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MedKoo Cat#: 530429 | Name: 10-Gingerol
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Description:

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

[10]-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity.

Chemical Structure

10-Gingerol
10-Gingerol
CAS#23513-15-7

Theoretical Analysis

MedKoo Cat#: 530429

Name: 10-Gingerol

CAS#: 23513-15-7

Chemical Formula: C21H34O4

Exact Mass: 350.2457

Molecular Weight: 350.50

Elemental Analysis: C, 71.96; H, 9.78; O, 18.26

Price and Availability

Size Price Availability Quantity
5mg USD 315.00 2 Weeks
10mg USD 550.00 2 Weeks
1g USD 3,650.00 2 Weeks
2g USD 5,650.00 2 Weeks
5g USD 8,650.00 2 Weeks
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Synonym
10-Gingerol
IUPAC/Chemical Name
(S)- 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
InChi Key
AIULWNKTYPZYAN-SFHVURJKSA-N
InChi Code
InChI=1S/C21H34O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h12,14-15,18,22,24H,3-11,13,16H2,1-2H3/t18-/m0/s1
SMILES Code
CCCCCCCCC[C@H](O)CC(CCC1=CC=C(O)C(OC)=C1)=O
Appearance
Oil
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
10-Gingerol has anti-inflammatory, antioxidant and anti-proliferative activities.
In vitro activity:
The MTT assay results demonstrated that 10-gingerol can suppress the proliferation of MDA-MB-231/IR cells in a dose and time-dependent manner (Figure 1A). The doses of 10-gingerol causing 50% growth inhibition (IC50) of MDA-MB-231/IR cells at 24 and 48 h incubations were 121.2 and 101.4 µM, respectively. In contrast, 10-gingerol demonstrated fewer anti-proliferative effects in parental MDA-MB-231 cells (Figure S1 of Supplementary Materials 1), indicating a selective anti-proliferative pattern toward radio-resistant MDA-MB-231 cells. In addition, 10-gingerol exerted fewer cytotoxic effects in MCF-10A normal mammary epithelial cells than the positive control docetaxel at two post-incubation periods [IC50 10-gingerol: 327.8 µM (24 h), and 219.8 µM (48 h); docetaxel: 3.03 µM (24 h) and 1.78 µM (48 h)] (Figure 1A).
In vivo activity:
To investigate the in vivo efficacy of 10-gingerol, this study conducted a zebrafish study that induced the osteoporosis-like phenotypes by prednisolone. As shown in Figure 3A, the regenerated control scales exhibited mild TRAP activity (red color as osteoclast population) with a normal round shape, whereas the PN-treated scales had an irregular shape, resorbed edges, resorption pits, and considerably increased levels of osteoclasts present, as previously reported. 10-gingerol or GHE treatment resulted in a normal shape, few resorption sites, and decreased osteoclasts compared to PN-treated scales, as well as AL treatment. Quantitative analysis for the TRAP signal revealed significant (p < 0.01) decreases in the TRAP-positive osteoclasts in the scales treated with 10-gingerol (0.22-fold), GHE (0.34-fold), and AL (0.36-fold) compared to the PN-treated group (Figure 3B). Reference: Front Cell Dev Biol. 2021; 9: 588093. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7978033/
Solvent mg/mL mM
Solubility
DMSO 65.0 185.45
DMF 30.0 85.59
Ethanol 30.0 85.59
PBS (pH 7.2) 1.0 2.85
