API reference
Hydrocortisone valerate
- CAS number
- 57524-89-7
- Molecular formula
- C26H38O6
- Molecular weight
- 446.6 g/mol
About this molecule
Hydrocortisone Valerate is the valerate salt form of hydrocortisone, a synthetic glucocorticoid receptor agonist with antiinflammatory, antipruritic and vasoconstrictive effects. Binding and activation of the glucocorticoid receptor results in the activation of lipocortin that in turn inhibits cytosolic phospholipase A2. Lack of phospholipase A2 prevents the release of arachidonic acid, precursor for inflammatory mediator prostaglandins and leukotrienes, from the cell membrane. Secondly, mitogen-activated protein kinase (MAPK) phosphatase 1 is induced, thereby leads to dephosphorylation and inactivation of Jun N-terminal kinase directly inhibiting c-Jun mediated transcription. Finally, transcriptional activity of nuclear factor (NF)-kappa-B is blocked, thereby inhibits the transcription of cyclooxygenase 2, which is essential for prostaglandin production.
Source: NCI Thesaurus (NCIt), via PubChem.
Identifiers
- IUPAC name
- [(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] pentanoate
- InChIKey
- FZCHYNWYXKICIO-FZNHGJLXSA-N
- SMILES
- CCCCC(=O)O[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C)C(=O)CO
- PubChem CID
- 5282494
Also known as
HYDROCORTISONE VALERATE · Cortisol 17-valerate · Hydrocortisone 17-valerate · Westcort · 11beta,17,21-Trihydroxypregn-4-ene-3,20-dione 17-valerate · 11beta,21-dihydroxy-3,20-dioxopregn-4-en-17-yl pentanoate · hydrocortisone valerate cream · 260-786-8
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