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

General Information of Drug (ID: DR0596)
Drug Name
Ergocalciferol
Synonyms
Ercalciol; Ergocalciferolum; Ergorone; Ertron; Fortodyl; Geltabs; Hi-Deratol; Hyperkil; Infron; Metadee; Mulsiferol; Novovitamin-D; Oleovitamin D2; Ostelin; Radiostol; Radsterin; Rodine C; Rodinec; Shock-ferol; Sterogyl; VITAMIN D2; Viosterol; Activated ergosterol; Buco-D; Calciferol; Calciferolum; Calciferon 2; Condocaps; Condol; Crystallina; D-Tracetten; Davitamon D; Davitin; De-rat concentrate; Decaps; Dee-Osterol; Dee-Ron; Dee-Ronal; Dee-Roual; Deltalin; Deratol; Detalup; Diactol; Divit urto; Drisdol; Vitavel-D; ergocalciferol; 50-14-6; Daral; Vio-D
Indication Hypoparathyroidism [ICD11: 5A50] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 396.6 Topological Polar Surface Area 20.2
Heavy Atom Count 29 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
5280793
ChEBI ID
CHEBI:28934
CAS Number
50-14-6
TTD Drug ID
D06JPB
Formula
C28H44O
Canonical SMILES
CC(C)C(C)C=CC(C)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
InChI
1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1
InChIKey
MECHNRXZTMCUDQ-RKHKHRCZSA-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
20(OH)D2 DM019949 N. A. Unclear - Unclear 1 [3]
20-hydroxyvitamin D DM001995
87808350
Oxidation - Hydroxylation 1 [2]
24(R),25dihydroxyvitamin D DM001993
5283700
Unclear - Unclear 1 [2]
25-hydroxyvitamin D DM001991
5710148
Unclear - Unclear 1 [2] , [4] , [7]
Beta-ergocalciferol DM001994
6540731
Unclear - Unclear 1 [2]
1,20(OH)2D2 DM019951 N. A. Unclear - Unclear 2 [3]
17,20(OH)2D2 DM019950 N. A. Unclear - Unclear 2 [3]
Calcitro DM001992
6437855
Unclear - Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002997 Ergocalciferol 25-hydroxyvitamin D Unclear - Unclear CYP2R1 ... [2], [4], [7]
MR002999 Ergocalciferol 20(OH)D2 Unclear - Unclear CYP11A1 [3]
MR003002 Ergocalciferol 24(R),25dihydroxyvitamin D Unclear - Unclear CYP24A1 ... [2]
MR003003 Ergocalciferol Beta-ergocalciferol Unclear - Unclear RPE [2]
MR003004 Ergocalciferol 20-hydroxyvitamin D Oxidation - Hydroxylation CYP11A1 [2]
MR003000 20(OH)D2 17,20(OH)2D2 Unclear - Unclear CYP11A1 [3]
MR003001 20(OH)D2 1,20(OH)2D2 Unclear - Unclear CYP27B1 [3]
MR002998 25-hydroxyvitamin D Calcitro Unclear - Unclear CYP24A1 ... [2]
⏷ 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
Calcidiol 1-monooxygenase (CYP27B1) DME0046 Homo sapiens
CP27B_HUMAN
1.14.15.18
[2]
Cholesterol desmolase (CYP11A1) DME0099 Homo sapiens
CP11A_HUMAN
1.14.15.6
[3]
Cytochrome P450 2J2 (CYP2J2) DME0031 Homo sapiens
CP2J2_HUMAN
1.14.14.24
[4]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[5]
Ribulose-phosphate 3-epimerase (RPE) DMEN044 Homo sapiens
RPE_HUMAN
2.7.13.3
[6]
Vitamin D 25-hydroxylase (CYP2R1) DME0100 Homo sapiens
CP2R1_HUMAN
1.14.14.24
[7]
Vitamin D(3) 24-hydroxylase (CYP24A1) DME0038 Homo sapiens
CP24A_HUMAN
1.14.15.16
[2]
⏷ Show the Full List of 7  DME(s)
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Cytochrome P450 2J2 (CYP2J2) DME0031 Km = 0.002 microM
CP2J2_HUMAN
[4]
References
1 Ergocalciferol was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Vitamin D: mechanisms of action and clinical applications. Endocrinol Metab Clin North Am. 2017 Dec;46(4):xvii-xviii.
3 The Metabolic Activation of Sofosbuvir Is Impaired in an Experimental Model of NAFLD. Biology (Basel). 2022 Apr 30;11(5):693. doi: 10.3390/biology11050693.
4 Characterization of rat and human CYP2J enzymes as Vitamin D 25-hydroxylases. Steroids. 2006 Oct;71(10):849-56.
5 CYP3A4 is a human microsomal vitamin D 25-hydroxylase. J Bone Miner Res. 2004 Apr;19(4):680-8.
6 Vitamin D: Mechanisms of Action and Clinical Applications Endocrinol Metab Clin North Am. 2017 Dec;46(4):xvii-xviii. doi: 10.1016/j.ecl.2017.09.001.
7 CYP2R1 (vitamin D 25-hydroxylase) gene is associated with susceptibility to type 1 diabetes and vitamin D levels in Germans. Diabetes Metab Res Rev. 2007 Nov;23(8):631-6.

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