Basic information
- CAS
28645-51-4- Standard SMILES
O=C1CCCCCCC/C=C\CCCCCCO1- InChIKey
QILMAYXCYBTEDM-IWQZZHSRSA-N- Molecular formula
- C16H28O2
- Average molar mass
- 252.39 g/mol
- Monoisotopic mass
- 252.20893013
Overview
Isoambrettolide is a macrolide.
Names & identifiers
- Preferred name
- Isoambrettolide, (Z)-
- IUPAC
- (10Z)-1-oxacycloheptadec-10-en-2-one
- English name
- AMBRETTOLIDE
- Molecular formula
- C16H28O2
- Molecular weight
- 252.39
Names & synonyms
Cis-isoambrettolideIsoambrettolide, (Z)-FEMA no. 4145, Z-UNII-9UY96U8Y3J9UY96U8Y3JOxacycloheptadec-10-en-2-one, (Z)-Oxacycloheptadec-10-en-2-one, (10Z)-93635-21-3RefChem:201270IsoambrettolideOxacycloheptadec-10-en-2-one(10Z)-1-oxacycloheptadec-10-en-2-one
Show more names
FEMA 2555HEXADECEN-8-OLIDEOMEGA-6-HEXADECENLACTONE16-HYDROXY-7-HEXADECENOIC ACID O-LACTONEAMBRETTOLIDEFema no. 2555Ambrettolide 1832003
28645-51-4NSC31697UNII-0DI2GU512Fomega-6-Hexadecenlactone (natural)EINECS 249-120-7NSC 316979-Hexadecenoic acid, 16-hydroxy-, o-lactone0DI2GU512F
Database identifiers
- CAS
28645-51-4、93635-21-3- PubChem CID
- 5355293
- ChEBI
CHEBI:192212- UNII
- 9UY96U8Y3J
Properties
Computed structural properties
- XLogP
- 5.5
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 233
Experimental & physicochemical properties
LogP6.510
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.949-0.957
Solubility
Soluble in non-polar solvents; insoluble in water
Soluble (in ethanol)
Boiling Point
185.00 to 190.00 °C. @ 16.00 mm Hg
1.5-1.6 °C (0.1 mm Hg)
Refractive Index1.477-1.482
Physical Description
CBI
Clear colourless or pale yellow liquid; Sweet musky fruity aroma
Physicochemical properties
- Boiling point
- 185 · 185-190 °C16 mm Hg(lit.)
- Density
- 0.956 g/mL · 0.956 g/mL at 25 °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 96.9% (1639 of 1692) of all reports.
Not Classified
Aggregated GHS information provided per 1692 reports by companies from 6 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Oxacycloheptadec-10-en-2-one
Oxacycloheptadec-10-en-2-one is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxacycloheptadec-10-en-2-one 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)
REACH registered substance: Oxacycloheptadec-10-en-2-one (EC: 249-120-7)
Oxacycloheptadec-10-en-2-one: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Oxacycloheptadec-10-en-2-one: Human health tier I assessment
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- 2
- tsca
- TSCA listed
- Toxicity
- Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg(Wohl, 1974).
- risk_code
- 36
- Signal word
- Warning
- Symbol(GHS)
- GHS09
- hazard_code
- Xi
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Uses & manufacturing
U.S. Production2023: <75,000 lb
Consumer UsesFragrance
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationOxacycloheptadec-10-en-2-one: ACTIVE
Applications
OccurrenceFound in oil of ambrette seed[Givaudan Index, 1961).
UsesAmbrettolide is a macrocyclic lactone that naturally occurs in ambrette seed oil. Ambrettolide is nontoxic, has a musky odour, and is commonly used as a fixative in perfume formulations.
Preparation methods
PreparationFrom bromohexadecenoic acid(Bedoukian, 1967).
Upstream & downstream products
Downstream products
Suppliers56 total
Shandong Deshang Chemical Co., Ltd.+86-0531-8875-2665 +86-13153039501 · [email protected]
Related reactions
1 records
Compound notes
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