HuagongsheHuagongshe Chemistry Print Report · For research reference only
beta-DAMASCONE
β-Damascone · (E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one · FEMA 3243 · (E)-1-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-2-en-1-one · (E)-β-Damascone · DORINONE BETA FAB · (e)-beta-damascone · 2,6,6-trimethyl-1-trans-crotonoyl-1,3-cyclohexadiene
Identifiers & Physical Properties
| CAS No. | 23726-91-2 |
|---|---|
| Molecular formula | C13H20O |
| Average molar mass | 192.3 g/mol |
| Monoisotopic mass | 192.15141526 g/mol |
| SMILES | C/C=C/C(=O)C1=C(C)CCCC1(C)C |
| InChIKey | BGTBFNDXYDYBEY-FNORWQNLSA-N |
| PubChem CID | 5374527 |
| ChEMBL | CHEMBL4565078 |
| ChEBI | CHEBI:192137 |
| EC No. | 245-842-1 |
| DTXSID | DTXSID7051890 |
Chemical & Physical Properties
| XLogP | 3.5 |
|---|---|
| Topological polar surface area | 17.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 2 |
| Heavy atoms | 14 |
| Formal charge | 0 |
| Complexity | 292 |
| Fragrances | Fragrance Ingredient ((2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one) -> IFRA transparency List |
| Food additives | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Flavoring agents | EU Flavoring substances |
| Boiling point | 200.00 °C. @ 760.00 mm Hg271℃ |
| Physical Description | Liquid |
| Density | 0.934 g/mL at 20 °C(lit.) |
| Vapor pressure | 2.6Pa at 25℃ |
| FEMA | 3243 | 1-(2,6,6-TRIMETHYL-1-CYCLOHEXEN-1-YL)-2-BUTEN-1-ONE |
| Refractive index | n20/D 1.498 |
| FLAVIS Number | 07.224 | tr-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)but-2-en-1-one |
| Flash point | 108℃ |
| Storage conditions | -20°C |
| Solubility | Chloroform (Slightly), DMSO (Slightly)192.3mg/L(25 ºC) |
| Physical state | Oil |
| Color | Colourless to Pale Yellow |
| Odor | at 1.00 % in dipropylene glycol. fruity floral berry plum blackcurrant honey rose tobacco |
| Odor type | fruity |
| JECFA Number | 384 |
| BRN | 2046078 |
| Stability | Light Sensitive |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+ |
| InChIKey | BGTBFNDXYDYBEY-FNORWQNLSA-N |
| SMILES | C\C=C\C(=O)C1=C(C)CCCC1(C)C |
| LogP (partition coefficient) | 3.68 |
| FDA UNII | I75J0X33Q6 |
| EPA Substance Registry System | 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E)- (23726-91-2) |
| UNSPSC Code | 41116107 |
| NACRES | NA.25 |
| GHS pictogram | GHS07,GHS09 |
| Signal word | Warning |
| GHS hazard statements | H315-H317-H411 |
| GHS precautionary statements | P261-P264-P272-P273-P280-P302+P352 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves |
| Hazard symbols | Xi |
| Risk statements (R) | 43 |
| Safety statements (S) | 36/37 |
| Water hazard class (WGK) | 2 |
| RTECS number | EN0340000 |
| F | 10-23 |
| TSCA inventory status | TSCA listed |
| Customs code | 29142990 |
| Storage class | 10 - Combustible liquids |
| Hazard class | Aquatic Chronic 2Skin Irrit. 2Skin Sens. 1B |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | WarningH315 (23%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P272, P273, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 610 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H317: May cause an allergic skin reaction [Warning Sensitization, Skin] |
|---|---|
| Regulatory information | Chemical: 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-Regulation (EC) No 1831/2003 (amended)2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 07-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/165852-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-,(2E)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Other safety information | IMAP assessments - Damascones: Human health tier II assessment |
| Hazard Classes and Categories | Skin Irrit. 2 (23%)Skin sensitisation - category 1 |
| F | 10-23 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves |
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| RTECS number | EN0340000 |
| Customs code | 29142990 |
| Risk statements (R) | 43 |
Applications & Uses
Uses
(E)-β-Damascone is an odorant found in some food, tea and tobacco plants. It is found to inhibit lipopolysaccharide mediated nitric oxide production through nuclear factor E2-related protein 2 signaling in human colon adenocarcinoma and mouse macrophage.