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MedKoo Cat#: 584413 | Name: Zingerone
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Description:

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

Zingerone is absent in fresh ginger but cooking or heating transforms gingerol to zingerone. The compound has potent anti-inflammatory, antidiabetic, antilipolytic, antidiarrheal, and antispasmodic properties. It behaves as appetite stimulant, anxiolytic, antithrombotic, radiation protective, and antimicrobial. Also, it inhibits the reactive nitrogen species important in causing Alzheimer's disease and many other disorders.

Chemical Structure

Zingerone
Zingerone
CAS#122-48-5

Theoretical Analysis

MedKoo Cat#: 584413

Name: Zingerone

CAS#: 122-48-5

Chemical Formula: C11H14O3

Exact Mass: 194.0943

Molecular Weight: 194.23

Elemental Analysis: C, 68.02; H, 7.27; O, 24.71

Price and Availability

Size Price Availability Quantity
25g USD 260.00 2 Weeks
50g USD 490.00 2 Weeks
100g USD 720.00 2 Weeks
250g USD 1,070.00 2 Weeks
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Related CAS #
No Data
Synonym
Zingerone; AI3-31837; Gingerone; AI331837; AI3 31837
IUPAC/Chemical Name
4-(4-Hydroxy-3-methoxyphenyl)butan-2-one
InChi Key
OJYLAHXKWMRDGS-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3
SMILES Code
CC(CCC1=CC=C(O)C(OC)=C1)=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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 194.23 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
1: Mahesha H, Prashanth KVH, Bettadaiah BK. The bioconjugates of curcumin, zingerone and [6]-shogaol with low molecular weight chitosan: Synthesis, characterization and in vitro anticancer activity in HepG2 cells. Int J Biol Macromol. 2025 Jan 11;296:139785. doi: 10.1016/j.ijbiomac.2025.139785. Epub ahead of print. PMID: 39805449. 2: Chougule S, Basrani S, Gavandi T, Patil S, Yankanchi S, Jadhav A, Karuppayil SM. Zingerone effect against Candida albicans growth and biofilm production. J Mycol Med. 2024 Dec 13;35(1):101527. doi: 10.1016/j.mycmed.2024.101527. Epub ahead of print. PMID: 39742531. 3: De Vos B, Kasonga AE, Joubert AM, Nyakudya TT. Exploring the In Vitro Effects of Zingerone on Differentiation and Signalling Pathways in Bone Cell Lines. Metabolites. 2024 Dec 9;14(12):693. doi: 10.3390/metabo14120693. PMID: 39728474; PMCID: PMC11676073. 4: Famurewa AC, Akhigbe RE, George MY, Adekunle YA, Oyedokun PA, Akhigbe TM, Fatokun AA. Mechanisms of ferroptotic and non-ferroptotic organ toxicity of chemotherapy: protective and therapeutic effects of ginger, 6-gingerol and zingerone in preclinical studies. Naunyn Schmiedebergs Arch Pharmacol. 2024 Dec 5. doi: 10.1007/s00210-024-03623-5. Epub ahead of print. PMID: 39636404. 5: Cao X, Chen CW, Yin K, Wang TL, Huang YK, Chen PY, Su PH. Zingerone Facilitates Apoptosis in Triple Negative Breast Cancer Cells by Inducing Autophagy. J Biochem Mol Toxicol. 2024 Dec;38(12):e70074. doi: 10.1002/jbt.70074. PMID: 39620438. 6: Api AM, Bartlett A, Belsito D, Botelho D, Bruze M, Bryant-Friedrich A, Burton GA Jr, Cancellieri MA, Chon H, Dagli ML, Dekant W, Deodhar C, Farrell K, Fryer AD, Jones L, Joshi K, Lapczynski A, Lavelle M, Lee I, Moustakas H, Muldoon J, Penning TM, Ritacco G, Sadekar N, Schember I, Schultz TW, Siddiqi F, Sipes IG, Sullivan G, Thakkar Y, Tokura Y. RIFM fragrance ingredient safety assessment, zingerone, CAS Registry Number 122-48-5. Food Chem Toxicol. 2024 Dec;194 Suppl 1:115116. doi: 10.1016/j.fct.2024.115116. Epub 2024 Nov 17. PMID: 39561938. 7: Hafezizadeh M, Salehcheh M, Mohtadi S, Mansouri E, Khodayar MJ. Zingerone effects on arsenic-induced glucose intolerance and hepatotoxicity in mice via suppression of oxidative stress-mediated hepatic inflammation and apoptosis. J Trace Elem Med Biol. 2024 Dec;86:127562. doi: 10.1016/j.jtemb.2024.127562. Epub 2024 Nov 9. PMID: 39531827. 8: Song Y, Kwon JJ, Na HS, Kim SY, Shin SH, Chung J. High glucose condition aggravates inflammatory response induced by Porphyromonas gingivalis in THP-1 macrophages via autophagy inhibition. BMC Immunol. 