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

General Information of Drug (ID: DR0057)
Drug Name
BRN-3224996
Synonyms
ALDOSTERONE; Aldocorten; Aldocortene; Aldocortin; Aldosterona; Aldosterona [INN-Spanish]; Aldosterone [INN:BAN:DCF]; Aldosteronum; Aldosteronum [INN-Latin]; Electrocortin; Elektrocortin; Reichstein X; d-Aldosterone; (+)-Aldosterone; 11beta,21-Dihydroxy-3,20-diketo-4-pregnen-18-al; 11beta,21-Dihydroxy-3,20-diketopregn-4-ene-18-al; 11beta,21-Dihydroxypregn-4-ene-3,18,20-trione; 18-Aldocorticosterone; 18-Formyl-11beta,21-dihydroxy-4-pregnene-3,20-dione; 18-Oxocorticosterone; 52-39-1; NSC 73856; UNII-4964P6T9RB; [3H]aldosterone
Indication Allergy [ICD11: 4A80] Phase 1 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 360.4 Topological Polar Surface Area 91.7
Heavy Atom Count 26 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
5839
PubChem SID
4910 ; 115922 ; 625873 ; 841789 ; 3139122 ; 7885975 ; 7978658 ; 8144488 ; 8153606 ; 12146619 ; 14828271 ; 24702310 ; 24891458 ; 26757653 ; 29224871 ; 46505770 ; 48415527 ; 48421925 ; 50019585 ; 53789139 ; 56310979 ; 56311296 ; 56311417 ; 56312971 ; 56313892 ; 56314372 ; 56320629 ; 56320630 ; 57322992 ; 57392512 ; 77125022 ; 85845809 ; 87219227 ; 93165963 ; 103174056 ; 104310406 ; 123120918 ; 124800418 ; 126666510 ; 128954713 ; 134338558 ; 134972910 ; 135651432 ; 137048176 ; 141345016 ; 160967623 ; 163076031 ; 172097284 ; 175268093 ; 178100450
ChEBI ID
ChEBI:27584
CAS Number
52-39-1
TTD Drug ID
D0I1LH
Formula
C21H28O5
Canonical SMILES
CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)C=O)O
InChI
1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1
InChIKey
PQSUYGKTWSAVDQ-ZVIOFETBSA-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
5a-DIHYDROALDOSTERONE DM003419
21151227
Reduction - Reduction 1 [7]
Aldosterone 18-glucuronide DM003421
160706
Unclear 1 [8]
Tetrahydroaldosterone-3-glucuronide DM003422
167918
Unclear 1 [9]
3a,5 a-TETRAHYDROALDOSTERONE DM003420 N. A. Reduction - Reduction 2 [7]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003867 BRN-3224996 5a-DIHYDROALDOSTERONE Reduction - Reduction Unclear [7]
MR003869 BRN-3224996 Aldosterone 18-glucuronide Unclear Unclear [8]
MR003870 BRN-3224996 Tetrahydroaldosterone-3-glucuronide Unclear Unclear [9]
MR003868 5a-DIHYDROALDOSTERONE 3a,5 a-TETRAHYDROALDOSTERONE Reduction - Reduction Unclear [7]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Aldosterone synthase (CYP11B2) DME0036 Homo sapiens
C11B2_HUMAN
1.14.15.4
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[4]
Steroid 11-beta-hydroxylase (CYP11B1) DME0027 Homo sapiens
C11B1_HUMAN
1.14.15.4
[5]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[6]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Km = 0.00036 microM
UD2B7_HUMAN
[6]
References
1 ClinicalTrials.gov (NCT00700479) Studies on Aldosterone and Vascular Function.
2 Heteroaryl-substituted naphthalenes and structurally modified derivatives: selective inhibitors of CYP11B2 for the treatment of congestive heart failure and myocardial fibrosis. J Med Chem. 2005 Oct 20;48(21):6632-42.
3 Aldosterone receptor antagonists: effective but often forgotten. Circulation. 2010 Feb 23;121(7):934-9.
4 CYP3A5 genotype is associated with elevated blood pressure. Pharmacogenet Genomics. 2005 Oct;15(10):737-41.
5 Quantitative assessment of CYP11B1 and CYP11B2 expression in aldosterone-producing adenomas. Eur J Endocrinol. 2002 Dec;147(6):795-802.
6 Human uridine diphosphate-glucuronosyltransferase UGT2B7 conjugates mineralocorticoid and glucocorticoid metabolites. Endocrinology. 2003 Jun;144(6):2659-68.
7 Aldosterone metabolism in rat renal tissue in vitro. Formation of lipid soluble metabolites. Pflugers Arch. 1988 May;411(5):529-39.
8 DrugBank(Pharmacology-Metabolism):BRN-3224996
9 DrugBank(Pharmacology-Metabolism):BRN-3224997

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