Basic information
- CAS
1195-79-5- Standard SMILES
CC12CCC(C1)C(C)(C)C2=O- InChIKey
LHXDLQBQYFFVNW-UHFFFAOYSA-N- Molecular formula
- C10H16O
- Average molar mass
- 152.23 g/mol
- Monoisotopic mass
- 152.12011513
Overview
Fenchone is a carbobicyclic compound that is fenchane in which the hydrogens at position 2 are replaced by an oxo group. It is a component of essential oil from fennel (Foeniculum vulgare). It has a role as a plant metabolite. It is a cyclic terpene ketone, a fenchane monoterpenoid and a carbobicyclic compound.
Names & identifiers
- Preferred name
- (+-)-Fenchone
- IUPAC
- 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
- English name
- Fenchone
- Molecular formula
- C10H16O
- Molecular weight
- 152.23
Names & synonyms
Fenchone1195-79-51,3,3-Trimethylbicyclo[2.2.1]heptan-2-onedl-fenchone1,3,3-Trimethyl-2-norbornanoneFenchon2-Norbornanone, 1,3,3-trimethyl-1,3,3-Trimethyl-2-norcamphanone1,3,3-Trimethylnorcamphor(.+/-.)-FenchoneBicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-CHEBI:4999
Show more names
NENSC 8896NSC 1226873,3-dimethyl-DELTA-FENCHONEFENCHON TECHN.
1,3,3-Trimethylbicyclo(2.2.1)heptan-2-oneBicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-(+-)-FenchoneRefChem:598862CAS-1195-79-52,2,4-trimethylbicyclo(2.2.1)heptan-3-one214-804-64Q6W8568TG
Database identifiers
- CAS
1195-79-5、7787-20-4- PubChem CID
- 14525
- DTXSID
DTXSID9025324- ChEMBL
CHEMBL2268554- ChEBI
CHEBI:4999
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 217
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aliphatic Ketones, Other
DrugsPharmaceuticals
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
SpringerMaterials PropertiesChemical shift
FragrancesFragrance Ingredient (Fenchone) -> IFRA transparency List
LogP3.52
Boiling Point192.00 to 194.00 °C. @ 760.00 mm Hg
Melting Point5-6 °C
Physical Description
Colorless liquid with a camphor-like odor; mp = 5 deg C; [Chem Service MSDS]
Liquid
Physicochemical properties
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 83% (269 of 324) of all reports.
Warning
H226 (13%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 324 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-
Status: Cease Manufacture Update: 28-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22414
Bicyclo2.2.1heptan-2-one, 1,3,3-trimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA mild skin irritant; Causes general anesthesia, convulsions, and respiratory depression in subcutaneous lethal-dose studies of mice (LDLo = 2,100 mg/kg); [RTECS] An irritant; [Chem Service MSDS] See Bicyclo[2.2.1]heptane. See Camphene.
Hazard Classes and CategoriesFlam. Liq. 3 (13%)
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Safety data
- tsca
- TSCA listed
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- Hazard statements
- H226
- REACH Registrations
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >10
Use ClassificationFragrance Ingredients
General Manufacturing InformationBicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-: ACTIVE
Applications
UsesFenchone has a wide range of uses, such as:1. constituent of absinthe and the essential oil of fennel2. used to repel insects3. used as flavor in candy and baked goods, as well as alcoholic and non-alcoholic beverages4. used for soaps, detergents, perfumes, lotions
UsesFenchone is a monoterpene with anti-inflammatory and antimicrobial properties. It also inhibits β-secretase (BACE1), a drug target for Alzheimer''s disease.
Suppliers35 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]
上海钰博生物科技有限公司021-60514606 18321282235 · [email protected]
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
江苏艾康生物医药研发有限公司
Related reactions
1 records
Compound notes
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