CHEBI:41879 - dexamethasone

ChEBI IDCHEBI:41879
ChEBI Namedexamethasone
Stars
DefinitionA fluorinated steroid that is 9-fluoropregna-1,4-diene substituted by hydroxy groups at positions 11, 17 and 21, a methyl group at position 16 and oxo groups at positions 3 and 20. It is a synthetic member of the class of glucocorticoids.
Secondary ChEBI IDsCHEBI:4461, CHEBI:41873
Last Modified30 June 2020
DownloadsMolfile
FormulaC22H29FO5
Net Charge0
Average Mass392.467
Monoisotopic Mass392.19990
SMILES[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@@]21C
InChIInChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1
InChIKeyUREBDLICKHMUKA-CXSFZGCWSA-N
Wikipedia
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
adrenergic agent  Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
hormone  Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
adrenergic agent  Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
ChEBI Ontology
Outgoing Relation(s)
dexamethasone (CHEBI:41879) has parent hydride pregnane (CHEBI:8386)
dexamethasone (CHEBI:41879) has role adrenergic agent (CHEBI:37962)
dexamethasone (CHEBI:41879) has role anti-inflammatory drug (CHEBI:35472)
dexamethasone (CHEBI:41879) has role antiemetic (CHEBI:50919)
dexamethasone (CHEBI:41879) has role antineoplastic agent (CHEBI:35610)
dexamethasone (CHEBI:41879) has role environmental contaminant (CHEBI:78298)
dexamethasone (CHEBI:41879) has role immunosuppressive agent (CHEBI:35705)
dexamethasone (CHEBI:41879) has role xenobiotic (CHEBI:35703)
dexamethasone (CHEBI:41879) is a 11β-hydroxy steroid (CHEBI:35346)
dexamethasone (CHEBI:41879) is a 17α-hydroxy steroid (CHEBI:35342)
dexamethasone (CHEBI:41879) is a 20-oxo steroid (CHEBI:36885)
dexamethasone (CHEBI:41879) is a 21-hydroxy steroid (CHEBI:35344)
dexamethasone (CHEBI:41879) is a 3-oxo-Δ14-steroid (CHEBI:77166)
dexamethasone (CHEBI:41879) is a fluorinated steroid (CHEBI:50830)
dexamethasone (CHEBI:41879) is a glucocorticoid (CHEBI:24261)
Incoming Relation(s)
dexamethasone phosphate (CHEBI:68637) has functional parent dexamethasone (CHEBI:41879)
dexamethasone sodium m-sulfobenzoate (CHEBI:32132) has functional parent dexamethasone (CHEBI:41879)
IUPAC Name 
9-fluoro-11β,17,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione
INNs  Source
dexamethasoneWHO MedNet
dexametasonaWHO MedNet
dexamethasonumWHO MedNet
dexaméthasoneWHO MedNet
Synonyms  Source
DexamethasoneKEGG DRUG
9α-fluoro-16α-methylprednisoloneNIST Chemistry WebBook
16α-methyl-9α-fluoro-1-dehydrocortisolNIST Chemistry WebBook
1-dehydro-16α-methyl-9α-fluorohydrocortisoneNIST Chemistry WebBook
(11β,16α)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dioneChemIDplus
fluormethylprednisoloneVSDB
Brand Names  Source
DecadronKEGG DRUG
DexasoneChemIDplus
HexadrolChemIDplus
DexasonChemIDplus
DexPakChemIDplus
Zema-PakChEBI
UniProt Name  Source
dexamethasoneUniProt
Manual XrefsDatabases
D00292KEGG DRUG
DB01234DrugBank
US3007923Patent
DE1113690Patent
GB869511Patent
DexamethasoneWikipedia
HMDB0015364HMDB
C15643KEGG COMPOUND
824DrugCentral
1769VSDB
FDB001355FooDB
CPD-10549MetaCyc
Registry NumbersSources
Beilstein:2066652Beilstein
Reaxys:2066652Reaxys
CAS:50-02-2NIST Chemistry WebBook
CAS:50-02-2ChemIDplus
Citations