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

General Information of Drug (ID: DR0793)
Drug Name
Guajazulen
Synonyms
AZ-8 beris; Azulen-beris; Azulol; Azulon; Azunol; Azunol (TN); Cuteazul; Eucazulen; Guaiazulene, 99%; Guajazulene; Guiazulene; Gurjunazulen; Kessazulen; Purazulen; S-Guaiazulene; Silazulon; Uroazulen; Vaumigan; Vetivazulen; guaiazulen; guaiazulene; hepatoprotectant; 1,4-Dimethyl-7-(1-methylethyl)azulene; 1,4-Dimethyl-7-isopropylazulene; 1,4-dimethyl-7-(propan-2-yl)azulene; 3,8-Dimethyl-5-(2-propyl)azulene; 489-84-9; 7-Isopropyl-1,4-dimethylazulene; Azulene, 1,4-dimethyl-7-(1-methylethyl)-; NSC 4714; UNII-2OZ1K9JKQC
Indication Allergy [ICD11: 4A80] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 198.3 Topological Polar Surface Area 0
Heavy Atom Count 15 Rotatable Bond Count 1
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 0
Cross-matching ID
PubChem CID
3515
ChEBI ID
CHEBI:5550
CAS Number
489-84-9
Formula
C15H18
Canonical SMILES
CC1=C2C=CC(=C2C=C(C=C1)C(C)C)C
InChI
1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3
InChIKey
FWKQNCXZGNBPFD-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-Isopropyl-6-methylazulen DM007047
129891362
Conjugation - Methylationn 1 [3]
2-Isopropyl-5-methylazulen DM007044
129891361
Other reaction - Methyl grouporientation 1 [3]
Azulene DM007040
9231
Oxidation - Demethylation 1 [3]
Bentazone DM007043
2328
Unclear 1 [3]
Cadalene DM007045
10225
Unclear 1 [3]
GAS-Na DM007046
140040119
Conjugation - Sulphonation 1 [3]
Guaiene DM007041
6949
Reduction - Reduction 1 [3]
Guaiol DM007042
227829
Oxidation - Hydroxvlation 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007016 Guajazulen Azulene Oxidation - Demethylation Unclear [3]
MR007017 Guajazulen Guaiene Reduction - Reduction Unclear [3]
MR007018 Guajazulen Guaiol Oxidation - Hydroxvlation Unclear [3]
MR007019 Guajazulen Bentazone Unclear Unclear [3]
MR007020 Guajazulen 2-Isopropyl-5-methylazulen Other reaction - Methyl grouporientation Unclear [3]
MR007021 Guajazulen Cadalene Unclear Unclear [3]
MR007022 Guajazulen GAS-Na Conjugation - Sulphonation Unclear [3]
MR007023 Guajazulen 1-Isopropyl-6-methylazulen Conjugation - Methylationn Unclear [3]
⏷ Show the Full List of 8 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
References
1 Antioxidant activity of guaiazulene and protection against paracetamol hepatotoxicity in rats. J Pharm Pharmacol. 1997 Sep;49(9):938-42.
2 The influence of the sparteine/debrisoquine genetic polymorphism on the disposition of dexfenfluramine. Br J Clin Pharmacol. 1996 Apr;41(4):311-7.
3 Guaiazulene and related compounds: A review of current perspective on biomedical applications

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