Details of the Drug

General Information of Drug (ID: DMMIAXO)

Drug Name
Betamethasone Valerate
Synonyms Beta-val; Betaderm; Betatrex; Dermabet; Valnac
Indication
Disease Entry ICD 11 Status REF
Dermatological disease DA24.Y Approved [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 476.6
Logarithm of the Partition Coefficient (xlogp) 3.6
Rotatable Bond Count (rotbonds) 7
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 7
Chemical Identifiers
Formula
C27H37FO6
IUPAC Name
[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate
Canonical SMILES
CCCCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)C(=O)CO
InChI
InChI=1S/C27H37FO6/c1-5-6-7-23(33)34-27(22(32)15-29)16(2)12-20-19-9-8-17-13-18(30)10-11-24(17,3)26(19,28)21(31)14-25(20,27)4/h10-11,13,16,19-21,29,31H,5-9,12,14-15H2,1-4H3/t16-,19-,20-,21-,24-,25-,26-,27-/m0/s1
InChIKey
SNHRLVCMMWUAJD-SUYDQAKGSA-N
Cross-matching ID
PubChem CID
16533
ChEBI ID
CHEBI:31277
CAS Number
2152-44-5
TTD ID
D03SXE
INTEDE ID
DR2381
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Glucocorticoid receptor (NR3C1) TTYRL6O GCR_HUMAN Modulator [2]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [3]
Corticosteroid 11-beta-dehydrogenase 2 (HSD11B2) DEDH7FP DHI2_HUMAN Substrate [4]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
CD83 antigen (CD83) OT1V4WQF CD83_HUMAN Gene/Protein Processing [5]
Granulocyte-macrophage colony-stimulating factor (CSF2) OT1M7D28 CSF2_HUMAN Gene/Protein Processing [6]
Interferon gamma (IFNG) OTXG9JM7 IFNG_HUMAN Gene/Protein Processing [6]
Interleukin-2 (IL2) OTGI4NSA IL2_HUMAN Gene/Protein Processing [6]
Interleukin-3 (IL3) OT0CQ35N IL3_HUMAN Gene/Protein Processing [6]
Interleukin-4 (IL4) OTOXBWAU IL4_HUMAN Gene/Protein Processing [6]
Interleukin-5 (IL5) OTAFPSCO IL5_HUMAN Gene/Protein Processing [6]
T-lymphocyte activation antigen CD86 (CD86) OTJCSBPC CD86_HUMAN Gene/Protein Processing [5]
Tumor necrosis factor receptor superfamily member 5 (CD40) OT5YU2XB TNR5_HUMAN Gene/Protein Processing [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Dermatological disease
ICD Disease Classification DA24.Y
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Corticosteroid 11-beta-dehydrogenase 2 (HSD11B2) DME HSD11B2 2.15E-01 -2.26E-01 -6.33E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 9.85E-01 2.24E-02 7.33E-02
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
3 Studies on Drug Interactions between CYP3A4 Inhibitors and Glucocorticoids.
4 Metabolism of synthetic steroids by the human placenta. Placenta. 2007 Jan;28(1):39-46.
5 Pimecrolimus leads to an apoptosis-induced depletion of T cells but not Langerhans cells in patients with atopic dermatitis. J Allergy Clin Immunol. 2005 Jun;115(6):1276-83. doi: 10.1016/j.jaci.2005.02.011.
6 Tacrolimus suppressed the production of cytokines involved in atopic dermatitis by direct stimulation of human PBMC system. (Comparison with steroids). Int Immunopharmacol. 2001 Jun;1(6):1219-26. doi: 10.1016/s1567-5769(01)00059-5.