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

General Information of Drug (ID: DR2399)
Drug Name
Phytanic acid
Synonyms
Methylated phytanic acid; MolPort-003-959-253; PHYTANIC ACID; Phytanate; Phytanoate; Phytanoic acid; RLCKHJSFHOZMDR-UHFFFAOYSA-N; SCHEMBL7888; 14721-66-5; 1986AH; 3,11,15-Tetramethylhexadecanoic acid; 3,7,11,15-Tetramethyl-hexadecansaeure; 3,7,11,15-Tetramethylhexadecanoic acid; 3,7,11,15-tetramethyl-hexadecanoic acid; 3,7,11,15-tetramethylhexadecoanoate; AC1L1BZT; AKOS028114496; BDBM119875; CHEBI:16285; CTK6A7614; GTPL2813; HMS3649L09; Hexadecanoic acid, 3,7,11,15-tetramethyl-; MFCD00133772; NSC 108698; NSC-108698; NSC108698
Indication Adrenomyeloneuropathy [ICD11: 5C57] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 312.5 Topological Polar Surface Area 37.3
Heavy Atom Count 22 Rotatable Bond Count 14
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
26840
PubChem SID
4760 ; 408060 ; 5028492 ; 8143449 ; 8169407 ; 14752296 ; 24898502 ; 34669433 ; 50270998 ; 53787377 ; 57310327 ; 85088771 ; 104298406 ; 125334886 ; 125817226 ; 125817276 ; 126523582 ; 127271088 ; 127271089 ; 127271090 ; 127271091 ; 129144951 ; 134990279 ; 135651546 ; 137005425 ; 142113091 ; 162093649 ; 163241158 ; 184585448 ; 220230669 ; 224034687 ; 226399192 ; 250133392 ; 252457695 ; 252468936
ChEBI ID
CHEBI:16285
CAS Number
14721-66-5
TTD Drug ID
D05JXE
Formula
C20H40O2
Canonical SMILES
CC(C)CCCC(C)CCCC(C)CCCC(C)CC(=O)O
InChI
1S/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)
InChIKey
RLCKHJSFHOZMDR-UHFFFAOYSA-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
Phytanoyl-CoA DM006972
439640
Oxidation - Alpha-oxidation 1 [2]
Pristanic acid DM006973
123929
Oxidation - Alpha-oxidation 2 [2]
Pristanoyl-CoA DM006974
25137904
Oxidation - Beta-oxidation 3 [2]
4,8,12-trimethyl undecanoyl-CoA DM006975 N. A. Oxidation - Beta-oxidation 4 [2]
2,6,10-trimethyl undecanoyl-CoA DM006976 N. A. Oxidation - Beta-oxidation 5 [2]
4,8,12-trimethyl tridecanoic acid DM006980 N. A. Unclear 5 [2]
2,6,10-trimethyl undecanoic acid DM006979
3047764
Unclear 6 [2]
4,8-dimethyl nonanoyl-CoA DM006977 N. A. Oxidation - Beta-oxidation 6 [2]
4,8-dimethyl nonanoic acid DM006978
13628864
Unclear 7 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007593 Phytanic acid Phytanoyl-CoA Oxidation - Alpha-oxidation ACSL1 ... [2]
MR007594 Phytanoyl-CoA Pristanic acid Oxidation - Alpha-oxidation Unclear [2]
MR007595 Pristanic acid Pristanoyl-CoA Oxidation - Beta-oxidation ACS [2]
MR007596 Pristanoyl-CoA 4,8,12-trimethyl undecanoyl-CoA Oxidation - Beta-oxidation Unclear [2]
MR007597 4,8,12-trimethyl undecanoyl-CoA 2,6,10-trimethyl undecanoyl-CoA Oxidation - Beta-oxidation Unclear [2]
MR007601 4,8,12-trimethyl undecanoyl-CoA 4,8,12-trimethyl tridecanoic acid Unclear Unclear [2]
MR007598 2,6,10-trimethyl undecanoyl-CoA 4,8-dimethyl nonanoyl-CoA Oxidation - Beta-oxidation Unclear [2]
MR007600 2,6,10-trimethyl undecanoyl-CoA 2,6,10-trimethyl undecanoic acid Unclear Unclear [2]
MR007599 4,8-dimethyl nonanoyl-CoA 4,8-dimethyl nonanoic acid Unclear ACT [2]
⏷ 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
acyl-CoA synthetase (ACS) DMEN376 Homo sapiens Not Available Not Available [2]
Acyl-CoA synthetase 1 (ACSL1) DMEN374 Homo sapiens
ACSL1_HUMAN
6.2.1.15
[2]
acyl-CoA thioesterase (ACT) DMEN377 Homo sapiens Not Available Not Available [2]
Cytochrome P450 121A1 (cyp121) DME1662 Mycobacterium tuberculosis
CP121_MYCTU
1.14.19.70
[3]
Very long-chain acyl-CoA synthetase (SLC27A2) DMEN256 Homo sapiens
S27A2_HUMAN
6.2.1.-
[2]
References
1 Phytanic acid storage disease (Refsum's disease): clinical characteristics, pathophysiology and the role of therapeutic apheresis in its management. J Clin Apher. 1999;14(4):181-4.
2 Phytanic acid metabolism in health and disease
3 Function, essentiality, and expression of cytochrome P450 enzymes and their cognate redox partners in Mycobacterium tuberculosis: are they drug targets? Appl Microbiol Biotechnol. 2019 May;103(9):3597-3614.

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