3-chloro-5-{7-[(2S)-5,5-dimethyl-4-oxooxolan-2-yl]-3-methylocta-2,6-dien-1-yl}-4,6-dihydroxy-2-methylbenzaldehyde

• ChemBase ID: 125953
• Molecular Formular: C23H29ClO5
• Molecular Mass: 420.92636
• Monoisotopic Mass: 420.17035171
• SMILES: O=Cc1c(O)c(c(O)c(Cl)c1C)C/C=C(/CC/C=C(\C)/[C@H]1OC(C(=O)C1)(C)C)\C
• Canonical SMILES: O=Cc1c(O)c(C/C=C(/CC/C=C(/[C@@H]2CC(=O)C(O2)(C)C)\C)\C)c(c(c1C)Cl)O
• InChI: InChI=1S/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3/t18-/m0/s1
• InChIKey: VGYPZLGWVQQOST-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-5-{7-[(2S)-5,5-dimethyl-4-oxooxolan-2-yl]-3-methylocta-2,6-dien-1-yl}-4,6-dihydroxy-2-methylbenzaldehyde
• IUPAC Traditional name: 3-chloro-5-{7-[(2S)-5,5-dimethyl-4-oxooxolan-2-yl]-3-methylocta-2,6-dien-1-yl}-4,6-dihydroxy-2-methylbenzaldehyde
• Synonyms: Ascofuranon; Ascofuranone

Database IDs

• CAS Number: 38462-04-3
• PubChem SID: 162220296
• PubChem CID: 6434242
• CHEMBL: 133046
• Chemspider ID: 4939184
• Wikipedia Title: Ascofuranone

CALCULATED PROPERTIES

• Acid pKa: 5.8412
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 6.242339
• LogD (pH = 7.4): 4.9151654
• Log P: 6.403968
• Molar Refractivity: 117.6745 cm^3
• Polarizability: 44.271973 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: 581.2°C
• Density: 1.207 g/mL