CHEBI:71418 - triamcinolone acetonide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name triamcinolone acetonide
ChEBI ID CHEBI:71418
Definition A synthetic glucocorticoid that is the 16,17-acetonide of triamcinolone. Used to treat various skin infections.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:9668
Supplier Information ChemicalBook:CB4186553, eMolecules:31590384, eMolecules:594687, eMolecules:36754828, Selleckchem:Triamcinolone-Acetonide, ZINC000003875481
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C24H31FO6
Net Charge 0
Average Mass 434.49770
Monoisotopic Mass 434.21047
InChI InChI=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
InChIKey YNDXUCZADRHECN-JNQJZLCISA-N
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@]12C
Roles Classification
Biological Role(s): 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): anti-inflammatory drug
A substance that reduces or suppresses inflammation.
anti-allergic agent
A drug used to treat allergic reactions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(11β,16α)-9-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione NIST Chemistry WebBook
9-fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione-16,17-acetonide NIST Chemistry WebBook
9α-fluoro-11β,21-dihydroxy-16α,17-isopropylidenedioxy-1,4-pregnadiene,3,20-dione NIST Chemistry WebBook
9α-fluoro-11β,21-dihydroxy-16α,17α-isopropylidenedioxypregna-1,4-diene-3,20-dione ChemIDplus
9α-fluoro-16α-17α-isopropyledenedioxyprednisolone ChemIDplus
9α-fluoro-16α-17α-isopropylidenedioxy-Δ-1-hydrocortisone ChemIDplus
9α-fluoro-16α-hydroxyprednisolone 16α,17α-acetonide ChemIDplus
Triamcinolone 16,17-acetonide ChemIDplus
triamcinolone acetonide UniProt
Manual Xrefs Databases
2726 DrugCentral
3009 VSDB
C08183 KEGG COMPOUND
D00983 KEGG DRUG
DB00620 DrugBank
Triamcinolone_acetonide Wikipedia
US2008118586 Patent
US2008139545 Patent
View more database links
Registry Numbers Types Sources
60069 Reaxys Registry Number Reaxys
76-25-5 CAS Registry Number KEGG COMPOUND
76-25-5 CAS Registry Number ChemIDplus
Last Modified
09 October 2018