({7-[(1R,2R,5S)-2-(morpholin-4-yl)-3-oxo-5-[(4-phenylphenyl)methoxy]cyclopentyl]hept-4-enoyl}oxy)calcio 7-[(1R,2R,5S)-2-(morpholin-4-yl)-3-oxo-5-[(4-phenylphenyl)methoxy]cyclopentyl]hept-4-enoate hydrate

• ChemBase ID: 154213
• Molecular Formular: C58H70CaN2O11
• Molecular Mass: 1011.2612
• Monoisotopic Mass: 1010.46055205
• SMILES: c1ccc(cc1)c1ccc(cc1)CO[C@@H]1[C@@H]([C@H](C(=O)C1)N1CCOCC1)CC/C=C/CCC(=O)O[Ca]OC(=O)CC/C=C/CC[C@@H]1[C@H](C(=O)C[C@@H]1OCc1ccc(cc1)c1ccccc1)N1CCOCC1.O
• Canonical SMILES: O=C(CC/C=C/CC[C@H]1[C@@H](OCc2ccc(cc2)c2ccccc2)CC(=O)[C@@H]1N1CCOCC1)O[Ca]OC(=O)CC/C=C/CC[C@H]1[C@@H](OCc2ccc(cc2)c2ccccc2)CC(=O)[C@@H]1N1CCOCC1.O
• InChI: InChI=1S/2C29H35NO5.Ca.H2O/c2*31-26-20-27(35-21-22-12-14-24(15-13-22)23-8-4-3-5-9-23)25(10-6-1-2-7-11-28(32)33)29(26)30-16-18-34-19-17-30;;/h2*1-5,8-9,12-15,25,27,29H,6-7,10-11,16-21H2,(H,32,33);;1H2/q;;+2;/p-2/t2*25-,27-,29+;;/m00../s1
• InChIKey: LPKBPZCMOBTPJA-ADJAKOQISA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: ({7-[(1R,2R,5S)-2-(morpholin-4-yl)-3-oxo-5-[(4-phenylphenyl)methoxy]cyclopentyl]hept-4-enoyl}oxy)calcio 7-[(1R,2R,5S)-2-(morpholin-4-yl)-3-oxo-5-[(4-phenylphenyl)methoxy]cyclopentyl]hept-4-enoate hydrate
• IUPAC Traditional name: ({7-[(1R,2R,5S)-2-(morpholin-4-yl)-3-oxo-5-[(4-phenylphenyl)methoxy]cyclopentyl]hept-4-enoyl}oxy)calcio 7-[(1R,2R,5S)-2-(morpholin-4-yl)-3-oxo-5-[(4-phenylphenyl)methoxy]cyclopentyl]hept-4-enoate hydrate
• Synonyms: (4Z)-7-[(rel-1S,2S,5R)-5-((1,1′-Biphenyl-4-yl)methoxy)-2-(4-morpholinyl)-3-oxocyclopentyl]- 4-heptenoic acid hemicalcium salt hydrate; AH23848 hemicalcium salt hydrate

Database IDs

• MDL Number: MFCD11045964
• PubChem SID: 162248352; 24724400
• PubChem CID: 71311816

CALCULATED PROPERTIES

• LogD (pH = 7.4): 9.269477
• Log P: 9.314
• Molar Refractivity: 271.5772 cm^3
• Polarizability: 111.10987 Å^3
• Polar Surface Area: 130.14 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false
• Acid pKa: 16.720152
• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 7.8861446

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL; H2O: insoluble
• Apperance: 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: -20°C

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C29H34NO5 · 0.5 Ca · xH2O

DETAILS

Sigma Aldrich - A8227

Biochem/physiol Actions
EP4 prostanoid receptor antagonist with TP blocking activity.
Application
AH23848 is an EP4 prostanoid receptor antagonist with TP blocking activity. AH23848 has also been used to investigate the role of prostaglandin E2 type 4 receptor response to acute oxidant stress in epithelial airway cells.