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 350.50 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. Ediriweera MK, Moon JY, Nguyen YT, Cho SK. 10-Gingerol Targets Lipid Rafts Associated PI3K/Akt Signaling in Radio-Resistant Triple Negative Breast Cancer Cells. Molecules. 2020 Jul 10;25(14):3164. doi: 10.3390/molecules25143164. PMID: 32664351; PMCID: PMC7397170. 2. Rasmussen A, Murphy K, Hoskin DW. 10-Gingerol Inhibits Ovarian Cancer Cell Growth by Inducing G2 Arrest. Adv Pharm Bull. 2019 Oct;9(4):685-689. doi: 10.15171/apb.2019.080. Epub 2019 Oct 24. PMID: 31857975; PMCID: PMC6912173. 3. Zang L, Kagotani K, Nakayama H, Bhagat J, Fujimoto Y, Hayashi A, Sono R, Katsuzaki H, Nishimura N, Shimada Y. 10-Gingerol Suppresses Osteoclastogenesis in RAW264.7 Cells and Zebrafish Osteoporotic Scales. Front Cell Dev Biol. 2021 Mar 3;9:588093. doi: 10.3389/fcell.2021.588093. PMID: 33748100; PMCID: PMC7978033. 4. Fuzer AM, Martin ACBM, Becceneri AB, da Silva JA, Vieira PC, Cominetti MR. [10]-Gingerol Affects Multiple Metastatic Processes and Induces Apoptosis in MDAMB- 231 Breast Tumor Cells. Anticancer Agents Med Chem. 2019;19(5):645-654. doi: 10.2174/1871520618666181029125607. PMID: 30370858.
In vitro protocol:
1. Ediriweera MK, Moon JY, Nguyen YT, Cho SK. 10-Gingerol Targets Lipid Rafts Associated PI3K/Akt Signaling in Radio-Resistant Triple Negative Breast Cancer Cells. Molecules. 2020 Jul 10;25(14):3164. doi: 10.3390/molecules25143164. PMID: 32664351; PMCID: PMC7397170. 2. Rasmussen A, Murphy K, Hoskin DW. 10-Gingerol Inhibits Ovarian Cancer Cell Growth by Inducing G2 Arrest. Adv Pharm Bull. 2019 Oct;9(4):685-689. doi: 10.15171/apb.2019.080. Epub 2019 Oct 24. PMID: 31857975; PMCID: PMC6912173.
In vivo protocol:
1. Zang L, Kagotani K, Nakayama H, Bhagat J, Fujimoto Y, Hayashi A, Sono R, Katsuzaki H, Nishimura N, Shimada Y. 10-Gingerol Suppresses Osteoclastogenesis in RAW264.7 Cells and Zebrafish Osteoporotic Scales. Front Cell Dev Biol. 2021 Mar 3;9:588093. doi: 10.3389/fcell.2021.588093. PMID: 33748100; PMCID: PMC7978033. 2. Fuzer AM, Martin ACBM, Becceneri AB, da Silva JA, Vieira PC, Cominetti MR. [10]-Gingerol Affects Multiple Metastatic Processes and Induces Apoptosis in MDAMB- 231 Breast Tumor Cells. Anticancer Agents Med Chem. 2019;19(5):645-654. doi: 10.2174/1871520618666181029125607. PMID: 30370858.
1: Zhang F, Thakur K, Hu F, Zhang JG, Wei ZJ. Cross-talk between 10-gingerol and its anti-cancerous potential: a recent update. Food Funct. 2017 Aug 1;8(8):2635-2649. doi: 10.1039/c7fo00844a. Epub 2017 Jul 26. PMID: 28745358. 2: de Lima RMT, Dos Reis AC, de Menezes APM, Santos JVO, Filho JWGO, Ferreira JRO, de Alencar MVOB, da Mata AMOF, Khan IN, Islam A, Uddin SJ, Ali ES, Islam MT, Tripathi S, Mishra SK, Mubarak MS, Melo-Cavalcante AAC. Protective and therapeutic potential of ginger (Zingiber officinale) extract and [6]-gingerol in cancer: A comprehensive review. Phytother Res. 2018 Oct;32(10):1885-1907. doi: 10.1002/ptr.6134. Epub 2018 Jul 16. PMID: 30009484. 3: Hong MK, Hu LL, Zhang YX, Xu YL, Liu XY, He PK, Jia YH. 6-Gingerol ameliorates sepsis-induced liver injury through the Nrf2 pathway. Int Immunopharmacol. 2020 Mar;80:106196. doi: 10.1016/j.intimp.2020.106196. Epub 2020 Jan 21. PMID: 31978803. 