(±)-Muscone
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(±)-Muscone
structure -
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CAS No:
541-91-3
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Formula:
C16H30O
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Chemical Name:
(±)-Muscone
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Synonyms:
Cyclopentadecanone,3-methyl-;Muscone;3-Methylcyclopentadecanone;Muskone;Moschus ketone;(±)-Muscone;dl-Muscone;3-Methylcyclopentadecan-1-one;956-82-1;22460-48-6
- Categories:
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CAS No:
Description
Muscone is the main active monomer of traditional Chinese medicine musk. Muscone inhibits NF-κB and NLRP3 inflammasome activation. Muscone remarkably decreases the levels of inflammatory cytokines (IL-1β, TNF-α and IL-6), and ultimately improves cardiac function and survival rate[1].
Colourless or opaque crystalline mass; Soft, sweet, tenacious musk aroma
Characteristics
17.1
6.2
Colourless or opaque crystalline mass; Soft, sweet, tenacious musk aroma
0.9921 g/cm3 @ Temp: 17 °C
-15°C(lit.)
130 °C @ Press: 0.5 Torr
145.3±11.3 °C
1.437
Very soluble in acetone, ethyl ether, and ethanol
-20°C
0.000176mmHg at 25°C
Powerful soft, sweet animal musk
POTENT PENETRATING, MUSK ODOR WITH A STRONG, ANIMAL NOTE /MUSK/|SOFT, SWEET, TENACIOUS MUSKY ODOR /DL-FORM/|Oily liquid. Musk odor. BP: 328 °C, 130 °C @ 0.5 mm Hg; density: 0.9221 @ 17 °C 4 °C. Index of refraction: 1.4802 @ 17 °C. Specific optical rotation: -13 deg @ 17 °C/D. Very slighty soluble in water; miscible with alcohol. /(-)-Form/|Oily liquid. BP: 90 °C @ 0.01 mm Hg. Index of refraction: 1.4767 @ 26 °C/D. UV max (ethanol): 285 nm (log 3 1.54). /(+/- )-Form/|An unctuous, brownish, semiliquid when fresh; dried in grains or lumps with color resembling dried blood. Strong characteristic odor. The odor-bearing consitutent is muscone ... /Musk/
Safety Information
2
26-36
GY0950000
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
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.
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/
Not Classified
Toxicity
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/
(±)-Muscone Use and Manufacturing
There are many synthetic methods for muscone, and the raw materials can be cyclohexanone, butadiene, cyclopentadecanone and so on. The method that uses butadiene as the raw material is not one of the most researched and promising methods at present. It is obtained from butadiene to generate dodeca-1, 5, 9-triene, which is then hydrogenated and oxidized to Cyclododecanone can be further reacted to obtain musk ketone with a yield of 40%. Muscone is the main fragrance component of natural musk, generally containing 1.2%-1.4% of muscone. The natural musk is distilled by steam for several days, extracted with ether to distill the injection body, and made into semicarbazide, then refined, decomposed, and finally refined by distillation.
Used in medicine, musk spice, deodorant, etc.
Air care products
< 25,000 lb
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/
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.
BY PREPARATIVE THIN-LAYER CHROMATOGRAPHY OF ETHER EXTRACTS, FRACTIONS CONTAINING MUSCONE & A GROUP OF C19-STEROIDS WERE SEPARATED & GAS CHROMATOGRAPHICALLY ANALYZED.
Flavoring Agents -> JECFA Flavorings Index
Flavoring Agents
Computed Properties
Molecular Weight:238.41
XLogP3:6.2
Hydrogen Bond Acceptor Count:1
Exact Mass:238.229665576
Monoisotopic Mass:238.229665576
Topological Polar Surface Area:17.1
Heavy Atom Count:17
Complexity:198
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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