7-[(1R,2R,3S,5S)-2-[(3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-en-1-yl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid

• ChemBase ID: 156072
• Molecular Formular: C24H31FO4
• Molecular Mass: 402.4989432
• Monoisotopic Mass: 402.22063769
• SMILES: c1ccc2c(c1)CC(C2)[C@H](C=C[C@H]1[C@H](C[C@@H]([C@@H]1C/C=C/CCCC(=O)O)O)F)O
• Canonical SMILES: OC(=O)CCC/C=C/C[C@H]1[C@@H](O)C[C@@H]([C@@H]1C=C[C@@H](C1Cc2c(C1)cccc2)O)F
• InChI: InChI=1S/C24H31FO4/c25-21-15-23(27)20(9-3-1-2-4-10-24(28)29)19(21)11-12-22(26)18-13-16-7-5-6-8-17(16)14-18/h1,3,5-8,11-12,18-23,26-27H,2,4,9-10,13-15H2,(H,28,29)/t19-,20-,21+,22+,23+/m1/s1
• InChIKey: WTYSXBKKVNOOIX-VROINQGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2R,3S,5S)-2-[(3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-en-1-yl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid
• IUPAC Traditional name: 7-[(1R,2R,3S,5S)-2-[(3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-en-1-yl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid
• Synonyms: (5Z, 13E)-(9S,11S,15R)-9,15,Dihydroxy-11-fluoro-15-(2-indanyl)-16,17,18,19,20,pentanor-5,13-prostadienoic acid; [1R-[1α(Z),2β(1E,3S*),3β,5α]]-7-[3-Fluoro-5-hydroxy-2-[3-hydroxy-4-[2-(2,3-dihydro-1H-indenyl)]-1-butenyl]cyclolpentyl]-5-heptenoic acid; AL-8810

Database IDs

• CAS Number: 246246-19-5
• MDL Number: MFCD04039992
• PubChem SID: 162250210; 24278225
• PubChem CID: 71312268

CALCULATED PROPERTIES

• Acid pKa: 4.3552938
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.543935
• LogD (pH = 7.4): 0.7948557
• Log P: 3.7169125
• Molar Refractivity: 112.7812 cm^3
• Polarizability: 42.826347 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble10 mg/mL; ethanol: soluble
• Apperance: white to off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... PTGFR(5737)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C24H31FO4

DETAILS

Sigma Aldrich - A3846

Biochem/physiol Actions
AL-8810 is a novel prostaglandin F2α analog; selective FP prostanoid receptor antagonist.
Legal Information
Sold under license from Alcon.