(3R)-3α-メチルシクロペンタデカノン

Muskone

HCID 10947CAS 541-91-3

基本情報

標準SMILES
CC1CCCCCCCCCCCCC(=O)C1
InChIKey
ALHUZKCOMYUFRB-UHFFFAOYSA-N
分子式
C16H30O
平均分子量
238.41 g/mol
単同位体質量
238.22966558

名称と識別子

優先名称
Muskone
IUPAC
3-methylcyclopentadecan-1-one
現地名
(3R)-3α-メチルシクロペンタデカノン
英語名
Muscone
分子式
C16H30O
分子量
238.41

名称と別名

3-Methylcyclopentadecanone541-91-33-Methylcyclopentadecan-1-oneMUSKONECyclopentadecanone, 3-methyl-MethylexaltoneMoschus ketone3-Methyl-1-cyclopentadecanonedl-muscone5-Methyl-1-cyclopentadecanoneFEMA No. 3434dextro,laevo-muscone
名称をさらに表示
(R)-3-メチル-1-シクロペンタデカノン(R)-3-メチルシクロペンタデカン-1-オン3-メチル-1-シクロペンタデカノン3-メチルシクロペンタデカノン(3R)-3α-メチルシクロペンタデカノンモスクスケトン(R)-(-)-ムスコンl-ムスコン(-)-3-メチルシクロペンタデカノン(R)-ムスコン3-メチルシクロペンタデカン-1-オン(R)-3-メチルシクロペンタデカノン(-)-ムスコンムスコン(3R)-3-メチルシクロペンタデカン-1-オン(R)-3-メチルシクロペンタデカン-1-オンを主成分(90%以上)とする、(R)-3-メチルシクロペンタデカン-1-オンと(S)-3-メチルシクロペンタデカン-1-オンの混合物ジャコウ麝香MuskFEMA 3434(R)-(-)-Muscone(±)-MusconeMUSCONEMGC126323MGC126324
HSDB 1219EINECS 208-795-85JO79R7S9RAI3-38746MUSKONE [HSDB]DTXSID80521923-METHYL-1-CYCLOPENTADECANONE [FHFI](+-)-Muscone

データベース識別子

CAS
541-91-3
PubChem CID
10947
DTXSID
DTXSID8052192
UNII
5JO79R7S9R
EC Number
208-795-8
Nikkaji
J276.713I、J489.984I、J6.397E

物性

構造計算による物性

XLogP
6.2
極性表面積
17.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
0
重原子数
17

実験および物理化学的性質

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

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

物理化学的性質

融点
-15 °C · -15°C(lit.)
沸点
95 °C/0.1mmHg · 95°C/0.1mmHg(lit.)
比重(密度)
0.9221 · 0.9221
蒸気圧
0.041 Pa · 0.041Pa at 25℃
FEMA
3434 · 3434 | 3-METHYL-1-CYCLOPENTADECANONE
屈折率
1.477 to · 1.4770 to 1.4810
化学的性質 · 1 件

化学的特性Muscone is an odoriferous constituent of natural musk. It is a colorless liquid with very soft, sweet, musky odor and a perfumery, animal tonality.Numerous syntheses have been developed for its preparation including enantioselective methods to obtain the naturally occurring (3R)-enantiomer (l-muscone,. Because of its excellent stability, it can be used in awide range of products to give elegant,warm, animal notes. It is important for the reconstitution of naturalmusk.

安全と法規制

GHS分類

GHS Classification · 3 件

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.

危険有害性情報

Regulatory Information · 5 件

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 件

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

安全と保護具

Disposal Methods · 1 件

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.

毒性情報

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

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 件

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.

法規制情報

FDA Requirements · 2 件

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/

安全データ

wgk
WGK 3
tsca
TSCA listed
hs_code
2914.29.5000
化審法
(3)-4630
消防法
危-4-3-III
ストレージクラス
10 - Combustible liquids

化学と産業

薬理情報

Cellular LocationsMembrane

用途と製造

Uses · 3 件

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 件

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 件

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 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

応用分野 · 3 件

解説ムスコン,中央アジア,とくにヒマラヤの山岳地方に生息するジャコウジカの雌の生殖分泌腺から分泌されるムスク(musk)の香気成分.十五員環ケトンで光学活性.融点33 ℃,沸点328 ℃,138 ℃(66 Pa).[α]D -13°.d174 0.9221.n17D 1.4802.保香性がよく,香料に用いられる.合成品もある.LD50 5000 mg/kg(ラット,経口).天然じゃ香の香気の本体として0.5~2%含まれる。アルコールに溶けるが、水には難溶。調合香料の製造に際して香料の保留力が著しく、高級香料の変調剤、保留剤として使われる。

天然物の起源Reported found in natural musk

使用Muscone protects PC12 cells against glutamate-induced apoptosis.

調製方法

製造方法From condensation of dodecamethyl-ene-α,ω-dimethylketone hexadecane.

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Syntechem Co.,Ltd[email protected]

関連反応

7 件

関連ノート

読み込み中…