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

General Information of Drug (ID: DR2053)
Drug Name
Mevalonate
Synonyms mevalonate; mevalonic acid; (3R)-3,5-dihydroxy-3-methylpentanoate; (R)-mevalonate; AC1NRC4P; CHEBI:36464; CTK4B1152; DTXSID50415347; GTPL3042
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 147.15 Topological Polar Surface Area 80.6
Heavy Atom Count 10 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
5288798
PubChem SID
2951 ; 7888884 ; 14717736 ; 39321128 ; 46508035 ; 50669434 ; 61013392 ; 113872836 ; 135651556 ; 137139211 ; 160966633 ; 162779470 ; 223808188
ChEBI ID
CHEBI:36464
CAS Number
150-97-0
TTD Drug ID
D03GRA
Formula
C6H11O4-
Canonical SMILES
CC(CCO)(CC(=O)[O-])O
InChI
1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/p-1/t6-/m1/s1
InChIKey
KJTLQQUUPVSXIM-ZCFIWIBFSA-M
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
Isopentenyl 5-diphosphate DM003914
25202829
Unclear 1 [5]
Mevalonate 3-phosphate DM003907
89853068
Unclear 1 [3]
Isopentenyl phosphate DM003909
21896400
Oxidation - Decarboxylation 2 [2]
Mevalonate 3,5-bisphosphate DM003908
86289951
Unclear 2 [3]
Isopentenyl phosphate DM003909
21896400
Oxidation - Decarboxylation 3 [3]
Isopentenyl pyrophosphate DM003910
1195
Unclear 3 [2]
Dimethylallyl pyrophosphate DM003911
647
Unclear 4 [3]
Isopentenyl pyrophosphate DM003910
1195
Unclear 4 [3]
Dimethylallyl pyrophosphate DM003911
647
Unclear 5 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR012882 Mevalonate Mevalonate 3-phosphate Unclear Ta1305 [3]
MR012891 Mevalonate Isopentenyl 5-diphosphate Unclear Unclear [5]
MR012883 Mevalonate 3-phosphate Mevalonate 3,5-bisphosphate Unclear Ta0762 [3]
MR012888 Mevalonate 5-phosphate Isopentenyl phosphate Oxidation - Decarboxylation MPD [2]
MR014104 Isopentenyl phosphate Isopentenyl pyrophosphate Unclear MJ0044 [2]
MR012884 Mevalonate 3,5-bisphosphate Isopentenyl phosphate Oxidation - Decarboxylation Unclear [3]
MR012885 Isopentenyl phosphate Isopentenyl pyrophosphate Unclear Ta0103 [3]
MR014105 Isopentenyl pyrophosphate Dimethylallyl pyrophosphate Unclear ipis [3]
MR012886 Isopentenyl pyrophosphate Dimethylallyl pyrophosphate Unclear IDI1 [3]
⏷ Show the Full List of 9 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Isopentenyl phosphate kinase (MJ0044) DMEN406 Bacteroides fragilis Not Available Not Available [2]
Isopentenyl phosphate kinase (Ta0103) DMEN176 Thermoplasma acidophilum Not Available Not Available [3]
isopentenyl pyrophosphate isomerase (ipis) DMEN179 Thermoplasma acidophilum Not Available Not Available [3]
Isopentenyl-diphosphate delta-isomerase (IDI1) DMEN177 Saccharomyces cerevisiae
IDI1_YEAST
5.3.3.2
[3]
Mevalonate 3-kinase (Ta1305) DMEN174 Thermoplasma acidophilum
MV3K_THEAC
2.7.1.185
[3]
mevalonate 5-phosphate decarboxylase (MPD) DMEN178 Bacteroides fragilis Not Available Not Available [2]
Mevalonate kinase (MVK) DME0454 Homo sapiens
KIME_HUMAN
2.7.1.36
[4]
Mevalonate pyrophosphate decarboxylase (MPD) DME0427 Homo sapiens
MVD1_HUMAN
4.1.1.33
[3]
Mevalonate-3-phosphate 5-kinase (Ta0762) DMEN175 Thermoplasma acidophilum
MVP5K_THEAC
2.7.1.186
[3]
phosphomevalonate kinase (PMVK) DMEN180 Thermoplasma acidophilum Not Available Not Available [3]
⏷ Show the Full List of 10  DME(s)
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Mevalonate kinase (MVK) DME0454 Km = 0.0324 microM
KIME_HUMAN
[4]
References
1 The IUPHAR/BPS Guide to PHARMACOLOGY in 2020: extending immunopharmacology content and introducing the IUPHAR/MMV Guide to MALARIA PHARMACOLOGY. Nucleic Acids Res. 2020 Jan 8;48(D1):D1006-D1021. (Ligand id: 3042).
2 Substrate Specificity and Engineering of Mevalonate 5-Phosphate Decarboxylase
3 Evidence of a novel mevalonate pathway in archaea
4 Biochemical and structural basis for feedback inhibition of mevalonate kinase and isoprenoid metabolism. Biochemistry. 2008 Mar 25;47(12):3715-24.
5 Enzymes of the mevalonate pathway of isoprenoid biosynthesis

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.