MW 392.5 Da, Purity >99%. Anti-inflammatory glucocorticoid (IC50 = 38 nM and Ki = 6.7 nM for the glucocorticoid receptor). Displays 7-fold higher affinity for glucocorticoid receptors than hydrocortisone. Long-term effects following oral administration. Used in the generation of liver organoids.
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- Acta pharmaceutica Sinica. B 12:1899-19122022Disruption of adipocyte HIF-1 improves atherosclerosis through the inhibition of ceramide generation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesPengcheng Wang,Guangyi Zeng,Yu Yan,Song-Yang Zhang,Yongqiang Dong,Yangming Zhang,Xingzhong Zhang,Huiying Liu,Zhipeng Zhang,Changtao Jiang,Yanli PangPubMed 35847503
- Clinical immunology (Orlando, Fla.) 155:126-1352014Increased ILC2s in the eosinophilic nasal polyp endotype are associated with corticosteroid responsiveness.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHannah H Walford et. al.PubMed 25236785
- The Journal of pharmacology and experimental thera 314:568-742005Preclinical profile of ciclesonide, a novel corticosteroid for the treatment of asthma.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMaria G Belvisi et. al.PubMed 15878996
- The Journal of pharmacology and experimental therapeutics 313:916-202005Endocrinological properties of two novel nonsteroidal progesterone receptor modulators, CP8816 and CP8863.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYasushi Kurata,Yuji Tabata,Rie Shinei,Yumiko Iizuka,Naomi Takei Masuda,Ken-ichi Kurihara,Tsuneo Okonogi,Shigeru HoshikoPubMed 15743919
- Biochemical pharmacology 60:1041-92000Regulation of nuclear factor-kappa B, activator protein-1, and glutathione levels by tumor necrosis factor-alpha and dexamethasone in alveolar epithelial cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesI RahmanPubMed 11007940
Key facts
- CAS number
50-02-2
- Purity
> 99%
- Form
Solid
- Molecular weight
392.5 Da
- Molecular formula
C22H29FO5
- PubChem identifier
5743
- Nature
Synthetic
Target data
Alternative names
(R)-limonene 6-monooxygenase, (S)-limonene 6-monooxygenase, (S)-limonene 7-monooxygenase, ABC 35, ABCC 7, ATP Binding Cassette Superfamily C Member 7, ATP binding cassette transporter sub family C member 7, ATP-binding cassette sub-family C member 7, Avian reticuloendotheliosis viral (v rel) oncogene homolog A, BAR, BXR, Bile acid receptor, CF, CFTR/MRP, CFTR_HUMAN, CIMT1, CP2C9_HUMAN, CP2D6_HUMAN, CPC9, CPD6, CYP2C, CYP2C10, CYP2D, CYP2D7AP, CYP2D7BP, CYP2D7P2, CYP2D8P2, CYP2DL1, CYPIIC9, CYPIID6, Channel conductance-controlling ATPase, Cholesterol 25-hydroxylase, Cystic Fibrosis Transmembrane Regulator, Cystic fibrosis transmembrane conductance regulator, Cystic fibrosis transmembrane conductance regulator (ATP-binding cassette sub family C, member 7), Cystic fibrosis transmembrane conductance regulator ATP binding cassette sub family C member 7, Cytochrome P-450MP, Cytochrome P450 2C9, Cytochrome P450 2D6, Cytochrome P450 MP-4, Cytochrome P450 MP-8, Cytochrome P450 PB-1, Cytochrome P450 family 2 subfamily D member 6, Cytochrome P450 family 2 subfamily D polypeptide 6, Cytochrome P450, family 2, subfamily C, polypeptide 9, Cytochrome P450-DB1, Debrisoquine 4-hydroxylase, FABP 1, FABPL_HUMAN, FXR, Farnesoid X receptor, Farnesoid X-activated receptor, Farnesol receptor HRR-1, Fatty acid binding protein 1 liver, Fatty acid-binding protein, Fatty acid-binding protein 1, Fatty acid-binding protein liver, GLM1, HRR 1, L-FABP, Liver-type fatty acid-binding protein, MGC131774, MGC149605, MGC88320, Microsomal monooxygenase, NF kappa B p65delta3, NFKB3, NFkB p65, NR1C3, NR1H4_HUMAN, NR1I2_HUMAN, Nuclear factor NF-kappa-B p65 subunit, Nuclear factor kappa-B, Nuclear factor of kappa light polypeptide gene enhancer in B-cells 3, Nuclear receptor subfamily 1 group C member 3, Nuclear receptor subfamily 1 group H member 4, Nuclear receptor subfamily 1 group I member 2, ONR 1, OTTHUMP00000020135, OTTHUMP00000185032, OTTHUMP00000185036, OTTHUMP00000215173, OTTHUMP00000215174, OTTHUMP00000215175, OTTHUMP00000233473, OTTHUMP00000233474, OTTHUMP00000233475, OTTHUMP00000233476, OTTHUMP00000233900, Orphan nuclear receptor PAR 1, Orphan nuclear receptor PXR, P450 DB1, P450 MP, P450 PB 1, P450C2D, P450IIC9, PAR, PAR q, PPAR-gamma, PPARG1, PPARG2, PPARG_HUMAN, PRR, Peroxisome proliferator activated nuclear receptor gamma variant 1, Peroxisome proliferator activated receptor gamma 1, Peroxisome proliferator-activated receptor