2-[(1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl pyridine-4-carboxylate

• ChemBase ID: 126927
• Molecular Formular: C28H32FNO6
• Molecular Mass: 497.5551832
• Monoisotopic Mass: 497.22136597
• SMILES: O=C(OCC(=O)[C@@]1(O)[C@H](C)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)c1ccncc1
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1C[C@H]([C@]2(O)C(=O)COC(=O)c1ccncc1)C)C)C
• InChI: InChI=1S/C28H32FNO6/c1-16-12-21-20-5-4-18-13-19(31)6-9-25(18,2)27(20,29)22(32)14-26(21,3)28(16,35)23(33)15-36-24(34)17-7-10-30-11-8-17/h6-11,13,16,20-22,32,35H,4-5,12,14-15H2,1-3H3/t16-,20+,21+,22+,25+,26+,27+,28+/m1/s1
• InChIKey: BQTXJHAJMDGOFI-NJLPOHDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl pyridine-4-carboxylate
• IUPAC Traditional name: voren
• Synonyms: 9-fluoro-11,17-dihydroxy-16-methyl-21-((4-pyridinylcarbonyl)oxy)e; (11beta,16alpha)/ Pregna-1,4-diene-3,20-dione; 9-fluoro-11-beta,17,21-trihydroxy-16-alpha-methyle; 9-fluoro-11-beta,17,21-trihydroxy-16-alpha-methyl-,21-isonicotinate; Dexamethasone isonicotinate; Auxiloson/ Dexamethasone 21-isonicotinate/ Auxilson/ Auxilsone/ Voren/ DEXAMETHASONE ISONICOTINATE/ EINECS 218-866-5/ HE 111/ 2265-64-7/ Pyridine-4-carboxylic acid-(dexamethasone-21') ester/ Pyridin-4-carbonsaeure-(dexamethason-21')-ester [German]/ Pregna-1,4-diene-3,20-dione; 21-isonicotinate/ Auxison/ Voren [veterinary] (TN)/ UNII-8LGC0BOA71/ AC1L28M0/ C28H32FNO6/ HE-111/ LS-118477/ D07797/ Pyridin-4-carbonsaeure-(dexamethason-21')-ester/ Pregna-1,4-diene-3,20-dione

Database IDs

• CAS Number: 2265-64-7
• PubChem SID: 162221253
• PubChem CID: 16752
• Chemspider ID: 15881
• Wikipedia Title: Dexamethasone_isonicotinate

CALCULATED PROPERTIES

• Acid pKa: 12.440724
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.95601
• LogD (pH = 7.4): 2.959153
• Log P: 2.959197
• Molar Refractivity: 130.158 cm^3
• Polarizability: 50.27799 Å^3
• Polar Surface Area: 113.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true