Page last updated: 2024-12-05

muscone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Muscone is a macrocyclic ketone found in the musk deer. It is a highly valued ingredient in perfumery due to its powerful and long-lasting musky aroma. Muscone has been synthesized in the laboratory, but it is still often extracted from the glands of musk deer. Muscone has been studied for its potential medicinal properties, including anti-inflammatory and analgesic effects. It is also being investigated as a potential treatment for Alzheimer’s disease. Muscone is an important compound for the study of olfaction and its role in animal communication. The unique structure of muscone, with its large ring and ketone functionality, is of interest to chemists and biochemists. The synthesis of muscone has been a significant challenge, and many different methods have been developed over the years. Muscone is also used in the production of artificial musk fragrances, which are used in a wide variety of consumer products.'

muscone: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10947
SCHEMBL ID230871
MeSH IDM0097774

Synonyms (48)

Synonym
3-methyl-cyclopentadecan-1-one
cyclopentadecanone, 3-methyl-
einecs 208-795-8
muskone
moschus ketone
3-methylcyclopentadecan-1-one
5-methyl-1-cyclopentadecanone
3-methyl-1-cyclopentadecanone
3-methylcyclopentadecanone, dl-
ai3-38746
fema no. 3434
methylexaltone
hsdb 1219
muscone
541-91-3
3-methylcyclopentadecanone
dl-3-methylcyclopentadecanone
S3871
5jo79r7s9r ,
unii-5jo79r7s9r
FT-0603462
AKOS015895189
SCHEMBL230871
dl-muscone
dextro,laevo-muscone
3-methylcyclopentadecanone, (+/-)-
3-methyl-1-cyclopentadecanone [fhfi]
muskone [hsdb]
muscone (+/-)-form [mi]
(+/-)-muscone
muscone, (+/-)-
3-methyl-cyclopentadecanone
DTXSID8052192
Q-100613
M2611
mfcd00211114
AC-9862
3-methylcyclopentadecanone 100 microg/ml in cyclohexane
fema 3434
22460-48-6
956-82-1
Q416022
HY-N0633
muscone ,(s)
AS-15908
CCG-266866
CS-0009664
SY050608

Research Excerpts

Overview

Muscone is an important active component responsible for the "consciousness-restoring resuscitation" effect of musk on ischemic stroke. Muscone is a pharmacologically active ingredient isolated from musk, with anti-inflammatory and neuroprotective effects.

ExcerptReferenceRelevance
"Muscone is an important active component responsible for the "consciousness-restoring resuscitation" effect of musk on ischemic stroke."( Proteomics on the role of muscone in the "consciousness-restoring resuscitation" effect of musk on ischemic stroke.
Fang, T; Han, B; Li, N; Liu, W; Meng, Z; Wang, Y; Yao, J; Zhao, Y, 2022
)
1.74
"Muscone is a pharmacologically active ingredient isolated from musk, with anti-inflammatory and neuroprotective effects."( Muscone with Attenuation of Neuroinflammation and Oxidative Stress Exerts Antidepressant-Like Effect in Mouse Model of Chronic Restraint Stress.
Chai, Y; Chen, J; Chen, YW; Cheng, Y; Liu, H; Liu, LL; Liu, QS, 2022
)
2.89
"Muscone is a chiral compound and can be further classified into S-muscone and R-muscone and both are present in synthetic musk."( Chiral toxicity of muscone to embryonic zebrafish heart.
Chen, D; Chen, H; Deng, J; Dong, W; Fang, M; Kwok, KW; Li, M; Ni, X; Xu, L; Xu, Y; Yang, J; Yao, L; Zhao, B, 2020
)
1.61

Effects

Muscone has anti-inflammatory and proliferative features as it can inhibit nuclear transcription factor kappa-B (NF-κB) and activate the angiogenin/plexin-B2 axis. It has shown neuroprotective effects in cerebral ischemic models.

