Standard Compound Records

Database Entry: cq_04072

2D-Structure

3D-Structure

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Basic Information

Name:Dexamethasone
Synonyms:Dexamethasone;(11beta,16alpha)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione;1-Dehydro-16-alpha-methyl-9-alpha-fluorohydrocortisone;1-Dehydro-16alpha-methyl-9alpha-fluorohydrocortisone;137098-19-2;16-alpha-Methyl-9-alpha-fluoro-1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione;16-alpha-Methyl-9-alpha-fluoro-1-dehydrocortisol;16-alpha-Methyl-9-alpha-fluoro-11-beta,17-alpha,21-trihydroxypregna-1,4-diene-3,20-dione;16-alpha-Methyl-9-alpha-fluoro-delta(sup 1)-hydrocortisone;16-alpha-Methyl-9-alpha-fluoro-delta1-hydrocortisone;16-alpha-Methyl-9-alpha-fluoroprednisolone;16alpha-Methyl-9alpha-fluoro-1-dehydrocortisol;16alpha-Methyl-9alpha-fluoro-delta(sup 1)-hydrocortisone;16alpha-Methyl-9alpha-fluoroprednisolone;4-alpha-Fluoro-16-alpha-methyl-11-beta,17,21-trihydroxypregna-1,4-diene-3,20-dione;50-02-2;8054-59-9;9-Fluoro-11-beta,17,21-trihydroxy-16-alpha-methylpregna-1,4-diene-3,20-dione;9-Fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione;9-alpha-Fluoro-16-alpha-methyl-1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione;9-alpha-Fluoro-16-alpha-methylprednisolone;9alpha-Fluoro-16alpha-methylprednisolone;AI3-50934;Aeroseb-D;Aeroseb-Dex;Anaflogistico;Aphtasolon;Auxiron;Azimycin (Veterinary);Azium;Azium (Veterinary);Bisu DS;CCRIS 7067;Calonat;Corsone;Cortisumman;DEXAMETHASONE;DRG-0013;DXM;DXMS;Decacortin;Decaderm;Decadron;Decadron Tablets, Elixir;Decagel;Decalix;Decasone;Decaspray;Dectancyl;Dekacort;Deltafluorene;Dergramin;Deronil;Desadrene;Desametasone;Desametasone [DCIT];Desamethasone;Desameton;Deseronil;Dex-ide;Dexa Mamallet;Dexa-Cortidelt;Dexa-Cortisyl;Dexa-Scheroson;Dexa-sine;Dexacidin;Dexacort;Dexacortal;Dexacortin;Dexadeltone;Dexafarma;Dexalona;Dexametasona [INN-Spanish];Dexameth;Dexamethasone [BAN:INN:JAN];Dexamethasone alcohol;Dexamethasone sodium phosphate;Dexamethasonum [INN-Latin];Dexamethazone;Dexapolcort;Dexapos;Dexaprol;Dexason;Dexasone;Dexinolon;Dexinoral;Dexone;Dextelan;Dezone;Dinormon;EINECS 200-003-9;Fluormethylprednisolone;Fluormone;Fluorocort;Fortecortin;Fulvidex (Veterinary);Gammacorten;HL-Dex;HSDB 3053;Hexadecadrol;Hexadrol;Hexadrol Elixir;Hexadrol Tablets;Isopto-Dex;Lokalison F;Loverine;Luxazone;MK 125;Maxidex;Maxitrol;Mediamethasone;Mexidex;Millicorten;NSC 34521;Naquasone (Veterinary);Ocu-trol;Oradexon;Pet Derm III;Policort;Prednisolon F;Prednisolone F;Prednisolone, 9alpha-fluoro-16alpha-methyl-;Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-16-methyl-, (11beta,16alpha)-;Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,17,21-trihydroxy-16alpha-methyl- (8CI);SK-Dexamethasone;Spoloven;Sunia Sol D;Superprednol;Tobradex;Tresaderm (Veterinary);Turbinaire;Visumetazone;delta(sup 1)-9-alpha-Fluoro-16-alpha-methylcortisol;delta1-9alpha-Fluoro-16alpha-methylcortisol;(8R,9S,10S,11R,13S,14R,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;(8R,9S,10S,11R,13S,14R,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyethanoyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;(8R,9S,10S,11R,13S,14R,16R,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxy-1-oxo-ethyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Molecular Weight:392.4610632
Formula:C22H29FO5
CAS:137098-19-2;50-02-2;8054-59-9
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
Canonical SMILES:CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)F)C
InChI:InChI=1/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
Experimental Water Solubility:89 mg/L [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
Predicted Water Solubility:0.05 mg/ml [Predicted by ALOGPS]
Experimental LogP(octanol-water):1.83 [HANSCH,C ET AL. (1995)]
Predicted LogP(octanol-water):1.93 [Predicted by ALOGPS]

