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

General Information of Drug (ID: DR1710)
Drug Name
Vorinostat
Synonyms
Vorinostat; Vorinostat (SAHA); Vorinostat (SAHA, MK0683); WAEXFXRVDQXREF-UHFFFAOYSA-N; WIN64652; Zolinza; suberoylanilide hydroxamic acid; MK-0683; MK0683; N'-hydroxy-N-phenyloctanediamide; N-Hyrdroxy-N'-phenyloctanediamide; N-hydroxy-N'-phenyloctanediamide; N1-hydroxy-N8-phenyloctanediamide; SAHA cpd; Suberanilohydroxamic acid; 149647-78-9; 58IFB293JI; CCRIS 8456; CHEBI:45716; CHEMBL98; MFCD00945317; NSC-701852; NSC701852; OCTANEDIOIC ACID HYDROXYAMIDE PHENYLAMIDE; Octanediamide, N-hydroxy-N'-phenyl-; SAHA; SHH; UNII-58IFB293JI
Indication Cutaneous T-cell lymphoma [ICD11: 2B01] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 264.32 Topological Polar Surface Area 78.4
Heavy Atom Count 19 Rotatable Bond Count 8
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
5311
PubChem SID
830547 ; 832844 ; 5620782 ; 7890463 ; 8153256 ; 12015019 ; 14710657 ; 14823867 ; 26684150 ; 29224365 ; 46393757 ; 46508989 ; 46519184 ; 47207977 ; 48426290 ; 49645508 ; 50070170 ; 50070537 ; 50071316 ; 50113029 ; 53788318 ; 56311712 ; 56312417 ; 56312644 ; 56314569 ; 57322702 ; 68530763 ; 75748492 ; 85736432 ; 87226482 ; 92708291 ; 92719823 ; 99350949 ; 99436957 ; 103174146 ; 104170365 ; 104171411 ; 104308873 ; 118048589 ; 121362164 ; 124756962 ; 124766849 ; 124795966 ; 124893441 ; 124893442 ; 125163768 ; 125335517 ; 126591282 ; 126628079 ; 126649066
ChEBI ID
CHEBI:45716
CAS Number
149647-78-9
TTD Drug ID
D0E7PQ
Formula
C14H20N2O3
Canonical SMILES
C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)NO
InChI
1S/C14H20N2O3/c17-13(15-12-8-4-3-5-9-12)10-6-1-2-7-11-14(18)16-19/h3-5,8-9,19H,1-2,6-7,10-11H2,(H,15,17)(H,16,18)
InChIKey
WAEXFXRVDQXREF-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
4-anilino-4-oxobutanoic acid DM005295
7598
Unclear 1 [5] , [3]
Vorinostat-O-Glucuronide metabolite DM005296
44425383
Unclear 1 [5] , [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005666 Vorinostat 4-anilino-4-oxobutanoic acid Unclear Unclear [5], [3]
MR005667 Vorinostat Vorinostat-O-Glucuronide metabolite Unclear UGT2B7 ... [5], [3]
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 1A3 (UGT1A3) DME0041 Homo sapiens
UD13_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 1A7 (UGT1A7) DME0065 Homo sapiens
UD17_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 1A8 (UGT1A8) DME0064 Homo sapiens
UD18_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME0042 Homo sapiens
UD19_HUMAN
2.4.1.17
[4]
UDP-glucuronosyltransferase 2B17 (UGT2B17) DME0066 Homo sapiens
UDB17_HUMAN
2.4.1.17
[4]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[4]
⏷ Show the Full List of 7  DME(s)
References
1 Vorinostat was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 A pharmacogenetic study of vorinostat glucuronidation. Pharmacogenet Genomics. 2010 Oct;20(10):638-41.
3 Uridine 5'-diphospho-glucuronosyltransferase genetic polymorphisms and response to cancer chemotherapy. Future Oncol. 2010 Apr;6(4):563-85.
4 Age-dependent hepatic UDP-glucuronosyltransferase gene expression and activity in children. Front Pharmacol. 2016 Nov 16;7:437.
5 Stability studies of vorinostat and its two metabolites in human plasma, serum and urine

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