ExcerptReferenceRelevance
"Muscone has a protective effect against I/R injury in cardiac myocytes, indicating that muscone may potentially provide therapeutic benefit in I/R injury by inhibiting cellular oxidative stress and apoptosis."( Protective effects of muscone on ischemia-reperfusion injury in cardiac myocytes.
Cheng, H; He, L; Li, H; Shen, W; Wu, Q; Wu, Y; Zeng, L, 2011
)
2.13
"Muscone has anti-inflammatory and proliferative features as it can inhibit nuclear transcription factor kappa-B (NF-κB) and activate the angiogenin/plexin-B2 axis, thus being significant agent in the SCI repair process."( Muscone Can Improve Spinal Cord Injury by Activating the Angiogenin/Plexin-B2 Axis.
Botchway, BOA; Guo, S; Jin, T; Liu, X; Zhang, Y; Zhou, Y, 2022
)
2.89
"Muscone (Mus) has shown neuroprotective effects in cerebral ischemic models."( Muscone Ameliorates Synaptic Dysfunction and Cognitive Deficits in APP/PS1 Mice.
Bao, X; Bian, H; Cao, X; Chen, J; Gu, Y; Jia, J; Liu, Y; Shu, S; Xia, S; Xu, S; Xu, Y; Yang, H; Yu, L; Zhu, X, 2020
)
2.72
"Muscone has been reported to have beneficial effects on cardiac remodeling in MI mice."( Hypoxia-Inducible Factor 1 alpha (HIF-1α)/Vascular Endothelial Growth Factor (VEGF) Pathway Participates in Angiogenesis of Myocardial Infarction in Muscone-Treated Mice: Preliminary Study.
Aa, N; Du, Y; Ge, Y; Gu, X; Lin, Z; Meng, H; Shi, J; Wang, X; Wu, X; Xu, Z; Yang, Z; Zhu, D; Zhuang, R, 2018
)
1.4
"Muscone has a protective effect against I/R injury in cardiac myocytes, indicating that muscone may potentially provide therapeutic benefit in I/R injury by inhibiting cellular oxidative stress and apoptosis."( Protective effects of muscone on ischemia-reperfusion injury in cardiac myocytes.
Cheng, H; He, L; Li, H; Shen, W; Wu, Q; Wu, Y; Zeng, L, 2011
)
2.13

Actions

ExcerptReferenceRelevance
"Muscone can increase blood flow and reduce ischemia-reperfusion injury, this study was undertaken to investigate the effects of muscone on random skin flap survival."( Effects of Muscone on Random Skin Flap Survival in Rats.
Dingsheng, L; Kailiang, Z; Xianyao, T; Yihui, Z, 2016
)
1.55

Treatment

Pretreatment with muscone significantly improved the cell viability, lactic acid production, mitochondrial membrane potential collapse and function, Ca. Pretreatment withmuscone (6.25, 12.5, 25 mumol/L) inhibited IL-1beta-induced phosphorylation of extracellular signal-regulated kinases 1/2 and c-Jun N-terminal kinase.

ExcerptReferenceRelevance
"Pretreatment with muscone significantly improved the cell viability, lactic acid production, mitochondrial membrane potential collapse and function, Ca"( Cholinergic signaling of muscarinic receptors directly involves in the neuroprotection of muscone by inducing Ca
Guo, Y; Li, L; Shen, G; Wang, J; Zeng, J; Zhao, J; Zhou, Z, 2024
)
2
"Treatment with muscone significantly improved cardiac function and exercise tolerance, as evidenced by the decrease in the left ventricular end-systolic diameter, left ventricular end-diastolic diameter, as well as an increase in the left ventricular ejection fraction, left ventricular fractional shortening and time to exhaustion during swimming."( Beneficial effects of muscone on cardiac remodeling in a mouse model of myocardial infarction.
Chen, B; Chen, P; Gao, W; Lu, X; Meng, H; Tao, Z; Wang, L; Wang, X; Wang, ZM; Xu, Z; Yang, N; Yang, Z; Zhang, M; Zhou, N; Zhu, T, 2014
)
1.06
"Pretreatment with muscone (6.25, 12.5, 25 mumol/L) inhibited the IL-1beta-induced phosphorylation of extracellular signal-regulated kinases 1/2 and c-Jun N-terminal kinase in a dose-dependent manner."( Muscone protects vertebral end-plate degeneration by antiinflammatory property.
Liang, QQ; Shi, Q; Wang, YJ; Zhang, M; Zhou, Q, 2010
)
2.13
"Pretreatment with muscone (0.215, 0.43, 0.86 μg/mL) prior to I/R injury significantly attenuated the above changes."( Protective effects of muscone on ischemia-reperfusion injury in cardiac myocytes.
Cheng, H; He, L; Li, H; Shen, W; Wu, Q; Wu, Y; Zeng, L, 2011
)
1.01

