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

General Information of Drug (ID: DR0239)
Drug Name
Budesonide
Synonyms
Bidien; Budenofalk; Budesomide; Budeson; Budesonide MMX; Budesonide [USAN:INN:BAN:JAN]; Budesonido [INN-Spanish]; Budesonidum; Budesonidum [INN-Latin]; Cortivent; Entocort; Entocort EC; Micronyl; Nebuampul; Preferid; Pulmicort; Pulmicort Flexhaler; Pulmicort Respules; Pulmicort turbuhaler; Respules; Rhinocort; Rhinocort Aqua; Rhinocort alpha; S 1320; Spirocort; Turbuhaler; Uceris; VOVIALXJUBGFJZ-KWVAZRHASA-N; budesonide; 51333-22-3; 51372-29-3; C25H34O6; CCRIS 5230; CHEBI:3207; EINECS 257-139-7; MLS000028507
Indication Allergic rhinitis [ICD11: CA08] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 430.5 Topological Polar Surface Area 93.1
Heavy Atom Count 31 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
5281004
PubChem SID
855541 ; 7847312 ; 7978823 ; 8616471 ; 10321783 ; 11466546 ; 11467666 ; 11486132 ; 11528595 ; 12013315 ; 14807548 ; 14929955 ; 17404737 ; 24278277 ; 39289945 ; 46504869 ; 47646553 ; 47720602 ; 47869643 ; 47943751 ; 48169361 ; 49698535 ; 50105232 ; 53777280 ; 53789711 ; 56394980 ; 56422168 ; 57357962 ; 77787022 ; 81092787 ; 85787937 ; 90341081 ; 90473637 ; 92125441 ; 92303636 ; 92721807 ; 93576669 ; 103455384 ; 103914268 ; 104170124 ; 121360873 ; 121362487 ; 121363112 ; 124749512 ; 124800069 ; 124886759 ; 126627527 ; 126651544 ; 127278596 ; 127278597
ChEBI ID
ChEBI:3207
CAS Number
51333-22-3
TTD Drug ID
D0Y7IU
Formula
C25H34O6
Canonical SMILES
CCCC1OC2CC3C4CCC5=CC(=O)C=CC5(C4C(CC3(C2(O1)C(=O)CO)C)O)C
InChI
1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21?,22+,23-,24-,25+/m0/s1
InChIKey
VOVIALXJUBGFJZ-KWVAZRHASA-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
22-hydroxy Intermediate metabolite of Budesonide DM000652
155543718
Oxidation - Hydroxylation 1 [5]
23-hydroxybudesonide DM000657
131698841
Oxidation - Hydroxylation 1 [5]
6-beta-hydroxybudesonide DM000655
71748814
Oxidation - Hydroxylation 1 [5]
Delta-6-budesonide DM000656
91810598
Unclear 1 [5]
16alpha-butyrloxyprednisolone DM000653
129318440
Unclear 2 [5]
16alpha-hydroxyprednisolone DM000654
11047056
Unclear 3 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000471 Budesonide 22-hydroxy Intermediate metabolite of Budesonide Oxidation - Hydroxylation CYP3A4 [5]
MR000472 Budesonide 6-beta-hydroxybudesonide Oxidation - Hydroxylation CYP3A4 [5]
MR000473 Budesonide Delta-6-budesonide Unclear Unclear [5]
MR000474 Budesonide 23-hydroxybudesonide Oxidation - Hydroxylation Unclear [5]
MR000469 22-hydroxy Intermediate metabolite of Budesonide 16alpha-butyrloxyprednisolone Unclear CYP3A4 [5]
MR000470 16alpha-butyrloxyprednisolone 16alpha-hydroxyprednisolone Unclear CYP3A4 [5]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Sulfotransferase 1A1 (SULT1A1) DME0008 Homo sapiens
ST1A1_HUMAN
2.8.2.1
[3]
Sulfotransferase 2A1 (SULT2A1) DME0074 Homo sapiens
ST2A1_HUMAN
2.8.2.14
[3]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1366 Bacteroides eggerthii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1402 Clostridium botulinum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1431 Holdemanella biformis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1446 Parabacteroides johnsonii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1447 Parabacteroides merdae Not Available Not Available [4]
⏷ Show the Full List of 14  DME(s)
References
1 Budesonide was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 No relevant effect of ursodeoxycholic acid on cytochrome P450 3A metabolism in primary biliary cirrhosis. Hepatology. 2005 Mar;41(3):595-602.
3 Sulfation of budesonide by human cytosolic sulfotransferase, dehydroepiandrosterone-sulfotransferase (DHEA-ST). Drug Metab Dispos. 2002 May;30(5):582-5.
4 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
5 Metabolic pathways of inhaled glucocorticoids by the CYP3A enzymes. Drug Metab Dispos. 2013 Feb;41(2):379-89.

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