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

General Information of Drug (ID: DR2006)
Drug Name
Pyrenemethanol
Synonyms 4-Pyrenemethanol; (PYREN-4-YL)METHANOL; 22245-54-1; SCHEMBL975512; 4-hydroxymethylpyrene; CTK0J6579
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 232.28 Topological Polar Surface Area 20.2
Heavy Atom Count 18 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
57934637
CAS Number
22245-54-1
Formula
C17H12O
Canonical SMILES
C1=CC2=C3C(=C1)C=C(C4=CC=CC(=C43)C=C2)CO
InChI
1S/C17H12O/c18-10-14-9-13-5-1-3-11-7-8-12-4-2-6-15(14)17(12)16(11)13/h1-9,18H,10H2
InChIKey
LABNFNHSRBDQDP-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
1-pyrene carboxylic acid(1-PCA) DM006992
125395
Unclear 1 [3]
1-sulfoxymethylpyrene(1-SMP) DM006988
21121417
Unclear 1 [3]
N-hydroxy-1-HMP(n-OH-1-HMP) DM006997 N. A. Unclear 1 [3]
Acyl glucuronide of 1-PCA(Gld-1-PCA) DM006993 N. A. Unclear 2 [3]
N-hydroxy-1-PCA(n-HO-1-PCA) DM006995 N. A. Unclear 2 [3]
Pyrenemethanol M1 DM006989
86008049
Unclear 2 [3]
Acyl glucuronide of n-HO-1-PCA(Gld-n-HO-1-PCA) DM006994 N. A. Unclear 3 [3]
N-sulfoxy-1-pyrenecarboxylic acid(n-SO-1-PCA) DM006996 N. A. Unclear 3 [3]
N2-((pyrene-1-yl)methyl)-2'-deoxyguanosine(N2-MP-dG) DM006991
155883068
Unclear 3 [3]
S-((pyrene-1-yl)methyl)-N-acetylcysteine(MPMA) DM006990 N. A. Unclear 3 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007611 Pyrenemethanol 1-sulfoxymethylpyrene(1-SMP) Unclear Unclear [3]
MR007615 Pyrenemethanol 1-pyrene carboxylic acid(1-PCA) Unclear UGT [3]
MR007621 Pyrenemethanol N-hydroxy-1-HMP(n-OH-1-HMP) Unclear Unclear [3]
MR007616 1-pyrene carboxylic acid(1-PCA) Acyl glucuronide of 1-PCA(Gld-1-PCA) Unclear Unclear [3]
MR007618 1-pyrene carboxylic acid(1-PCA) N-hydroxy-1-PCA(n-HO-1-PCA) Unclear Unclear [3]
MR007612 1-sulfoxymethylpyrene(1-SMP) Pyrenemethanol M1 Unclear Unclear [3]
MR007622 N-hydroxy-1-HMP(n-OH-1-HMP) N-hydroxy-1-PCA(n-HO-1-PCA) Unclear Unclear [3]
MR007617 Acyl glucuronide of 1-PCA(Gld-1-PCA) Acyl glucuronide of n-HO-1-PCA(Gld-n-HO-1-PCA) Unclear Unclear [3]
MR007619 N-hydroxy-1-PCA(n-HO-1-PCA) Acyl glucuronide of n-HO-1-PCA(Gld-n-HO-1-PCA) Unclear Unclear [3]
MR007620 N-hydroxy-1-PCA(n-HO-1-PCA) N-sulfoxy-1-pyrenecarboxylic acid(n-SO-1-PCA) Unclear Unclear [3]
MR007613 Pyrenemethanol M1 S-((pyrene-1-yl)methyl)-N-acetylcysteine(MPMA) Unclear Unclear [3]
MR007614 Pyrenemethanol M1 N2-((pyrene-1-yl)methyl)-2'-deoxyguanosine(N2-MP-dG) Unclear Unclear [3]
⏷ Show the Full List of 12 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Alcohol dehydrogenase class-I gamma (ADH1C) DME0129 Homo sapiens
ADH1G_HUMAN
1.1.1.1
[2]
Alcohol dehydrogenase class-II (ADH4) DME0130 Homo sapiens
ADH4_HUMAN
1.1.1.105
[2]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Alcohol dehydrogenase class-I gamma (ADH1C) DME0129 Km = 0.00037 microM
ADH1G_HUMAN
[2]
Alcohol dehydrogenase class-II (ADH4) DME0130 Km = 0.00037 microM
ADH4_HUMAN
[2]
References
1 Opposing--activating or inhibitory--effects of cimetidine and daidzein on human ADH1C activity depending on substrates and solvents. Drug Metab Lett. 2012;6(4):258-64.
2 Oxidation of alcohols and reduction of aldehydes derived from methyl- and dimethylpyrenes by cDNA-expressed human alcohol dehydrogenases. Toxicology. 2008 Mar 12;245(1-2):65-75.
3 Metabolism and excretion of 1-hydroxymethylpyrene, the proximate metabolite of the carcinogen 1-methylpyrene, in rats. Toxicology. 2016 Jul 29;366-367:43-52.

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