary alcohol
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	116 g/L	ALOGPS
logP	-2.6	ALOGPS
logS	-0.53	ALOGPS
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001j-0109000000-aa608ebc95d3c41aa119	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-1904000000-f499cfd0131b9f9a2980	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01rm-5913000000-b22d6d78477b0b69bd4e	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0kdv-3359000000-4a1c55483243aa363f3b	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0059-4898000000-c9c9f151634e6af628e3	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05gi-8890000000-0e073a162fbb99c31d01	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0009000000-723f981753eca3762215	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0012-0329000000-91a530fe4b8b4d73a0dc	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4u-9410000000-0d005698920dfdb4eeff	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1009000000-559b8fad12108c65816f	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0adi-3339000000-76adaf82a127143d0f78	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9523000000-abd6e76516deb9312be0	2021-09-25	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Lysosome

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192118	UDP-glucuronosyltransferase 2B4	Enzyme	P06133	Homo sapiens
MMDBp0192135	UDP-glucuronosyltransferase 1-4	Enzyme	P22310	Homo sapiens
MMDBp0192137	UDP-glucuronosyltransferase 2B7	Enzyme	P16662	Homo sapiens
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens
MMDBp0192141	UDP-glucuronosyltransferase 1-9	Enzyme	O60656	Homo sapiens
MMDBp0192146	UDP-glucuronosyltransferase 1-6	Enzyme	P19224	Homo sapiens
MMDBp0193209	Hyaluronan synthase 1	Unknown	Q92839	Homo sapiens
MMDBp0193216	Hyaluronan synthase 3	Unknown	O00219	Homo sapiens
MMDBp0193221	CD44 antigen	Enzyme	P16070	Homo sapiens
MMDBp0193308	Hyaluronan synthase 2	Unknown	Q92819	Homo sapiens
MMDBp0193328	Aggrecan core protein	Enzyme	P16112	Homo sapiens
MMDBp0193505	Tumor necrosis factor-inducible gene 6 protein	Enzyme	P98066	Homo sapiens
MMDBp0193529	Neurocan core protein	Enzyme	O14594	Homo sapiens
MMDBp0193616	Brevican core protein	Enzyme	Q96GW7	Homo sapiens
MMDBp0193727	Versican core protein	Enzyme	P13611	Homo sapiens
MMDBp0196258	Ubiquitin carboxyl-terminal hydrolase 17	Enzyme	Q0WX57	Homo sapiens
MMDBp0196412	Hyaluronan mediated motility receptor	Unknown	O75330	Homo sapiens
MMDBp0196413	Stabilin-2	Unknown	Q8WWQ8	Homo sapiens
MMDBp0196414	Interphotoreceptor matrix proteoglycan 2	Unknown	Q9BZV3	Homo sapiens
MMDBp0196415	Lymphatic vessel endothelial hyaluronic acid receptor 1	Unknown	Q9Y5Y7	Homo sapiens
MMDBp0196416	Hyaluronan and proteoglycan link protein 1	Unknown	P10915	Homo sapiens
MMDBp0196417	Hyaluronan and proteoglycan link protein 2	Unknown	Q9GZV7	Homo sapiens
MMDBp0196418	Hyaluronan and proteoglycan link protein 3	Unknown	Q96S86	Homo sapiens
MMDBp0196419	Hyaluronan and proteoglycan link protein 4	Unknown	Q86UW8	Homo sapiens
MMDBp0196420	Stabilin-1	Unknown	Q9NY15	Homo sapiens
MMDBp0196421	Layilin	Unknown	Q6UX15	Homo sapiens
MMDBp0196422	Sushi domain-containing protein 5	Unknown	O60279	Homo sapiens
MMDBp0196635	Hyaluronan-binding protein 2	Enzyme	Q14520	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001417	Hyaluronan biosynthesis, precursor 1	Hydrogen Ion	Hyaluronan synthase 1	Hyaluronan Synthase	VMH	12512858 8651928 8798477 8798544 9083017
MMDBr0001418	Hyaluronic acid	Hyaluronic acid	Not Available	Hyaluronan Transport, Extracellular to Lysosome	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Biliary atresia	Increased	Association	Human Blood	HMDB	17875085
Diabetes mellitus type 2	Increased	Association	Human Blood	HMDB	16966827
Epilepsy		Association	Human Cerebrospinal Fluid (CSF)	HMDB	12121313
Hepatitis		Association	Human Blood	HMDB	17875085
Meningitis	Increased	Association	Human Cerebrospinal Fluid (CSF)	HMDB	8899053
Uremia	Decreased	Association	Human Blood	HMDB	12675874