2024 Oct 17;25(1):69. doi: 10.1186/s12865-024-00655-7. PMID: 39415131; PMCID: PMC11484236. 9: Samson Olanrele O, Femi-Dagunro J, Andrew Ofudje E, Algarni M, Al-Ghamdi AA, Aldahiri RH, Alrahili MR, Alsaiari AA. Optimization, molecular dynamics and quantum parameters simulations of Zingiber officinale rhizome as a green corrosion inhibitor. Heliyon. 2024 Sep 7;10(18):e37493. doi: 10.1016/j.heliyon.2024.e37493. PMID: 39328510; PMCID: PMC11425100. 10: Liu Z, Yan F, Zhang H, Wang L, Zhao Y, Zhao H, Li C, Dai J, Yu B, Xiong H, Zhang J. Zingerone attenuates concanavalin A-induced acute liver injury by restricting inflammatory responses. Int Immunopharmacol. 2024 Dec 5;142(Pt B):113198. doi: 10.1016/j.intimp.2024.113198. Epub 2024 Sep 20. PMID: 39305891. 11: Chaudhuri RK, Meyer TA, Blinder R, Vethamuthu M, George V, Adeniyi AA, Manhas N, Singh P. Acetyl zingerone methyl ether protects hair against oxidative damage incurred during and after treatment with permanent dyes and helps extend longevity of newly developed hair colour. Int J Cosmet Sci. 2024 Aug 12. doi: 10.1111/ics.13000. Epub ahead of print. PMID: 39134925. 12: Motamedi R, Aminzadeh S, Khodayar MJ, Khorsandi L, Salehcheh M. Protective Effects of Zingerone on Oxidative Stress in Doxorubicin-Induced Rat Hepatotoxicity. Rep Biochem Mol Biol. 2024 Jan;12(4):575-585. doi: 10.61186/rbmb.12.4.575. PMID: 39086586; PMCID: PMC11288236. 13: Pázmándi K, Szöllősi AG, Fekete T. The "root" causes behind the anti- inflammatory actions of ginger compounds in immune cells. Front Immunol. 2024 Jun 28;15:1400956. doi: 10.3389/fimmu.2024.1400956. PMID: 39007134; PMCID: PMC11239339. 14: Larijanian L, Shafiei M, Ghasemi Pirbalouti A, Ferdousi A, Chiani M. Antibacterial and antibiofilm activities of zingerone and niosomal zingerone against methicillin-resistant Staphylococcus aureus (MRSA). Iran J Microbiol. 2024 Jun;16(3):366-375. doi: 10.18502/ijm.v16i3.15794. PMID: 39005609; PMCID: PMC11245341. 15: Chu LW, Chen JY, Chen YW, Hsieh S, Kung ML. Phytoconstituent-derived zingerone nanoparticles disrupt the cell adhesion mechanism and suppress cell motility in melanoma B16F10 cells. J Biotechnol. 2024 Sep 10;392:48-58. doi: 10.1016/j.jbiotec.2024.06.015. Epub 2024 Jun 19. PMID: 38906221. 16: Songvut P, Nakareangrit W, Cholpraipimolrat W, Kwangjai J, Worasuttayangkurn L, Watcharasit P, Satayavivad J. Unraveling the interconversion pharmacokinetics and oral bioavailability of the major ginger constituents: [6]-gingerol, [6]-shogaol, and zingerone after single-dose administration in rats. Front Pharmacol. 2024 Jun 6;15:1391019. doi: 10.3389/fphar.2024.1391019. PMID: 38904001; PMCID: PMC11187260. 17: Ayustaningwarno F, Anjani G, Ayu AM, Fogliano V. A critical review of Ginger's (Zingiber officinale) antioxidant, anti-inflammatory, and immunomodulatory activities. Front Nutr. 2024 Jun 6;11:1364836. doi: 10.3389/fnut.2024.1364836. PMID: 38903613; PMCID: PMC11187345. 18: Eriten B, Caglayan C, Gür C, Küçükler S, Diril H. Hepatoprotective effects of zingerone on sodium arsenite-induced hepatotoxicity in rats: Modulating the levels of caspase-3/Bax/Bcl-2, NLRP3/NF-κB/TNF-α and ATF6/IRE1/PERK/GRP78 signaling pathways. Biochem Biophys Res Commun. 2024 Sep 17;725:150258. doi: 10.1016/j.bbrc.2024.150258. Epub 2024 Jun 11. PMID: 38897041. 19: Huang S, Yao X, Cao B, Zhang N, Soladoye OP, Zhang Y, Fu Y. Encapsulation of zingerone by self-assembling peptides derived from fish viscera: Characterization, interaction and effects on colon epithelial cells. Food Chem X. 2024 May 24;22:101506. doi: 10.1016/j.fochx.2024.101506. PMID: 38855095; PMCID: PMC11157225. 20: Liu Y, Wang Y, Chen J, Wang N, Huang N, Yao H. Stereoselective Synthesis of β-S-Glycosides via Palladium Catalysis. J Org Chem. 2024 Jun 21;89(12):8815-8827. doi: 10.1021/acs.joc.4c00698. Epub 2024 Jun 4. PMID: 38835152.

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