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CHEBI:9667 - triamcinolone

Default Structure
ChEBI IDCHEBI:9667
ChEBI Nametriamcinolone
Stars
DefinitionA C21-steroid hormone that is 1,4-pregnadiene-3,20-dione carrying four hydroxy substituents at positions 11β, 16α, 17α and 21 as well as a fluoro substituent at position 9. Used in the form of its 16,17-acetonide to treat various skin infections.
Last Modified7 February 2018
DownloadsMolfile
FormulaC21H27FO6
Net Charge0
Average Mass394.439
Monoisotopic Mass394.17917
SMILES[H][C@@]12C[C@@H](O)[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/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25)21(28,17(27)10-23)19(14,2)9-16(26)20(13,18)22/h5-7,13-16,23,25-26,28H,3-4,8-10H2,1-2H3/t13-,14-,15+,16-,18-,19-,20-,21-/m0/s1
InChIKeyGFNANZIMVAIWHM-OBYCQNJPSA-N
Wikipedia
Roles Classification
Biological Role:
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:
anti-allergic agent  A drug used to treat allergic reactions.
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
ChEBI Ontology
Outgoing Relation(s)
triamcinolone (CHEBI:9667) has parent hydride pregnane (CHEBI:8386)
triamcinolone (CHEBI:9667) has role anti-allergic agent (CHEBI:50857)
triamcinolone (CHEBI:9667) has role anti-inflammatory drug (CHEBI:35472)
triamcinolone (CHEBI:9667) is a 11β-hydroxy steroid (CHEBI:35346)
triamcinolone (CHEBI:9667) is a 16α-hydroxy steroid (CHEBI:16799)
triamcinolone (CHEBI:9667) is a 17α-hydroxy steroid (CHEBI:35342)
triamcinolone (CHEBI:9667) is a 20-oxo steroid (CHEBI:36885)
triamcinolone (CHEBI:9667) is a 21-hydroxy steroid (CHEBI:35344)
triamcinolone (CHEBI:9667) is a 3-oxo-Δ4 steroid (CHEBI:47909)
triamcinolone (CHEBI:9667) is a C21-steroid hormone (CHEBI:64600)
triamcinolone (CHEBI:9667) is a fluorinated steroid (CHEBI:50830)
triamcinolone (CHEBI:9667) is a glucocorticoid (CHEBI:24261)
triamcinolone (CHEBI:9667) is a primary α-hydroxy ketone (CHEBI:139590)
triamcinolone (CHEBI:9667) is a tertiary α-hydroxy ketone (CHEBI:139592)
Incoming Relation(s)
triamcinolone acetonide (CHEBI:71418) has functional parent triamcinolone (CHEBI:9667)
IUPAC Name 
(11β,16α)-9-fluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione
INNs  Source
triamcinolonaDrugBank
triamcinoloneWHO MedNet
triamcinoloneKEGG DRUG
triamcinolonumDrugBank
Synonyms  Source
11β,16α,17α,21-tetrahydroxy-9α-fluoro-1,4-pregnadiene-3,20-dioneChemIDplus
9-fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dioneChemIDplus
9α-fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dioneChemIDplus
9α-fluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dioneNIST Chemistry WebBook
9α-fluoro-16α-hydroxyprednisoloneChemIDplus
FluoxyprednisoloneChemIDplus
Manual XrefsDatabases
2725DrugCentral
D00385KEGG DRUG
DB00620DrugBank
HMDB0014758HMDB
TriamcinoloneWikipedia
WO2005028495Patent
Registry NumbersSources
Reaxys:2341955Reaxys
CAS:124-94-7ChemIDplus
CAS:124-94-7NIST Chemistry WebBook
Citations