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

General Information of Drug (ID: DR2161)
Drug Name
Unifac-6550
Synonyms
Emersol 310; Linoleic acid; Emersol 315; Extra Linoleic 90; Grape seed oil; Linoleate; Linoleic; Linolic acid; Oils, grape; Polylin 515; Polylin No. 515; Telfairic acid; Unifac 6550; acide linoleique; acido lino; alpha-Linoleic acid; cis,cis-9,12-Octadecadienoic acid; cis,cis-Linoleic acid; cis-9,cis-12-Octadecadienoic acid; (9Z,12Z)-octadeca-9,12-dienoic acid; (Z,Z)-9,12-Octadecadienoic acid; 60-33-3; 9,12-Linoleic acid; 9-cis,12-cis-Linoleic acid; 9Z,12Z-Linoleic acid; 9Z,12Z-octadecadienoic acid; all-cis-9,12-Octadecadienoic acid
Indication Obesity [ICD11: 5B81] Phase 1 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 280.4 Topological Polar Surface Area 37.3
Heavy Atom Count 20 Rotatable Bond Count 14
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
5280450
PubChem SID
4750 ; 143213 ; 647847 ; 3139101 ; 7849987 ; 7887298 ; 8145523 ; 8616276 ; 10529224 ; 14897568 ; 17388946 ; 24882204 ; 24882205 ; 24896270 ; 24896275 ; 24896279 ; 24901678 ; 26752886 ; 26752887 ; 26752888 ; 26759057 ; 29196027 ; 29204334 ; 39289571 ; 47290906 ; 47662025 ; 48110221 ; 48416742 ; 48423611 ; 48425246 ; 49846046 ; 49854479 ; 50073971 ; 50105507 ; 50105508 ; 51004445 ; 53790748 ; 56312731 ; 57357741 ; 57651878 ; 85787692 ; 87572020 ; 87572080 ; 88831443 ; 92298594 ; 92309790 ; 99300704 ; 99302222 ; 103167732 ; 104046536
ChEBI ID
CHEBI:17351
CAS Number
60-33-3
TTD Drug ID
D03LOG
Formula
C18H32O2
Canonical SMILES
CCCCCC=CCC=CCCCCCCCC(=O)O
InChI
1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
InChIKey
OYHQOLUKZRVURQ-HZJYTTRNSA-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
10-EZ-HODE DM003583 N. A. Oxidation - Oxidationn 1 [5]
12-ZE-HODE DM003581 N. A. Oxidation - Oxidationn 1 [5]
13-ZE-HODE DM003582 N. A. Oxidation - Oxidationn 1 [5]
9-EZ-HODE DM003580 N. A. Oxidation - Oxidationn 1 [5]
AA DM003578
444899
Oxidation - P-oxidation 1 [6]
Docosahexaenoic acid DM002727
445580
Oxidation - P-oxidation 1 [6]
Ketones DM003574 N. A. Unclear 1 [6]
CHOL DM001689
5997
Unclear 2 [6]
MONO DM003577 N. A. Unclear 2 [6]
SAT DM003576 N. A. Unclear 2 [6]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004014 Unifac-6550 Ketones Unclear Unclear [6]
MR004018 Unifac-6550 AA Oxidation - P-oxidation Unclear [6]
MR004019 Unifac-6550 DHA Oxidation - P-oxidation Unclear [6]
MR004020 Unifac-6550 9-EZ-HODE Oxidation - Oxidationn Unclear [5]
MR004021 Unifac-6550 12-ZE-HODE Oxidation - Oxidationn Unclear [5]
MR004022 Unifac-6550 13-ZE-HODE Oxidation - Oxidationn Unclear [5]
MR004023 Unifac-6550 10-EZ-HODE Oxidation - Oxidationn Unclear [5]
MR004015 Ketones CHOL Unclear Unclear [6]
MR004016 Ketones SAT Unclear Unclear [6]
MR004017 Ketones MONO Unclear Unclear [6]
⏷ Show the Full List of 10 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Linoleate 10-hydratase (10-LAH) DME1338 Lactobacillus plantarum
A0A1I9RYU9_LACPN
4.2.1.84
[2]
Linoleate isomerase (lai) DME1179 Butyrivibrio fibrisolvens
D2BQ64_LACLK
5.2.1.5
[3] , [4]
References
1 ClinicalTrials.gov (NCT01251887) Dietary Essential Fatty Acid Regulation of Omega-3 HUFA Metabolism; Satiety and Body Composition
2 Characterization of linoleate 10-hydratase of Lactobacillus plantarum and novel antifungal metabolites. Front Microbiol. 2016 Oct 4;7:1561.
3 Cell-associated alpha-amylases of butyrate-producing Firmicute bacteria from the human colon. Microbiology. 2006 Nov;152(Pt 11):3281-3290.
4 Effect of linoleic acid concentration on conjugated linoleic acid production by Butyrivibrio fibrisolvens A38. Appl Environ Microbiol. 2000 Dec;66(12):5226-30.
5 Singlet-oxygen-derived products from linoleate activate Nrf2 signaling in skin cells
6 Carbon recycling into de novo lipogenesis is a major pathway in neonatal metabolism of linoleate and alpha-linolenate

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