Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR001254)
Formula
SVG example
4-Hydroxylation
Reactant All-trans-retinoic acid Product 4-hydroxyretinoic acid
Reactant Info Product Info
Metabolic Type Oxidation - 4-Hydroxylation
Other MR(s) Related to The Reactant of This MR
Other MR(s) That Produce The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR002987 Alitretinoin all-trans-retinoic acid Unclear - Unclear Alitretinoin [1]
MR001261 Isotretinoin All-trans-retinoic acid Unclear Isotretinoin [2], [3], [4], [5]
MR005731 Retinal Retinoic acid Unclear Beta carotene [6]
Other MR(s) That Metabolize The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR001252 All-trans-retinoic acid 16-hydroxyisotretinoin Oxidation - 16-Hydroxylation Isotretinoin [2]
MR001253 All-trans-retinoic acid 18-hydroxyisotretinoin Oxidation - 18-Hydroxylation Isotretinoin [2]
MR005734 Retinoic acid 13-cis-retinoic acid Unclear Beta carotene [6]
MR005732 Retinoic acid 4-Oxoretinoic acid Unclear Beta carotene [6]
Other MR(s) Related to The Product of This MR
Other MR(s) That Produce The Product of This MR
MR ID Reactant Product MR Type Related Drug REF
MR006380 NSC-122758 4-Hydroxyretinoic acid Oxidation - 4-hydroxylation NSC-122758 [7]
MR009626 Tretinoin 4-Hydroxyretinoic acid Oxidation - 4-hydroxylation Tretinoin [7], [8]
Other MR(s) That Metabolize The Produtc of This MR
MR ID Reactant Product MR Type Related Drug REF
MR009627 4-Hydroxyretinoic acid 4-Oxoretinoic acid Oxidation - Oxidation Tretinoin [7], [9]
MR001259 4-hydroxyretinoic acid 4-Oxoretinoic acid Oxidation - Oxidation Isotretinoin [10]
References
1 The single-dose pharmacokinetics of alitretinoin and its metabolites are not significantly altered in patients with cirrhosis Br J Dermatol. 2014 Feb;170(2):408-14. doi: 10.1111/bjd.12546.
2 Human biliary metabolites of isotretinoin: identification, quantification, synthesis, and biological activity Xenobiotica. 1990 Feb;20(2):193-207. doi: 10.3109/00498259009047155.
3 Isotretinoin and its Metabolites Alter mRNA of Multiple Enzyme and Transporter Genes In Vitro, but Downregulation of Organic Anion Transporting Polypeptide Does Not Translate to the Clinic Drug Metab Dispos. 2022 Jul;50(7):1042-1052. doi: 10.1124/dmd.122.000882.
4 The use of isotretinoin in acne Dermatoendocrinol. 2009 May;1(3):162-9. doi: 10.4161/derm.1.3.9364.
5 The effect of isotretinoin on the pharmacokinetics and pharmacodynamics of ethinyl estradiol and norethindrone. Clin Pharmacol Ther. 2004 May;75(5):464-75.
6 #NAME?
7 Identification of human cytochrome P450s involved in the formation of all-trans-retinoic acid principal metabolites. Mol Pharmacol. 2000 Dec;58(6):1341-8.
8 Human cytochrome P450s involved in the metabolism of 9-cis- and 13-cis-retinoic acids
9 Retinoic acid metabolism and mechanism of action: a review
10 DrugBank(Pharmacology-Metabolism)Isotretinoin

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