7-[(3R)-3-hydroxy-5-oxocyclopent-1-en-1-yl]heptanoic acid

• ChemBase ID: 149263
• Molecular Formular: C12H18O4
• Molecular Mass: 226.26892
• Monoisotopic Mass: 226.12050906
• SMILES: C1[C@H](C=C(C1=O)CCCCCCC(=O)O)O
• Canonical SMILES: OC(=O)CCCCCCC1=C[C@@H](CC1=O)O
• InChI: InChI=1S/C12H18O4/c13-10-7-9(11(14)8-10)5-3-1-2-4-6-12(15)16/h7,10,13H,1-6,8H2,(H,15,16)/t10-/m0/s1
• InChIKey: IXOFUWJRSYPKSX-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(3R)-3-hydroxy-5-oxocyclopent-1-en-1-yl]heptanoic acid
• IUPAC Traditional name: 7-[(3R)-3-hydroxy-5-oxocyclopent-1-en-1-yl]heptanoic acid
• Synonyms: (R)-(+)-3-Hydroxy-5-oxo-1-cyclopentene-1-heptanoic acid; (R)-(+)-3-羟基-5-氧代-1-环戊烯-1-庚酸

Database IDs

• CAS Number: 54996-33-7
• MDL Number: MFCD18711938
• PubChem SID: 24870864; 162243431
• PubChem CID: 16213149

CALCULATED PROPERTIES

• Acid pKa: 4.40044
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.5780891
• LogD (pH = 7.4): -1.1783969
• Log P: 1.7092662
• Molar Refractivity: 59.7297 cm^3
• Polarizability: 23.108076 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 40-43 °C(lit.)
• Flash Point: >113 °C; >235.4 °F
• Optical Rotation: [α]22/D +17°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C12H18O4

DETAILS

Sigma Aldrich - 473057

Packaging
500 mg in glass bottle