Toxicity

ExcerptReferenceRelevance
" Results showed that both compounds were acutely toxic to zebrafish embryos causing mortality, decreased hatching rate, pericardial edema, and decreased heart beat rate."( Chiral toxicity of muscone to embryonic zebrafish heart.
Chen, D; Chen, H; Deng, J; Dong, W; Fang, M; Kwok, KW; Li, M; Ni, X; Xu, L; Xu, Y; Yang, J; Yao, L; Zhao, B, 2020
)
0.89
" However, a major side effect of this anticancer drug is nephrotoxicity, limiting treatment effect and reducing the quality of life in cancer patients."( Preventive Effect of Muscone against Cisplatin Nephrotoxicity in LLC-PK1 Cells.
Hwang, JH; Kang, KS; Lee, S; Phung, HM, 2020
)
0.88

Pharmacokinetics

ExcerptReferenceRelevance
" The pharmacokinetic parameters of the representative components absorbed into the blood were compared between XJP&B and XJP&W by the pharmacokinetics study method, in order to determine the dynamic changes of the representative components in rats."( Analysis of the pharmacodynamic difference between Xiaojin Pills taken with Chinese Baijiu and water based on serum pharmacochemistry and pharmacokinetics.
Deng, X; Han, L; Liao, W; Lin, J; Song, J; Xu, R; Zhang, D, 2023
)
0.91
" The pharmacokinetic study results of representative components demonstrated that the mean plasma concentration-time profile and pharmacokinetic parameters of muscone, aconitine, and 3-acetyl-11-keto-β-boswellic acid were significantly different between XJP&B and XJP&W."( Analysis of the pharmacodynamic difference between Xiaojin Pills taken with Chinese Baijiu and water based on serum pharmacochemistry and pharmacokinetics.
Deng, X; Han, L; Liao, W; Lin, J; Song, J; Xu, R; Zhang, D, 2023
)
1.11

Compound-Compound Interactions

ExcerptReferenceRelevance
"The objective of this study was to investigate the removal of 11 synthetic polycyclic musks in a municipal wastewater treatment plant located in Jilin, China, by using a membrane bioreactor combined with anaerobic-anoxic-oxic process."( Elimination of typical polycyclic musks in a full-scale membrane bioreactor combined with anaerobic-anoxic-oxic process in municipal wastewater treatment plant.
Bai, L; Gu, F; Guo, LX; Wei, W; Wen, DM; Wu, CY, 2018
)
0.48

Bioavailability

Muscone was proved to be well absorbed in each section of small intestine. In vivo pharmacokinetic study indicated that the nanogel could significantly increase the bioavailability of muscone after administration.

ExcerptReferenceRelevance
"Muscone was proved to be well absorbed in each section of small intestine."( [Determination method of muscone in rat intestinal perfusate by GC-MS/MS and its intestinal absorption kinetic characteristics in rats].
Lin, J; Luo, J; Wang, P; Wang, Z; Xu, L; Zhao, G; Zou, L, 2012
)
2.13
" In vivo pharmacokinetic study indicated that the nanogel could significantly increase the bioavailability of muscone after administration compared with eye drops."( Self-Assembled Thermoresponsive Nanogels Prepared by Reverse Micelle → Positive Micelle Method for Ophthalmic Delivery of Muscone, a Poorly Water-Soluble Drug.
Luo, G; Nie, Q; Wang, G; Wang, S; Zang, C; Zhang, B; Zhu, Q, 2016
)
0.85
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (97)

TimeframeStudies, This Drug (%)All Drugs %
pre-199010 (10.31)18.7374
1990's6 (6.19)18.2507
2000's19 (19.59)29.6817
2010's43 (44.33)24.3611
2020's19 (19.59)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 46.48

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index46.48 (24.57)
Research Supply Index4.62 (2.92)
Research Growth Index5.08 (4.65)
Search Engine Demand Index72.07 (26.88)
Search Engine Supply Index2.05 (0.95)

This Compound (46.48)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (2.04%)5.53%
Reviews6 (6.12%)6.00%
Case Studies1 (1.02%)4.05%
Observational1 (1.02%)0.25%
Other88 (89.80%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]