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CHEBI:71418 - triamcinolone acetonide

ChEBI IDCHEBI:71418
ChEBI Nametriamcinolone acetonide
Stars
DefinitionA synthetic glucocorticoid that is the 16,17-acetonide of triamcinolone. Used to treat various skin infections.
Secondary ChEBI IDCHEBI:9668
Last Modified9 October 2018
DownloadsMolfile
FormulaC24H31FO6
Net Charge0
Average Mass434.504
Monoisotopic Mass434.21047
SMILES[H][C@@]12C[C@H]3OC(C)(C)O[C@@]3(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/C24H31FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-9,15-17,19,26,28H,5-6,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1
InChIKeyYNDXUCZADRHECN-JNQJZLCISA-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-inflammatory drug  A substance that reduces or suppresses inflammation.
anti-allergic agent  A drug used to treat allergic reactions.
ChEBI Ontology
Outgoing Relation(s)
triamcinolone acetonide (CHEBI:71418) has functional parent triamcinolone (CHEBI:9667)
triamcinolone acetonide (CHEBI:71418) has parent hydride pregnane (CHEBI:8386)
triamcinolone acetonide (CHEBI:71418) has role anti-allergic agent (CHEBI:50857)
triamcinolone acetonide (CHEBI:71418) has role anti-inflammatory drug (CHEBI:35472)
triamcinolone acetonide (CHEBI:71418) is a 11β-hydroxy steroid (CHEBI:35346)
triamcinolone acetonide (CHEBI:71418) is a 20-oxo steroid (CHEBI:36885)
triamcinolone acetonide (CHEBI:71418) is a 21-hydroxy steroid (CHEBI:35344)
triamcinolone acetonide (CHEBI:71418) is a 3-oxo-Δ4 steroid (CHEBI:47909)
triamcinolone acetonide (CHEBI:71418) is a cyclic ketal (CHEBI:59779)
triamcinolone acetonide (CHEBI:71418) is a fluorinated steroid (CHEBI:50830)
triamcinolone acetonide (CHEBI:71418) is a glucocorticoid (CHEBI:24261)
triamcinolone acetonide (CHEBI:71418) is a primary α-hydroxy ketone (CHEBI:139590)
IUPAC Name 
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS)-4b-fluoro-6b-glycoloyl-5-hydroxy-4a,6a,8,8-tetramethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one
Synonyms  Source
Triamcinolone 16,17-acetonideChemIDplus
9α-fluoro-16α-hydroxyprednisolone 16α,17α-acetonideChemIDplus
9α-fluoro-11β,21-dihydroxy-16α,17α-isopropylidenedioxypregna-1,4-diene-3,20-dioneChemIDplus
9α-fluoro-16α-17α-isopropyledenedioxyprednisoloneChemIDplus
9α-fluoro-16α-17α-isopropylidenedioxy-Δ-1-hydrocortisoneChemIDplus
9-fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione-16,17-acetonideNIST Chemistry WebBook
UniProt Name  Source
triamcinolone acetonideUniProt
Manual XrefsDatabases
C08183KEGG COMPOUND
D00983KEGG DRUG
DB00620DrugBank
US2008139545Patent
US2008118586Patent
Triamcinolone_acetonideWikipedia
2726DrugCentral
3009VSDB
Registry NumbersSources
Reaxys:60069Reaxys
CAS:76-25-5KEGG COMPOUND
CAS:76-25-5ChemIDplus