CHEBI:41879 - dexamethasone

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ChEBI Name dexamethasone
ChEBI ID CHEBI:41879
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41873, CHEBI:4461
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Formula C22H29FO5
Net Charge 0
Average Mass 392.46106
Monoisotopic Mass 392.200
InChI InChI=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
InChIKey UREBDLICKHMUKA-CXSFZGCWSA-N
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@]12C
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
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.
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.
(via steroid hormone )
Application(s): 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.
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.
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
dexametasona ChemIDplus
dexaméthasone ChEBI
dexamethasone ChemIDplus
dexamethasonum ChemIDplus
Synonyms Sources
1-Dehydro-16α-methyl-9α-fluorohydrocortisone NIST Chemistry WebBook
16α-Methyl-9α-fluoro-1-dehydrocortisol NIST Chemistry WebBook
9α-Fluoro-16α-methylprednisolone NIST Chemistry WebBook
Decadron KEGG DRUG
Dexamethasone KEGG DRUG
Database Links Databases
C15643 KEGG COMPOUND
D00292 KEGG DRUG
DB01234 DrugBank
DE1113690 Patent
Dexamethasone Wikipedia
GB869511 Patent
HMDB15364 HMDB
US3007923 Patent
View more database links
Registry Numbers Types Sources
2066652 Beilstein Registry Number Beilstein
2066652 Reaxys Registry Number Reaxys
50-02-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11508649 PubMed citation CiteXplore
18272184 PubMed citation CiteXplore
18524938 PubMed citation CiteXplore
Last Modified
04 November 2014
General Comments
2014-05-12 Dexamethasone can be found in blood and urine samples of individuals who have taken this drug.
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag