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MedKoo Cat#: 591778 | Name: Musk ketone
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Musk ketone increases activity of glutathione S-transferase and thus may prove to be useful cancer chemoprotectant.

Chemical Structure

Musk ketone
Musk ketone
CAS# 81-14-1

Theoretical Analysis

MedKoo Cat#: 591778

Name: Musk ketone

CAS#: 81-14-1

Chemical Formula: C14H18N2O5

Exact Mass: 294.1216

Molecular Weight: 294.31

Elemental Analysis: C, 57.14; H, 6.16; N, 9.52; O, 27.18

Price and Availability

Size Price Availability Quantity
100g USD 270.00
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Related CAS #
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Synonym
Musk ketone; NSC 15339; NSC-15339; NSC15339
IUPAC/Chemical Name
4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone
InChi Key
WXCMHFPAUCOJIG-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H18N2O5/c1-7-10(9(3)17)8(2)13(16(20)21)11(14(4,5)6)12(7)15(18)19/h1-6H3
SMILES Code
CC(C1=C(C)C([N+]([O-])=O)=C(C(C)(C)C)C([N+]([O-])=O)=C1C)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Musk ketone increases activity of glutathione S-transferase.
In vitro activity:
The present study aimed to investigate the effects of musk ketone in GC cells. The present study indicated that musk ketone exerted significant anticancer effects on GC cells. Low dosage of musk ketone significantly suppressed the proliferation and colony formation of AGS and HGC‑27 cells. Cell cycle arrest and apoptosis were induced by musk ketone. Furthermore, microarray data indicated that musk ketone treatment led to downregulation of various genes, including sorbin and SH3 domain containing 2 (SORBS2). Reference: Mol Med Rep. 2021 Jun;23(6):450. https://pubmed.ncbi.nlm.nih.gov/33880576/
In vivo activity:
A middle cerebral artery occlusion (MCAO) rat model was established by a transient filament model, and rats were treated with musk ketone (0.9 or 1.8 μM). Musk ketone reduced cerebral ischemic injury in a dose-dependent manner in rats. In addition, NSCs treated with musk ketone showed enhanced proliferation and differentiation along with increased PI3K/Akt signaling pathway activation. Reference: Neuroscience. 2020 May 21;435:1-9. https://pubmed.ncbi.nlm.nih.gov/32112919/
Solvent mg/mL mM
Solubility
DMSO 125.0 424.73
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 294.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. An J, Wang H, Ma X, Hu B, Yan Y, Yan Y, Su Z. Musk ketone induces apoptosis of gastric cancer cells via downregulation of sorbin and SH3 domain containing 2. Mol Med Rep. 2021 Jun;23(6):450. doi: 10.3892/mmr.2021.12089. Epub 2021 Apr 21. PMID: 33880576; PMCID: PMC8060797. 2. Xu L, Cao Y. Native musk and synthetic musk ketone strongly induced the growth repression and the apoptosis of cancer cells. BMC Complement Altern Med. 2016 Dec 8;16(1):511. doi: 10.1186/s12906-016-1493-2. PMID: 27931220; PMCID: PMC5146870. 3. Zhou Z, Dun L, Wei B, Gan Y, Liao Z, Lin X, Lu J, Liu G, Xu H, Lu C, An H. Musk Ketone Induces Neural Stem Cell Proliferation and Differentiation in Cerebral Ischemia via Activation of the PI3K/Akt Signaling Pathway. Neuroscience. 2020 May 21;435:1-9. doi: 10.1016/j.neuroscience.2020.02.031. Epub 2020 Feb 27. PMID: 32112919. 4. Guo L, Quan ZX, Zhao ZH, Tang K, Ou YS, Jiang DM. Effects of musk ketone on nerve recovery after spinal cord injury. Genet Mol Res. 2015 Apr 10;14(2):2958-63. doi: 10.4238/2015.April.10.4. PMID: 25966058.
In vitro protocol:
1. An J, Wang H, Ma X, Hu B, Yan Y, Yan Y, Su Z. Musk ketone induces apoptosis of gastric cancer cells via downregulation of sorbin and SH3 domain containing 2. Mol Med Rep. 2021 Jun;23(6):450. doi: 10.3892/mmr.2021.12089. Epub 2021 Apr 21. PMID: 33880576; PMCID: PMC8060797. 2. Xu L, Cao Y. Native musk and synthetic musk ketone strongly induced the growth repression and the apoptosis of cancer cells. BMC Complement Altern Med. 2016 Dec 8;16(1):511. doi: 10.1186/s12906-016-1493-2. PMID: 27931220; PMCID: PMC5146870.
In vivo protocol:
1. Zhou Z, Dun L, Wei B, Gan Y, Liao Z, Lin X, Lu J, Liu G, Xu H, Lu C, An H. Musk Ketone Induces Neural Stem Cell Proliferation and Differentiation in Cerebral Ischemia via Activation of the PI3K/Akt Signaling Pathway. Neuroscience. 2020 May 21;435:1-9. doi: 10.1016/j.neuroscience.2020.02.031. Epub 2020 Feb 27. PMID: 32112919. 2. Guo L, Quan ZX, Zhao ZH, Tang K, Ou YS, Jiang DM. Effects of musk ketone on nerve recovery after spinal cord injury. Genet Mol Res. 2015 Apr 10;14(2):2958-63. doi: 10.4238/2015.April.10.4. PMID: 25966058.
1: Yao L, Lv YZ, Zhang LJ, Liu WR, Zhao JL, Liu YS, Zhang QQ, Ying GG. Determination of 24 personal care products in fish bile using hybrid solvent precipitation and dispersive solid phase extraction cleanup with ultrahigh performance liquid chromatography-tandem mass spectrometry and gas chromatography-mass spectrometry. J Chromatogr A. 2018 May 25;1551:29-40. doi: 10.1016/j.chroma.2018.04.003. Epub 2018 Apr 5. PubMed PMID: 29650477. 2: Ahmed L, Zhang Y, Block E, Buehl M, Corr MJ, Cormanich RA, Gundala S, Matsunami H, O'Hagan D, Ozbil M, Pan Y, Sekharan S, Ten N, Wang M, Yang M, Zhang Q, Zhang R, Batista VS, Zhuang H. Molecular mechanism of activation of human musk receptors OR5AN1 and OR1A1 by (R)-muscone and diverse other musk-smelling compounds. Proc Natl Acad Sci U S A. 2018 Apr 24;115(17):E3950-E3958. doi: 10.1073/pnas.1713026115. Epub 2018 Apr 9. PubMed PMID: 29632183; PubMed Central PMCID: PMC5924878. 3: Jiang S, Wang L, Zheng M, Lou Y, Shi L. Determination and environmental risk assessment of synthetic musks in the water and sediments of the Jiaozhou Bay wetland, China. Environ Sci Pollut Res Int. 2018 Feb;25(5):4915-4923. doi: 10.1007/s11356-017-0811-7. Epub 2017 Dec 4. PubMed PMID: 29204937. 4: Zhang X, Zheng M, Wang L, Lou Y, Shi L, Jiang S. Sorption of three synthetic musks by microplastics. Mar Pollut Bull. 2018 Jan;126:606-609. doi: 10.1016/j.marpolbul.2017.09.025. Epub 2017 Oct 2. PubMed PMID: 28982477. 5: Guerranti C, Perra G, Alessi E, Baroni D, Caserta D, Caserta D, De Sanctis A, Fanello EL, La Rocca C, Mariottini M, Renzi M, Tait S, Zaghi C, Mantovani A, Focardi SE. Biomonitoring of chemicals in biota of two wetland protected areas exposed to different levels of environmental impact: results of the "PREVIENI" project. Environ Monit Assess. 2017 Aug 18;189(9):456. doi: 10.1007/s10661-017-6165-2. PubMed PMID: 28822013. 6: Homem V, Magalhães I, Alves A, Santos L. Assessing seasonal variation of synthetic musks in beach sands from Oporto coastal area: A case study. Environ Pollut. 2017 Jul;226:190-197. doi: 10.1016/j.envpol.2017.04.022. Epub 2017 Apr 18. PubMed PMID: 28431318. 7: Zhang X, Yu Y, Gu Y, Li X, Zhang X, Yu Y. In vitro determination of transdermal permeation of synthetic musks and estimated dermal uptake through usage of personal care products. Chemosphere. 2017 Apr;173:417-424. doi: 10.1016/j.chemosphere.2017.01.001. Epub 2017 Jan 19. PubMed PMID: 28129620. 8: Xu L, Cao Y. Native musk and synthetic musk ketone strongly induced the growth repression and the apoptosis of cancer cells. BMC Complement Altern Med. 2016 Dec 8;16(1):511. PubMed PMID: 27931220; PubMed Central PMCID: PMC5146870. 9: Necibi M, Lanceleur L, Mzoughi N, Monperrus M. Determination of Synthetic Musks in Surface Sediment from the Bizerte Lagoon by QuEChERS Extraction Followed by GC-MS. Bull Environ Contam Toxicol. 2016 Nov;97(5):659-669. Epub 2016 Oct 14. PubMed PMID: 27743038. 10: Wang Q, Kelly BC. Occurrence and distribution of synthetic musks, triclosan and methyl triclosan in a tropical urban catchment: Influence of land-use proximity, rainfall and physicochemical properties. Sci Total Environ. 2017 Jan 1;574:1439-1447. doi: 10.1016/j.scitotenv.2016.08.091. Epub 2016 Aug 29. PubMed PMID: 27586166. 11: Yin J, Wang H, Li J, Wu Y, Shao B. Occurrence of synthetic musks in human breast milk samples from 12 provinces in China. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2016 Jul;33(7):1219-27. doi: 10.1080/19440049.2016.1201219. Epub 2016 Jul 4. PubMed PMID: 27310419. 12: Lou YH, Wang J, Wang L, Shi L, Yu Y, Zhang MY. Determination of Synthetic Musks in Sediments of Yellow River Delta Wetland, China. Bull Environ Contam Toxicol. 2016 Jul;97(1):78-83. doi: 10.1007/s00128-016-1814-7. Epub 2016 May 6. PubMed PMID: 27154036. 13: Faria M, Pavlichenko V, Burkhardt-Medicke K, Soares AM, Altenburger R, Barata C, Luckenbach T. Use of a combined effect model approach for discriminating between ABCB1- and ABCC1-type efflux activities in native bivalve gill tissue. Toxicol Appl Pharmacol. 2016 Apr 15;297:56-67. doi: 10.1016/j.taap.2016.02.020. Epub 2016 Feb 27. Erratum in: Toxicol Appl Pharmacol. 2016 Jul 15;303:110. PubMed PMID: 26929997. 14: Saraiva M, Cavalheiro J, Lanceleur L, Monperrus M. Synthetic musk in seafood products from south Europe using a quick, easy, cheap, effective, rugged and safe extraction method. Food Chem. 2016 Jun 1;200:330-5. doi: 10.1016/j.foodchem.2016.01.017. Epub 2016 Jan 7. PubMed PMID: 26830596. 15: Li S, Zhu F, Jiang R, Ouyang G. Preparation and evaluation of amino modified graphene solid-phase microextraction fiber and its application to the determination of synthetic musks in water samples. J Chromatogr A. 2016 Jan 15;1429:1-7. doi: 10.1016/j.chroma.2015.11.025. Epub 2015 Nov 14. PubMed PMID: 26709025. 16: Zhang H, Bayen S, Kelly BC. Co-extraction and simultaneous determination of multi-class hydrophobic organic contaminants in marine sediments and biota using GC-EI-MS/MS and LC-ESI-MS/MS. Talanta. 2015 Oct 1;143:7-18. doi: 10.1016/j.talanta.2015.04.084. Epub 2015 May 7. PubMed PMID: 26078122. 17: Santos E Silva SI, Bowdler P, Giltrow D, Riddell S, Honeychurch KC. A simple and rapid method for the determination of nicotine in third-hand smoke by liquid chromatography and its application for the assessment of contaminated outdoor communal areas. Drug Test Anal. 2016 Jul;8(7):676-81. doi: 10.1002/dta.1822. Epub 2015 Jun 8. PubMed PMID: 26059092. 18: Guo L, Quan ZX, Zhao ZH, Tang K, Ou YS, Jiang DM. Effects of musk ketone on nerve recovery after spinal cord injury. Genet Mol Res. 2015 Apr 10;14(2):2958-63. doi: 10.4238/2015.April.10.4. PubMed PMID: 25966058. 19: Ding L, Cai C, Lin Y, Wu W, Fang X. [Determination of trace musk xylene and musk ketone in aquatic products by multiple adsorption synchronous purification-gas chromatography-mass spectrometry]. Se Pu. 2014 Mar;32(3):309-13. Chinese. PubMed PMID: 24984474. 20: Vallecillos L, Pedrouzo M, Pocurull E, Borrull F. Headspace stir bar sorptive extraction followed by thermal desorption and gas chromatography with mass spectrometry to determine musk fragrances in sludge samples without sample pretreatment. J Sep Sci. 2014 Jun;37(11):1322-9. doi: 10.1002/jssc.201400048. Epub 2014 Apr 25. PubMed PMID: 24659337.