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

• ChemBase ID: 134210
• Molecular Formular: C21H34O4
• Molecular Mass: 350.49226
• Monoisotopic Mass: 350.24570957
• SMILES: CCCCC[C@@H](/C=C/[C@@H]1[C@H](C2CC1OC2)C/C=C\CCCC(=O)O)O
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1C2OCC([C@@H]1C/C=C\CCCC(=O)O)C2)O
• InChI: InChI=1S/C21H34O4/c1-2-3-6-9-17(22)12-13-19-18(16-14-20(19)25-15-16)10-7-4-5-8-11-21(23)24/h4,7,12-13,16-20,22H,2-3,5-6,8-11,14-15H2,1H3,(H,23,24)/b7-4-,13-12+/t16?,17-,18-,19+,20?/m0/s1
• InChIKey: LQANGKSBLPMBTJ-REGKDVDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z)-7-[(5S,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
• IUPAC Traditional name: (5Z)-7-[(5S,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
• Synonyms: U-46619; U46619; 9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α; 9,11-二脱氧基-11α,9α-亚甲基环氧前列腺素 F2α

Database IDs

• CAS Number: 56985-40-1
• MDL Number: MFCD00135238
• Beilstein Number: 4267334
• PubChem SID: 162228487; 24894197
• PubChem CID: 16219283

CALCULATED PROPERTIES

• Acid pKa: 4.44069
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.988446
• LogD (pH = 7.4): 1.2263048
• Log P: 4.082611
• Molar Refractivity: 101.812 cm^3
• Polarizability: 39.287865 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solution
• Flash Point: -10 °C; 14 °F

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1231
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-36-66-67
• Safety Statements: 16-26
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H319-H336
• GHS Precautionary statements: P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1231 3/PG 2
• Supplemental Hazard Statements: Repeated exposure may cause skin dryness or cracking.
• Storage Temperature: -20°C

Product Information

• Concentration: 10 mg/mL in methyl acetate
• Shipped in: dry ice

DETAILS

Sigma Aldrich - D8174

Biochem/physiol Actions
Thromboxane receptor agonist.