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

General Information of Drug (ID: DR1943)
Drug Name
Phloretin
Synonyms
Dihydronaringenin; Phloretol; S5J5OE47MK; phloretin; 1-Propanone, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-; 2',4',6'-Trihydroxy-3-(4-Hydroxyphenyl)propiophenone; 2',4',6'-Trihydroxy-3-(p-hydroxyphenyl)propiophenone; 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone; 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one; 60-82-2; CCRIS 7459; EINECS 200-488-7; MFCD00002288; NSC 407292; NSC407292; UNII-S5J5OE47MK; beta-(p-Hydroxyphenyl)phloropropiophenone
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 274.27 Topological Polar Surface Area 98
Heavy Atom Count 20 Rotatable Bond Count 4
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
4788
PubChem SID
4036 ; 477076 ; 841166 ; 885022 ; 3152290 ; 6900044 ; 7979953 ; 8141738 ; 8144209 ; 8152940 ; 11111666 ; 11111667 ; 11341604 ; 11361787 ; 11364189 ; 11366751 ; 11369313 ; 11372170 ; 11374941 ; 11377475 ; 11484537 ; 11487189 ; 11488497 ; 11490851 ; 11492986 ; 11495109 ; 11537656 ; 14750659 ; 17405570 ; 22425581 ; 24278652 ; 24771297 ; 24887442 ; 26613299 ; 26679936 ; 26725279 ; 26747651 ; 26753632 ; 26759355 ; 29204475 ; 29223872 ; 46500461 ; 47440053 ; 47736274 ; 47736275 ; 47885227 ; 47959549 ; 48334288 ; 48421899 ; 49760075
ChEBI ID
CHEBI:17276
CAS Number
60-82-2
TTD Drug ID
D0HD2G
Formula
C15H14O5
Canonical SMILES
C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O)O)O)O
InChI
1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2
InChIKey
VGEREEWJJVICBM-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
Phloretin, 2p-hydroxy-glucuronide metabolite DM016759
154699517
Conjugation - Glucuronidation 1 [3]
Phloretin, 4p-hydroxy-glucuronide metabolite DM016764
154699926
Conjugation - Glucuronidation 1 [3]
Unclear DM009999 N. A. Conjugation - Glucuronidation 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR012705 Phloretin Phloretin, 2p-hydroxy-glucuronide metabolite Conjugation - Glucuronidation Unclear [3]
MR012706 Phloretin Phloretin, 4p-hydroxy-glucuronide metabolite Conjugation - Glucuronidation Unclear [3]
MR012707 Phloretin Unclear Conjugation - Glucuronidation UGT1A1 ... [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 1A7 (UGT1A7) DME0065 Homo sapiens
UD17_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 1A8 (UGT1A8) DME0064 Homo sapiens
UD18_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME0042 Homo sapiens
UD19_HUMAN
2.4.1.17
[2]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Km = 0.0068 microM
UD11_HUMAN
[2]
UDP-glucuronosyltransferase 1A7 (UGT1A7) DME0065 Km = 0.0068 microM
UD17_HUMAN
[2]
UDP-glucuronosyltransferase 1A8 (UGT1A8) DME0064 Km = 0.0068 microM
UD18_HUMAN
[2]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME0042 Km = 0.0068 microM
UD19_HUMAN
[2]
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: 4285).
2 Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake. J Biol Chem. 2004 Jan 9;279(2):1429-41.
3 NORMAN Suspect List Exchange:Phloretin

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