Basic information
- CAS
28664-35-9- Standard SMILES
CC1=C(O)C(=O)OC1C- InChIKey
UNYNVICDCJHOPO-UHFFFAOYSA-N- Molecular formula
- C6H8O3
- Average molar mass
- 128.13 g/mol
- Monoisotopic mass
- 128.04734411
Overview
Sotolone is a butenolide. It has a role as a metabolite.
Names & identifiers
- Preferred name
- Sotolone
- IUPAC
- 4-hydroxy-2,3-dimethyl-2H-furan-5-one
- English name
- 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one
- Molecular formula
- C6H8O3
- Molecular weight
- 128.13
Names & synonyms
28664-35-93-Hydroxy-4,5-dimethylfuran-2(5H)-onesotolonSotolone4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one2(5h)-FURANONE, 3-HYDROXY-4,5-DIMETHYL-FEMA No. 3634T62RL2NEGW2,3-Dimethyl-4-hydroxy-2,5-dihydrofuran-5-one4,5-Dimethyl-3-hydroxy-2,5-dihydro-2-furanoneDTXSID4047674DTXCID2027674
Show more names
SUGAR LACTONEFENUGREEK LACTONEFEMA 36343-hydroxy-4,5-dimethyl-2(5H)-furanone (sotolon)
RefChem:888370249-136-44,5-Dimethyl-3-hydroxy-2(5H)-furanoneCaramel furanoneSautalone3-Hydroxy-4,5-dimethyl-2(5H)-furanone4-hydroxy-2,3-dimethyl-2H-furan-5-oneEINECS 249-136-4
Database identifiers
- CAS
28664-35-9- PubChem CID
- 62835
- DTXSID
DTXSID4047674- ChEMBL
CHEMBL3185688- ChEBI
CHEBI:67890- UNII
- T62RL2NEGW
- EC Number
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 181
Experimental & physicochemical properties
FragrancesFragrance Ingredient (4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility(in ethanol)
Boiling Point
93.00 to 95.00 °C. @ 2.00 mm Hg
81 °C (6 mm Hg)
Melting Point25.00 to 29.00 °C. @ 760.00 mm Hg
Physical Description
Liquid
clear, yellow liquid
Physicochemical properties
- Melting point
- 26 · 26-29 °C(lit.)
- Boiling point
- 184 °C · 184 °C(lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 13.1% (194 of 1484) of reports.
Warning
H302 (86.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1484 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2(5H)-Furanone, 3-hydroxy-4,5-dimethyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
2(5H)-Furanone, 3-hydroxy-4,5-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (86.9%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29329990
- risk_code
- 20/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302
- Hazard Classifications
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information2(5H)-Furanone, 3-hydroxy-4,5-dimethyl-: ACTIVE
Applications
OccurrenceReported found in roasted Virginia tobacco, beef broth, beer, sherry, botryized wine, coffee, tea, fenugreek, sake and rice wine.
Uses4,5-Dimethyl-3-hydroxy-2(5H)-furanone-13C3 is a labelled analogue of 4,5-Dimethyl-3-hydroxy-2(5H)-furanone (D473600). 4,5-Dimethyl-3-hydroxy-2(5H)-furanone is a fragrant compound that is a key indicator of maple syrup urine disease, a disorder affecting newborn children that is the result of its inability to properly metabolize Valine (V094205), Leucine (L330110) and Isoleucine (I820175). 4,5-Dimethyl-3-hydroxy-2(5H)-furanone is naturally found in fenugreek seeds, and is an odourant present in sherry wines.
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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