CHEBI:9667 - triamcinolone

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ChEBI Name triamcinolone
ChEBI ID CHEBI:9667
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H27FO6
Net Charge 0
Average Mass 394.43390
Monoisotopic Mass 394.179
InChI InChI=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
InChIKey GFNANZIMVAIWHM-OBYCQNJPSA-N
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@]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-allergic agent
A drug used to treat allergic reactions.
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
triamcinolona DrugBank
triamcinolone KEGG DRUG
triamcinolone WHO MedNet
triamcinolonum DrugBank
Synonyms Sources
11β,16α,17α,21-tetrahydroxy-9α-fluoro-1,4-pregnadiene-3,20-dione ChemIDplus
9-fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione ChemIDplus
9α-fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione ChemIDplus
9α-fluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione NIST Chemistry WebBook
9α-fluoro-16α-hydroxyprednisolone ChemIDplus
Fluoxyprednisolone ChemIDplus
Manual Xrefs Databases
2725 DrugCentral
D00385 KEGG DRUG
DB00620 DrugBank
HMDB0014758 HMDB
Triamcinolone Wikipedia
WO2005028495 Patent
View more database links
Registry Numbers Types Sources
124-94-7 CAS Registry Number NIST Chemistry WebBook
124-94-7 CAS Registry Number ChemIDplus
2341955 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11583068 PubMed citation Europe PMC
15305946 PubMed citation Europe PMC
19668443 PubMed citation Europe PMC
22846803 PubMed citation Europe PMC
23151875 PubMed citation Europe PMC
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23370580 PubMed citation Europe PMC
23440982 PubMed citation Europe PMC
23449717 PubMed citation Europe PMC
23473287 PubMed citation Europe PMC
23562859 PubMed citation Europe PMC
7509503 PubMed citation Europe PMC
Last Modified
07 February 2018