2-[(1S,2S,4R,8S,9S,11S,12R,13S)-16-(2-chloroethoxy)-19-cyano-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-16,18-dien-8-yl]-2-oxoethyl acetate

• ChemBase ID: 164755
• Molecular Formular: C29H37ClFNO7
• Molecular Mass: 566.0579832
• Monoisotopic Mass: 565.22425843
• SMILES: C1C(=CC2=C(C[C@@H]3[C@@]([C@]2(C1)C)([C@H](C[C@]1([C@H]3C[C@@H]2[C@]1(OC(O2)(C)C)C(=O)COC(=O)C)C)O)F)C#N)OCCCl
• Canonical SMILES: ClCCOC1=CC2=C(C#N)C[C@@H]3[C@]([C@]2(CC1)C)(F)[C@@H](O)C[C@]1([C@H]3C[C@@H]2[C@]1(OC(O2)(C)C)C(=O)COC(=O)C)C
• InChI: InChI=1S/C29H37ClFNO7/c1-16(33)37-15-23(35)29-24(38-25(2,3)39-29)12-20-21-10-17(14-32)19-11-18(36-9-8-30)6-7-26(19,4)28(21,31)22(34)13-27(20,29)5/h11,20-22,24,34H,6-10,12-13,15H2,1-5H3/t20-,21-,22-,24+,26-,27-,28-,29+/m0/s1
• InChIKey: SOESEFMFRCCMQV-QWAPGEGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2S,4R,8S,9S,11S,12R,13S)-16-(2-chloroethoxy)-19-cyano-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-16,18-dien-8-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2S,4R,8S,9S,11S,12R,13S)-16-(2-chloroethoxy)-19-cyano-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-16,18-dien-8-yl]-2-oxoethyl acetate
• Synonyms: (11β,16α)-21-(Acetyloxy)-3-(2-chloroethoxy)-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-20-oxopregna-3,5-diene-6-carbonitrile; 3-(2-Chloroethoxy)-9-fluoro-11β,16α,17,21-tetrahydroxy-20-oxopregna-3,5-diene-6-carbonitrile Cyclic 16,17-Acetal with Acetone 21-Acetate; Cicortonide

Database IDs

• CAS Number: 19705-61-4
• PubChem SID: 162258890
• PubChem CID: 20055442

CALCULATED PROPERTIES

• Acid pKa: 13.643096
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.455203
• LogD (pH = 7.4): 2.4552028
• Log P: 2.455203
• Molar Refractivity: 141.2658 cm^3
• Polarizability: 55.088406 Å^3
• Polar Surface Area: 115.08 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C432950

A corticosteroid with anti-inflammatory activity.