methyl 7-[(3S)-3-hydroxy-5-oxocyclopent-1-en-1-yl]heptanoate

• ChemBase ID: 149542
• Molecular Formular: C13H20O4
• Molecular Mass: 240.2955
• Monoisotopic Mass: 240.13615912
• SMILES: COC(=O)CCCCCCC1=C[C@H](CC1=O)O
• Canonical SMILES: COC(=O)CCCCCCC1=C[C@H](CC1=O)O
• InChI: InChI=1S/C13H20O4/c1-17-13(16)7-5-3-2-4-6-10-8-11(14)9-12(10)15/h8,11,14H,2-7,9H2,1H3/t11-/m1/s1
• InChIKey: PQKUWAVOSCVDCT-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 7-[(3S)-3-hydroxy-5-oxocyclopent-1-en-1-yl]heptanoate
• IUPAC Traditional name: methyl 7-[(3S)-3-hydroxy-5-oxocyclopent-1-en-1-yl]heptanoate
• Synonyms: Methyl (S)-(-)-3-hydroxy-5-oxo-1-cyclopentene-1-heptanoate; (S)-(-)-3-羟基-5-氧代-1-环戊烯-1-庚酸甲酯

Database IDs

• CAS Number: 42038-75-5
• MDL Number: MFCD00799562
• PubChem SID: 24870867; 162243707
• PubChem CID: 10823960

CALCULATED PROPERTIES

• Acid pKa: 14.649452
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8551602
• LogD (pH = 7.4): 1.8551602
• Log P: 1.8551602
• Molar Refractivity: 64.4988 cm^3
• Polarizability: 25.185602 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 59-62 °C(lit.)
• Optical Rotation: [α]20/D -10.4°, c = 1 in chloroform

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Optical Purity: ee: 97% (HPLC)
• Empirical Formula (Hill Notation): C13H20O4

DETAILS

Sigma Aldrich - 473073

Packaging
100, 500 mg in glass bottle