(5Z)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

• ChemBase ID: 129141
• Molecular Formular: C20H32O5
• Molecular Mass: 352.46508
• Monoisotopic Mass: 352.22497412
• SMILES: O=C(O)CCC/C=C\C[C@H]1[C@H]2OO[C@H](C2)[C@@H]1/C=C/[C@@H](O)CCCCC
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H]2OO[C@H]([C@@H]1C/C=C\CCCC(=O)O)C2)O
• InChI: InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h4,7,12-13,15-19,21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
• InChIKey: YIBNHAJFJUQSRA-YNNPMVKQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
• IUPAC Traditional name: prostaglandin H2
• Synonyms: Prostaglandin H2

Database IDs

• CAS Number: 42935-17-1
• PubChem SID: 162223440
• PubChem CID: 445049
• CHEBI ID: 15554
• Chemspider ID: 392800
• MeSH Name: Prostaglandin+H2
• Wikipedia Title: Prostaglandin_H2

CALCULATED PROPERTIES

• Acid pKa: 4.355294
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.78395
• LogD (pH = 7.4): 1.0348709
• Log P: 3.9569275
• Molar Refractivity: 98.0419 cm^3
• Polarizability: 38.152634 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true