Biology and Chemistry related

KEGG Compound ID:C06945
PubChem SID:148518
PubChem CID:5743
ChemIDplus:000050022
CHEBI:
HMDB:
PDB Component ID:|DEX|
MetaCyc ID:
UM-BBD ID:
BMRB ID:

NMR related

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C4574653,55,49,44202042.2N_AN_AN_A
2C4544356,52,50,302121100.0N_AN_AN_A
3C4564554,41,38,43191954.7N_AN_AN_A
4C3534257,52,48,29161640.6N_AN_AN_A
5C3524154,53,47,28151539.0N_AN_AN_A
6C4554457,51,40,35222290.6N_AN_AN_A
7C4413056,37,461313168.0N_AN_AN_A
8C3503954,49,34,26171770.8N_AN_AN_A
9C2493857,50,24,25101033.3N_AN_AN_A
10C3514055,48,42,27121236.4N_AN_AN_A
11C3382756,36,677155.5N_AN_AN_A
12C2483753,51,22,238832.6N_AN_AN_A
13C3372641,39,599124.0N_AN_AN_A
14C4402955,32,451818211.0N_AN_AN_A
15C2473652,46,20,215525.2N_AN_AN_A
16C3362538,39,466128.5N_AN_AN_A
17C4392837,36,311414185.5N_AN_AN_A
18C2463541,47,18,194432.9N_AN_AN_A
19F3019542323N_AN_AN_AN_A
20O3221402727N_AN_AN_AN_A
21O3120392525N_AN_AN_AN_A
22O352455,32828N_AN_AN_AN_A
23C1443357,13,14,153314.3N_AN_AN_A
24O342350,22626N_AN_AN_AN_A
25C1433256,10,11,122218.9N_AN_AN_A
26C1423151,7,8,91112.4N_AN_AN_A
27C2453440,33,16,17111164.2N_AN_AN_A
28O332245,12424N_AN_AN_AN_A
29H281752N_AN_A1.68N_AN_AN_A
30H291853N_AN_A1.4N_AN_AN_A
31H261550N_AN_A3.43N_AN_AN_A
32H241449N_AN_A1.385N_AN_AN_A
33H251449N_AN_A1.635N_AN_AN_A
34H271651N_AN_A1.98N_AN_AN_A
35H221348N_AN_A1.305N_AN_AN_A
36H231348N_AN_A1.555N_AN_AN_A
37H201247N_AN_A1.165N_AN_AN_A
38H211247N_AN_A1.415N_AN_AN_A
39H181146N_AN_A1.91N_AN_AN_A
40H191146N_AN_A2.01N_AN_AN_A
41H13944N_AN_A1.16N_AN_AN_A
42H14944N_AN_A1.16N_AN_AN_A
43H15944N_AN_A1.16N_AN_AN_A
44H10843N_AN_A1.36N_AN_AN_A
45H11843N_AN_A1.36N_AN_AN_A
46H12843N_AN_A1.36N_AN_AN_A
47H7742N_AN_A1.06N_AN_AN_A
48H8742N_AN_A1.06N_AN_AN_A
49H9742N_AN_A1.06N_AN_AN_A
50H161045N_AN_A4.69N_AN_AN_A
51H171045N_AN_A4.69N_AN_AN_A
52H6638N_AN_A6.28N_AN_AN_A
53H5537N_AN_A6.12N_AN_AN_A
54H4436N_AN_A6.34N_AN_AN_A
55H3335N_AN_A2.0N_AN_AN_A
56H2234N_AN_A4.81N_AN_AN_A
57H1133N_AN_A5.56N_AN_AN_A

Mass Spectra related

C12N14 Mass data:392.199902241
C13N14 Mass data:414.273708673
C12N15 Mass data:392.199902241
C13N15 Mass data:414.273708673

Miscellanea

Order_Status:DONE
Organism:
Location:
Isomer:
Salt:
Data Source:kegg;pdb
Similar Structure:|cq_03983|
Comments: drug