3-hydroxy-4,5-dimethyl-2,5-dihydrofuran-2-one

• ChemBase ID: 129591
• Molecular Formular: C6H8O3
• Molecular Mass: 128.12592
• Monoisotopic Mass: 128.04734412
• SMILES: O=C1OC(C)C(=C1O)C
• Canonical SMILES: CC1OC(=O)C(=C1C)O
• InChI: InChI=1S/C6H8O3/c1-3-4(2)9-6(8)5(3)7/h4,7H,1-2H3
• InChIKey: UNYNVICDCJHOPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-4,5-dimethyl-2,5-dihydrofuran-2-one
• IUPAC Traditional name: sotolon
• Synonyms: Sotolone; Caramel furanone; Sugar lactone; Fenugreek lactone; Sotolon; Sotolon; 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one; 3-Hydroxy-4,5-dimethylfuran-2(5H)-one; 糖内酯; 葫芦巴内酯; 4,5-二甲基-3-羟基-2,5-二氢呋喃-2-酮

Database IDs

• CAS Number: 28664-35-9
• EC Number: 249-136-4
• MDL Number: MFCD00059957
• PubChem SID: 162223881; 24901819
• PubChem CID: 5325921; 62835
• FEMA ID: 3634
• Wikipedia Title: Sotolon
• Council of Europe Number: 11834
• Flavis Number: 10.03

CALCULATED PROPERTIES

• Acid pKa: 9.276714
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.67782164
• LogD (pH = 7.4): 0.6721653
• Log P: 0.6778942
• Molar Refractivity: 31.9156 cm^3
• Polarizability: 12.255315 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 26 - °C
• Boiling Point: 184 °C(lit.); 184°C
• Flash Point: >110 °C; >230 °F
• Density: 1.049 g/cm^3
• Refractive Index: n20/D 1.491(lit.); n20/D 1.492
• Organoleptic: caramel; celery; maple; tobacco; smoky; seedy; wine-like; nutty; earthy; green; meaty

Safety Information

• German water hazard class: 3
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥97%; 95+%
• Grade: FG; Halal; Kosher; NI
• Empirical Formula (Hill Notation): C6H8O3

DETAILS

Sigma Aldrich - W363405

Biochem/physiol Actions
Odor at 1.0%
Taste at 5-25 ppm
Other Notes
Natural occurrence: Fenugreek seed, roasted Virginia tobacco and rice wine.
Packaging
1 kg in glass bottle
1 sample in glass bottle
25, 100, 250 g in glass bottle