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

General Information of Drug (ID: DR0259)
Drug Name
Calcifediol
Synonyms
Calcidiol; Calcifediol; Calcifediol anhydrous; Calcifediolum; Calcifediolum [INN-Latin]; Calcifidiol; Calderol; Cholecalciferol, 25-hydroxy-; Dedrogyl; Delakmin; Didrogyl; Hidroferol; Rayaldee; Ro 8-8892; T0WXW8F54E; (3S,5Z,7E)-9,10-secocholesta-5,7,10-triene-3,25-diol; 19356-17-3; 25-Hydroxycholecalciferol; 25-Hydroxyvitamin D; 25-hydroxyvitamin D3; 5,6-cis-25-Hydroxyvitamin D3; CHEBI:17933; MFCD00867077; UNII-T0WXW8F54E
Indication Vitamin deficiency [ICD11: 5B55] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 400.6 Topological Polar Surface Area 40.5
Heavy Atom Count 29 Rotatable Bond Count 6
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
5283731
PubChem SID
4719 ; 597534 ; 823249 ; 7850818 ; 7891050 ; 8143950 ; 11039073 ; 14781317 ; 16186004 ; 24850810 ; 24895612 ; 26754888 ; 39317110 ; 46505690 ; 47216526 ; 47885145 ; 48034830 ; 48415681 ; 50110817 ; 53789608 ; 53790654 ; 57358948 ; 57647690 ; 71851421 ; 79967565 ; 91690325 ; 92298473 ; 92308917 ; 92309827 ; 99300741 ; 99302259 ; 99437171 ; 103279820 ; 104046490 ; 113860874 ; 118043386 ; 126524866 ; 126653108 ; 134992391 ; 135692162 ; 136368014 ; 137003766 ; 141930052 ; 143493308 ; 144115774 ; 144205540 ; 152104516 ; 152164534 ; 152238014 ; 152258780
ChEBI ID
ChEBI:17933
CAS Number
19356-17-3
TTD Drug ID
D02VPX
Formula
C27H44O2
Canonical SMILES
CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
InChI
1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
InChIKey
JWUBBDSIWDLEOM-DTOXIADCSA-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
1,25(OH)2D3-23,26-lactone DM000533 N. A. Unclear 1 [3]
1,25-dihydroxyvitamin D3 DM001542
5280453
Oxidation - 25-Hydroxylation 1 [2]
20(S),25-dihydroxyvitamin D3 DM000530
88994672
Oxidation - Oxidation 1 [3]
25(OH)D3-23,26 lactone DM000532 N. A. Unclear 1 [3]
Secalciferol DM000531
5283748
Unclear 1 [3]
1,25-dihydroxyvitamin D3-26,23-lactone DM000529
6438368
Oxidation - Hydroxylation 2 [2]
Calcitroic acid DM000528
9547273
Oxidation - 24-Hydroxylation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002808 Calcifediol 20(S),25-dihydroxyvitamin D3 Oxidation - Oxidation CYP11A1 [3]
MR002809 Calcifediol Secalciferol Unclear CYP24A1 [3]
MR002810 Calcifediol 25(OH)D3-23,26 lactone Unclear Unclear [3]
MR002811 Calcifediol 1,25(OH)2D3-23,26-lactone Unclear Unclear [3]
MR002812 Calcifediol Calcitriol Oxidation - 25-Hydroxylation CYP27B1 [2]
MR002813 Calcitriol Calcitroic acid Oxidation - 24-Hydroxylation CYP24A1 [2]
MR002814 Calcitriol 1a,25R(OH)2-26,23S-lactone D3 Oxidation - Hydroxylation CYP24A1 [2]
⏷ Show the Full List of 7 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]
Vitamin D(3) 24-hydroxylase (CYP24A1) DME0038 Homo sapiens
CP24A_HUMAN
1.14.15.16
[4]
References
1 Calcifediol was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Cytochromes P450 are essential players in the vitamin D signaling system. Biochim Biophys Acta. 2011 Jan;1814(1):186-99.
3 Synthesis of Deuterium-Labeled Vitamin D Metabolites as Internal Standards for LC-MS Analysis Molecules. 2022 Apr 9;27(8):2427. doi: 10.3390/molecules27082427.
4 Asthma families show transmission disequilibrium of gene variants in the vitamin D metabolism and signalling pathway. Respir Res. 2006 Apr 6;7:60.

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