Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2724)
Drug Name
Hyaluronan
Synonyms
Hyalart; Hyalein; Hyalgan; Hyalovet; Hyaluronan; Hyaluronate Sodium [USAN:JAN]; Hyalurone sodium; Hyaluronic acid sodium; Hyaluronic acid, sodium salt; Hyaluronsan HA-LQ; Hyasol; Hyladerm; Hyladerm Khionat; Khionat; Kopuron; Arthrease; Bio Hyaluro 12; Cystistat; EUFLEXXA; EUFLEXXA injection; Equron; Equron (Veterinary); Healon; Monovisc; Nidelon; Nrd101; Orthovisc; Ostenil; Provisc; SI-4402; SL-1010; Sinovial; Sodium hyaluronate HMW; Supartz; Suvenyl; Synacid; Synacid (veterinary); CCRIS 4127; UNII-YSE9PPT4TH
Indication Osteoarthritis [ICD11: FA00] Phase 4 [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 799.6 Topological Polar Surface Area 400
Heavy Atom Count 54 Rotatable Bond Count 12
Hydrogen Bond Donor Count 14 Hydrogen Bond Acceptor Count 23
Cross-matching ID
PubChem CID
3084049
PubChem SID
36414352 ; 49976996 ; 57355653 ; 76357960 ; 99373586 ; 111689167 ; 126669945 ; 135232288 ; 137114778 ; 137213496 ; 152036029 ; 164810996 ; 178101652 ; 184536753 ; 223434600 ; 223684986 ; 252215555 ; 252449989
CAS Number
9067-32-7
TTD Drug ID
D07BSE
Formula
C28H44N2NaO23+
Canonical SMILES
CC(=O)NC1C(C(C(OC1O)CO)O)OC2C(C(C(C(O2)C(=O)O)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)NC(=O)C)O)O.[Na+]
InChI
1S/C28H44N2O23.Na/c1-5(33)29-9-18(11(35)7(3-31)47-25(9)46)49-28-17(41)15(39)20(22(53-28)24(44)45)51-26-10(30-6(2)34)19(12(36)8(4-32)48-26)50-27-16(40)13(37)14(38)21(52-27)23(42)43;/h7-22,25-28,31-32,35-41,46H,3-4H2,1-2H3,(H,29,33)(H,30,34)(H,42,43)(H,44,45);/q;+1/t7-,8-,9-,10-,11-,12-,13+,14+,15-,16-,17-,18-,19-,20+,21+,22+,25-,26+,27-,28-;/m1./s1
InChIKey
YWIVKILSMZOHHF-QJZPQSOGSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Fragments DM006705 N. A. Unclear 1 [5]
Oligosaccharides DM006706 N. A. Unclear 1 [6]
Unsaturated disaccharides DM006707 N. A. Unclear 1 [2]
Unclear DM009999 N. A. Unclear 2 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007236 Hyaluronan Fragments Unclear HYAL2 [5]
MR007238 Hyaluronan Oligosaccharides Unclear Unclear [6]
MR007239 Hyaluronan Unsaturated disaccharides Unclear hyl [2]
MR007237 Fragments Unclear Unclear HYAL1 [5]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Hyaluronate lyase (hyaL) DME1240 Streptobacillus moniliformis
D1AWD4_STRM9
4.2.2.1
[2]
Hyaluronidase (hyl) DME1143 Bacillus megaterium
W5RSC1_9BACI
4.2.2.1
[3] , [4]
Hyaluronidase-1 (HYAL1) DMEN354 Homo sapiens
HYAL1_HUMAN
3.2.1.35
[5]
Hyaluronidase-2 (HYAL2) DMEN353 Homo sapiens
HYAL2_HUMAN
3.2.1.35
[5]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Hyaluronidase (hyl) DME1143 Km = 20 microM
W5RSC1_9BACI
[3] , [4]
References
1 ClinicalTrials.gov (NCT02625727) Effects of Hyaluronic Acid vs. Hyaluronic Acid on Knee Osteoarthritis
2 A bacterial ABC transporter enables import of mammalian host glycosaminoglycans. Sci Rep. 2017 Apr 21;7(1):1069.
3 A novel hyaluronidase produced by Bacillus sp. A50. PLoS One. 2014 Apr 15;9(4):e94156.
4 Intracellular oxidative damage due to antibiotics on gut bacteria reduced by glutathione oxidoreductase-derived antioxidant molecule GM15. Arch Microbiol. 2020 Feb 14.
5 Hyaluronan: Metabolism and Function
6 Absorption of Orally Administered Hyaluronan

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