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	2	Human ; Human sputum; Human feces	Microbial culture
Bacteria	Bacteroidetes	4	Human feces; Human stool; Human urine; Human ; Human saliva	Microbial culture

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	1.2		0.04	10.52	uM	Adult (>18 years old)	Both	Biliary atresia	HMDB	17875085
Human Blood	Detected and Quantified	0.11	0.013			uM	Adult (>18 years old)	Both	Diabetes	HMDB	16966827
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.25		0.037	0.46	uM	Adult (>18 years old)	Not Specified	Epilepsy	HMDB	12121313
Human Cerebrospinal fluid (csf)	Detected and Quantified			0.0593	0.995	uM	Not Specified	Not Specified	Head injury	HMDB	7992658
Human Blood	Detected and Quantified	0.11		0.044	0.74	uM	Newborn (0-30 days old)	Both	Hepatitis	HMDB	17875085
Human Cerebrospinal fluid (csf)	Detected and Quantified	>10.306				uM	Not Specified	Not Specified	Meningitis	HMDB	8899053
Human Blood	Detected and Quantified	0.00860	0.0103			uM	Adult (>18 years old)	Both	Uremia	HMDB	12675874
Human Blood	Detected and Quantified	<0.00496				uM	Adult (>18 years old)	Both	Normal	HMDB	12675874
Human Blood	Detected and Quantified	0.053	0.015			uM	Adult (>18 years old)	Both	Normal	HMDB	16966827
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.0644	0.0528			uM	Not Specified	Not Specified	Normal	HMDB	8899053
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.214	0.0992			uM	Not Specified	Not Specified	Normal	HMDB	8899053
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.24		0.12	0.36	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	12121313

External Links

HMDB ID

HMDB0002061

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022824

KNApSAcK ID

Not Available

Chemspider ID

8020685

KEGG Compound ID

C00518

BioCyc ID

Not Available

BiGG ID

35227

Wikipedia Link

Hyaluronic acid

METLIN ID

Not Available

PubChem Compound

53477741

PDB ID

Not Available

ChEBI ID

150712

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Perosa SR, Porcionatto MA, Cukiert A, Martins JR, Amado D, Nader HB, Cavalheiro EA, Leite JP, Naffah-Mazzacoratti MG: Extracellular matrix components are altered in the hippocampus, cortex, and cerebrospinal fluid of patients with mesial temporal lobe epilepsy. Epilepsia. 2002;43 Suppl 5:159-61. doi: 10.1046/j.1528-1157.43.s.5.30.x. [PubMed:12121313 ]
Ghosh P, Guidolin D: Potential mechanism of action of intra-articular hyaluronan therapy in osteoarthritis: are the effects molecular weight dependent? Semin Arthritis Rheum. 2002 Aug;32(1):10-37. doi: 10.1053/sarh.2002.33720. [PubMed:12219318 ]

Showing metabocard for Hyaluronic acid (MMDBc0000210)

MOL for #<Metabolite:0x00007fa4d5440670>

3D MOL for #<Metabolite:0x00007fa4d5440670>

3D SDF for #<Metabolite:0x00007fa4d5440670>

3D-SDF for #<Metabolite:0x00007fa4d5440670>

PDB for #<Metabolite:0x00007fa4d5440670>

3D PDB for #<Metabolite:0x00007fa4d5440670>

SMILES for #<Metabolite:0x00007fa4d5440670>

INCHI for #<Metabolite:0x00007fa4d5440670>

Structure for #<Metabolite:0x00007fa4d5440670>

3D Structure for #<Metabolite:0x00007fa4d5440670>