Grundinformationen
- Standard-SMILES
CC1CCCCCCCCCCCCC(=O)C1- InChIKey
ALHUZKCOMYUFRB-UHFFFAOYSA-N- Summenformel
- C16H30O
- Durchschnittliche Molmasse
- 238,41 g/mol
- Monoisotopische Masse
- 238,22966558
Namen und Bezeichner
- Bevorzugter Name
- Muskone
- IUPAC
- 3-methylcyclopentadecan-1-one
- Lokaler Name
- 3-Methylcyclopentadecan-1-on
- Englischer Name
- Muscone
- Summenformel
- C16H30O
- Molmasse
- 238.41
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
541-91-3- PubChem CID
- 10947
- DTXSID
DTXSID8052192- UNII
- 5JO79R7S9R
- EC Number
- 208-795-8
- Nikkaji
- J276.713I、J489.984I、J6.397E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6,2
- Polarare Oberfläche (TPSA)
- 17,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 17
- Formalladung
- 0
- Komplexität
- 198
Experimentelle und physikochemische Eigenschaften
Fragrances
Fragrance Ingredient (3-Methyl-1-cyclopentadecanone) -> IFRA transparency List
Fragrance
Solubility
Very soluble in acetone, ethyl ether, and ethanol
very slightly
Soluble in oils; Slightly soluble in water
Soluble (in ethanol)
Boiling Point
329 °C; 130 °C @ 0.5 mm Hg
Colorless liquids with boiling points that increase regularly with increasing molecular weight. Virtually all members of the series exhibit characteristic odor depending on the ring size. /Cycloaliphatic ketones/
320.00 to 329.00 °C. @ 760.00 mm Hg
Physical Description
Liquid
Clear viscous oil with pleasant musky fragrance; [MSDSonline]
Colourless or opaque crystalline mass; Soft, sweet, tenacious musk aroma
Physikochemische Eigenschaften
- Schmelzpunkt
- -15 °C · -15°C(lit.)
- Siedepunkt
- 95 °C/0.1mmHg · 95°C/0.1mmHg(lit.)
- Dichte
- 0.9221 · 0.9221
- Dampfdruck
- 0.041 Pa · 0.041Pa at 25℃
- FEMA
- 3434 · 3434 | 3-METHYL-1-CYCLOPENTADECANONE
- Brechungsindex
- 1.477 to · 1.4770 to 1.4810
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- Chloroform, Methanol (Sparingly)
- Aggregatzustand
- Colorless oil.
- Farbe
- Colourless
- Geruch (Odor)
- 10 % · at 10.00 % in dipropylene glycol. sweet musk animal powdery fatty natural
- Geruchsart
- musk
- Biologische Quelle
- mouse
- Wasserlöslichkeit
- 430 μg/L · 430μg/L at 20℃
- Merck
- 14 · 14,6313
- JECFA Number
- 1402 · 1402
- Major Application
- food and beverages
- Kosmetik-Inhaltsstoffe Funktionen
- PERFUMING
- InChI
- 1S/C16H30O/c1-15-12-10-8-6-4-2-3-5-7-9-11-13-16(17)14-15/h15H,2-14H2,1H3
- InChIKey
- ALHUZKCOMYUFRB-UHFFFAOYSA-N
- SMILES
- O=C1CC(CCCCCCCCCCCC1)C
- LogP
- 6.06 at · 6.06 at 25℃
- CAS Datenbank
- 541 · 541-91-3(CAS DataBase Reference)
- NIST chemische Informationen
- 3 · Cyclopentadecanone, 3-methyl-(541-91-3)
- EPA chemische Informationen
- 3 · Cyclopentadecanone, 3-methyl- (541-91-3)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 99.7% (1559 of 1564) of all reports.
Not Classified
Aggregated GHS information provided per 1564 reports by companies from 5 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: Cyclopentadecanone, 3-methyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Cyclopentadecanone, 3-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclopentadecanone, 3-methyl- 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: 01-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18970
Cyclopentadecanone, 3-methyl-: Does not have an individual approval but may be used under an appropriate group standard
FDA Requirements
Musk used as spices, seasonings, essential oils, oleoresins, and natural extracts in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice. /Musk/
Certain other spices, seasonings, essential oils, oleoresins, and natural extracts that are generally recognized as safe for their intended use, within the meaning of section 409 of the act. Musk is included on this list. /Musk/
Sicherheit und Schutzausrüstung
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Toxikologische Informationen
Natural Pollution Sources
THE SECRETION IS FOUND IN AN INTERNAL POUCH LOCATED UNDER THE SKIN OF THE ABDOMEN OF THE.../MUSK DEER/. THE MUSK POUCHES ARE REMOVED FROM THE ANIMAL & SUBSEQUENTLY DRIED, THUS CAUSING THE HARDENING & DARKENING OF THE SECRETION (SO-CALLED MUSK GRAINS) WITHIN THE POUCH. /MUSK/
Natural sources of musk incl musk glands of male musk deer, Moschus moschiferus, civet cat, Viverra civetta, louisiana muskrat, ambrette seeds, Abelmoschus moschatus, and angelica roots, Angelica archangelica. /musks/
Non-Human Toxicity Excerpts
In the present study, we investigated the effects of muscone on both in vitro and in vivo parameters of the hepatic microsomal drug-metabolizing enzyme system and other enzyme activities in rats. In the in vivo study, the serum dimethadione (DMO)/trimethadione (TMO) ratios at 2 hr after oral administration of trimethadione (100 mg/kg) were significantly increased in both male and female rats treated with 75 and 150 but not 40 mg muscone/kg. Antipyrine metabolite profile in 24 hr urine of rats pretreated with muscone (150 mg/kg) was examined. The results showed that the excretion of norantipyrine was significantly increased as compared to the control group. In the in vitro study, we found that the content of cytochrome p450, and activities of aminopyrine, N-demethylase, aniline hydroxylase and delta-aminolevulinic acid (ALA) synthetase were significantly increased as compared to the controls in both male and female rats treated with muscone (75 and 150 mg/kg). This type of induction of the hepatic metabolizing enzymes was similar to that seen after treatment with a prototype drug, phenobarbital.