gamma, Pregnane X receptor, RIP 14, RXR-interacting protein 14, Retinoid X receptor-interacting protein 14, S-mephenytoin 4-hydroxylase, SXR, Steroid and xenobiotic receptor, TF65_HUMAN, TNR CFTR, Transcription factor NFKB3, Transcription factor p65, V rel avian reticuloendotheliosis viral oncogene homolog A, V rel reticuloendotheliosis viral oncogene homolog A, nuclear factor of kappa light polypeptide gene enhancer in B cells 3, p65, Xenobiotic monooxygenase, cAMP-dependent chloride channel, cytochrome P-450 S-mephenytoin 4-hydroxylase, dJ760C5.1, flavoprotein-linked monooxygenase, nfkappabp65, p65, p65 NF kappaB, p65 NFkB, pregnane X nuclear receptor variant 2, relA, v rel avian reticuloendotheliosis viral oncogene homolog A (nuclear factor of kappa light polypeptide gene enhancer in B cells 3 (p65)), v rel reticuloendotheliosis viral oncogene homolog A (avian)
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MW 392.5 Da, Purity >99%. Anti-inflammatory glucocorticoid (IC50 = 38 nM and Ki = 6.7 nM for the glucocorticoid receptor). Displays 7-fold higher affinity for glucocorticoid receptors than hydrocortisone. Long-term effects following oral administration. Used in the generation of liver organoids.
Key facts
- CAS number
50-02-2
- Purity
> 99%
- Form
Solid
- Molecular weight
392.5 Da
- Molecular formula
C22H29FO5
- PubChem identifier
5743
- Nature
Synthetic
- Solubility
Crystals; sol in water; max absorption (ethanol): 238-239 nm (e= 14,000); specific optical rotation: +57 deg/D (water); mp 233-235 °C; specific optical rotation: +74 +- 4 deg at 25 °C/D (water- and alc-free basis, 10 mg/mL) /21-phosphate disodium sal. ODORLESS OR HAS SLIGHT ODOR OF ALCOHOL; WHITE, OR SLIGHTLY YELLOW, CRYSTALLINE POWDER; 1 G DISSOLVES IN ABOUT 2 ML OF WATER; INSOL IN DIOXANE; SLIGHTLY SOL IN ALC; INSOL IN ETHER & CHLOROFORM; VERY HYGROSCOPIC /DEXAMETHASONE SODIUM PHOSPHATE/. Solubility in water (25 °C): 10 mg/100 mL; sol in acetone, ethanol, chloroform. In water, 89.0 mg/L at 25 °C.
- Biochemical name
Dexamethasone
- Biological description
Anti-inflammatory glucocorticoid (IC50 = 38 nM and Ki = 6.7 nM for the glucocorticoid receptor). Displays 7-fold higher affinity for glucocorticoid receptors than hydrocortisone. Long-term effects following oral administration. Used in the generation of liver organoids.
- Canonical SMILES
CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)F)C
- Isomeric SMILES
C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C
- InChI
InChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1
- InChIKey
UREBDLICKHMUKA-CXSFZGCWSA-N
- IUPAC name
(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Storage
- Shipped at conditions
Ambient - Can Ship with Ice
- Appropriate long-term storage conditions
-20°C
- Storage information
It is important to note that this product is reported to be light sensitive, Store in the dark, Store under desiccating conditions
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3 product images
Chemical Structure - Dexamethasone, anti-inflammatory glucocorticoid (ab120743)
2D chemical structure image of ab120743, Dexamethasone, anti-inflammatory glucocorticoid
Functional Studies - Dexamethasone, anti-inflammatory glucocorticoid (ab120743)
ab75974 staining p57 Kip2 in HeLa cells treated with dexamethasone (ab120743), by ICC/IF. Increase in p57 Kip2 expression correlates with increased concentration of dexamethasone as described in literature.
The cells were incubated at 37°C for 24h in media containing different concentrations of ab120743 (dexamethasone) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab75974 (5 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 goat anti-rabbit polyclonal antibody (Goat Anti-Rabbit IgG H&L (DyLight® 488) preadsorbed ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.
Functional Studies - Dexamethasone, anti-inflammatory glucocorticoid (ab120743)
1e7 3T3-L1 cells were treated for 15 minutes with 1 µM dexamethasone (ab120743) and 1 µg x mL-1 insulin (Recombinant human Insulin protein (Active) ab123768) with the addition of 50 µM forskolin (Forskolin, Adenylyl cyclase activator ab120058), 0.5 mM IBMX (IBMX, Non-specific cAMP and cGMP inhibitor ab120840) or 0.1 mM 8-CPT-cAMP (8-(4-Chlorophenylthio)adenosine 3',5'-cyclic monophosphate (8-CPT-cAMP), Cell permeable cAMP analog. ab120424), extracted according to the protocol. Lysates were diluted 50-fold, and tested in duplicates (+/-SD).
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