3-Methylcyclopentadecan-1-on

Muskone

HCID 10947CAS 541-91-3

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

3-Methylcyclopentadecanone541-91-33-Methylcyclopentadecan-1-oneMUSKONECyclopentadecanone, 3-methyl-MethylexaltoneMoschus ketone3-Methyl-1-cyclopentadecanonedl-muscone5-Methyl-1-cyclopentadecanoneFEMA No. 3434dextro,laevo-muscone
Weitere Namen anzeigen
MuskFEMA 3434(R)-(-)-Muscone(±)-MusconeMUSCONEMGC126323MGC126324
HSDB 1219EINECS 208-795-85JO79R7S9RAI3-38746MUSKONE [HSDB]DTXSID80521923-METHYL-1-CYCLOPENTADECANONE [FHFI](+-)-Muscone

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

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Other Organic Compounds
Fragrances · 2 Einträge

Fragrance Ingredient (3-Methyl-1-cyclopentadecanone) -> IFRA transparency List

Fragrance

OdorPowerful soft, sweet animal musk
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.9921 g/cu cm @ 17 °C
Color/FormYELLOW

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

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 3 Einträge

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 · 5 Einträge

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Commission Regulation (EC) No 1565/2000 (Repealed by Com.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

Other Safety InformationIMAP assessments - Cyclopentadecanone, 3-methyl-: Human health tier I assessment
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] Causes change in righting reflex and convulsions after intraperitoneal, lethal-dose studies in mice; [RTECS] Emergency treatment: Ketones; [HSDB]
FDA Requirements · 2 Einträge

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/

Hazard Classes and CategoriesNot Classified

Sicherheit und Schutzausrüstung

Disposal Methods · 1 Eintrag

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

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Natural Pollution Sources · 2 Einträge

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 · 1 Eintrag

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 · 2 Einträge

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

Cellular LocationsMembrane

Verwendung und Herstellung

Uses · 3 Einträge

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/

U.S. Production2020: 49 lb
Consumer UsesFragrance
Methods of Manufacturing · 4 Einträge

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 · 1 Eintrag

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 · 4 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Anwendungen

OccurrenceReported found in natural musk

VerwendenMuscone protects PC12 cells against glutamate-induced apoptosis.

Darstellung

synthetischeFrom condensation of dodecamethyl-ene-α,ω-dimethylketone hexadecane.

Vor- und nachgelagerte Produkte

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