ethyl 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoate

• ChemBase ID: 132034
• Molecular Formular: C22H38O5
• Molecular Mass: 382.53412
• Monoisotopic Mass: 382.27192432
• SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)OCC)O)O
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OCC)O
• InChI: InChI=1S/C22H38O5/c1-3-5-8-11-17(23)14-15-19-18(20(24)16-21(19)25)12-9-6-7-10-13-22(26)27-4-2/h14-15,17-19,21,23,25H,3-13,16H2,1-2H3/b15-14+/t17-,18+,19+,21+/m0/s1
• InChIKey: LVDCZROIKIHUKJ-QZCLESEGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoate
• IUPAC Traditional name: ethyl 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoate
• Synonyms: Prostaglandin E1 ethyl ester

Database IDs

• CAS Number: 35900-16-4
• EC Number: 201-185-2
• MDL Number: MFCD00133788
• PubChem SID: 162226311
• PubChem CID: 9800148

CALCULATED PROPERTIES

• Acid pKa: 14.680474
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.089894
• LogD (pH = 7.4): 4.089894
• Log P: 4.089894
• Molar Refractivity: 107.8362 cm^3
• Polarizability: 42.359562 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 1 °C; 33.8 °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: 16-26-29-33
• 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: ~5 mg/mL in methyl acetate

DETAILS

Sigma Aldrich - P0815

Biochem/physiol Actions
Ethyl ester form of prostaglandin E1, a vasodilator that activates adenylyl cyclase. Ethyl ester PGE1 converts to PGE1 by enzymatic hydrolysis.
包装
Packaged under Argon.