Regulatorische Informationen
FDA Requirements
Musk used as spices, seasonings, essential oils, oleoresins, and natural extracts in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice. /Musk/
Certain other spices, seasonings, essential oils, oleoresins, and natural extracts that are generally recognized as safe for their intended use, within the meaning of section 409 of the act. Musk is included on this list. /Musk/
Sicherheitsdaten
- wgk
- WGK 3
- tsca
- TSCA listed
- hs_code
- 2914.29.5000
- Speicherklasse
- 10 - Combustible liquids
- Giftige Stoffe Daten
- 541-91-3(Hazardous Substances Data)
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Uses
Fragrant component of musk; [Merck Index] Used in perfumes and as a flavor ingredient; [HSDB]
FLAVOR INGREDIENT /DL-FORM/
Used in perfumes over a wide range of concns /Aroma chemicals/
Methods of Manufacturing
INFUSIONS & TINCTURES...PREPD BY ALCOHOLIC EXTRACTION OF MUSK GRAINS. BY CONCENTRATING ALCOHOLIC EXTRACTS...POSSIBLE TO PREPARE A "MUSK RESINOID." TRUE RESINOID IS PREPD BY PETROLEUM ETHER EXTRACTION OF MUSK GRAINS. MUSK ABSOLUTE IS PREPARED BY ALCOHOLIC EXTRACTION FROM RESINOID. /MUSK/
Synthesis of the +/- form: Ziegler, Weber, Ann 512, 164 (1934); Ruzicka, Stoll, Helv Chim Acta 17, 1308 (1934); Hunsdiecker, Ber 75B, 1197 (1942). Recent syntheses: Stork, McDonald, J Am Chem Soc 97, 1264 (1975): H.G. Fliri et al, Monatch Chem 110, 245 (1979); C. Fehr et al., Helv Chim Acta 62, 2655 (1979); K. H. Schulte-Elte et al., ibid 2673; G. Cantoni et al., J Org Chem 45, 1906 (1980).
(Natural) Secretion from preputial follicles of the musk deer. (Synthetic) (1) Ketones and lactones with 15- or 16-carbon rings, structurally resembling the odiferous principles of matural musk, civet, and musky-type plants. Among these are ambrettolide, civetone, muscone, exatolide. (2) Nitrated compounds, usually nitrated tert-butyl-toluenes or xylenes or related compounds.
FROM THE CONDENSATION OF DODECAMETHYLENE-ALPHA,OMEGA-DIMETHYLKETONE HEXADECANE... NATURAL OCCURRENCE: IN NATURAL MUSK. REGULATORY STATUS: FEMA NUMBER 3434. /DL-FORM/
Formulations/Preparations
THE DRIED, UNOPENED POUCHES OF COMMERCE ARE DISTINGUISHED BY THE FOLLOWING NAMES: TONQUIN, BLUE SKIN, YUNNANN, SAWKO, CABARDIN, NEPAL, & ASSAM. GOOD QUALITY POUCHES CONTAIN APPROX 70% MUSK, WHILE LESS VALUABLE ONES CONTAIN AS LITTLE AS 40% MUSK. /MUSK/
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
Cyclopentadecanone, 3-methyl-: ACTIVE
/MUSK CONSISTS/...OF A GLANDULAR SECRETION OF THE /ADULT/ MALE MUSK DEER OF TIBET, SOUTHERN CHINA, NORTHERN INDIA, & THROUGHOUT THE HIMALAYAN HIGHLANDS. SECRETION...IS A REDDISH-BROWN, PASTE-LIKE MASS WITH A VERY STRONG, PENETRATING ODOR. /MUSK/
Natural musks are macrocyclic ketones or lactones having approx 15 carbons in their ring structures. Synthetic musks are of greater industrial importance and incl nitro and non-nitro benzenes, indans, and tetralins; derivatives of hydrindacene, isochroman, naphthindan, and coumarin. /Musks/
The three most commonly used in perfumery are musk ambrette, musk ketone, and musk xylene. /Synthetic musk/
... Due to the many steps involved and poor yields, /syntheses/ are not widely used on an industrial scale.
For more General Manufacturing Information (Complete) data for MUSKONE (7 total), please visit the HSDB record page.
Anwendungen
OccurrenceReported found in natural musk
VerwendenMuscone protects PC12 cells against glutamate-induced apoptosis.
Darstellung
synthetischeFrom condensation of dodecamethyl-ene-α,ω-dimethylketone hexadecane.
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