4: Zanesco-Fontes I, Silva ACL, da Silva PB, Duarte JL, Di Filippo LD, Chorilli M, Cominetti MR, Martin ACBM. [10]-Gingerol-Loaded Nanoemulsion and its Biological Effects on Triple-Negative Breast Cancer Cells. AAPS PharmSciTech. 2021 May 18;22(5):157. doi: 10.1208/s12249-021-02006-w. PMID: 34008089. 5: Zheng B, Qi J, Liu P, Zhang M, Zhang Y, Xue Y, Han X, Xu S, Chu L. 10-Gingerol alleviates hypoxia/reoxygenation-induced cardiomyocyte injury through inhibition of the Wnt5a/Frizzled-2 pathway. Food Sci Nutr. 2021 Jun 5;9(7):3917-3931. doi: 10.1002/fsn3.2381. PMID: 34262748; PMCID: PMC8269582. 6: Zang L, Kagotani K, Nakayama H, Bhagat J, Fujimoto Y, Hayashi A, Sono R, Katsuzaki H, Nishimura N, Shimada Y. 10-Gingerol Suppresses Osteoclastogenesis in RAW264.7 Cells and Zebrafish Osteoporotic Scales. Front Cell Dev Biol. 2021 Mar 3;9:588093. doi: 10.3389/fcell.2021.588093. PMID: 33748100; PMCID: PMC7978033. 7: Abusarah J, Benabdoune H, Shi Q, Lussier B, Martel-Pelletier J, Malo M, Fernandes JC, de Souza FP, Fahmi H, Benderdour M. Elucidating the Role of Protandim and 6-Gingerol in Protection Against Osteoarthritis. J Cell Biochem. 2017 May;118(5):1003-1013. doi: 10.1002/jcb.25659. Epub 2017 Jan 5. PMID: 27463229. 8: Deng B, Jiang XL, Xu YC, Chen S, Cai M, Deng SH, Ding WJ, Xu HL, Zhang SW, Tan ZB, Chen RX, Liu B, Zhang JZ. 10-Gingerol, a natural AMPK agonist, suppresses neointimal hyperplasia and inhibits vascular smooth muscle cell proliferation. Food Funct. 2022 Mar 21;13(6):3234-3246. doi: 10.1039/d1fo03610f. PMID: 35213678. 9: Ediriweera MK, Moon JY, Nguyen YT, Cho SK. 10-Gingerol Targets Lipid Rafts Associated PI3K/Akt Signaling in Radio-Resistant Triple Negative Breast Cancer Cells. Molecules. 2020 Jul 10;25(14):3164. doi: 10.3390/molecules25143164. PMID: 32664351; PMCID: PMC7397170. 10: Zhang F, Zhang JG, Yang W, Xu P, Xiao YL, Zhang HT. 6-Gingerol attenuates LPS-induced neuroinflammation and cognitive impairment partially via suppressing astrocyte overactivation. Biomed Pharmacother. 2018 Nov;107:1523-1529. doi: 10.1016/j.biopha.2018.08.136. Epub 2018 Sep 5. PMID: 30257370. 11: Rasmussen A, Murphy K, Hoskin DW. 10-Gingerol Inhibits Ovarian Cancer Cell Growth by Inducing G2 Arrest. Adv Pharm Bull. 2019 Oct;9(4):685-689. doi: 10.15171/apb.2019.080. Epub 2019 Oct 24. PMID: 31857975; PMCID: PMC6912173. 12: Kiptiyah K, Widodo W, Ciptadi G, Aulanni'Am A, Widodo MA, Sumitro SB. 10-gingerol induces oxidative stress through HTR1A in cumulus cells: in-vitro and in-silico studies. J Complement Integr Med. 2020 Apr 8:/j/jcim.ahead-of- print/jcim-2019-0042/jcim-2019-0042.xml. doi: 10.1515/jcim-2019-0042. Epub ahead of print. PMID: 32284444. 13: Liang Y, Wu G, Luo T, Xie H, Zuo Q, Huang P, Li H, Chen L, Lu H, Chen Q. 10-Gingerol Enhances the Effect of Taxol in Triple-Negative Breast Cancer via Targeting ADRB2 Signaling. Drug Des Devel Ther. 2023 Jan 20;17:129-142. doi: 10.2147/DDDT.S390602. PMID: 36712945; PMCID: PMC9880022. 14: Han X, Qi J, Yang Y, Zheng B, Liu M, Liu Y, Li L, Guan S, Jia Q, Chu L. Protective mechanisms of 10-gingerol against myocardial ischemia may involve activation of JAK2/STAT3 pathway and regulation of Ca2+ homeostasis. Biomed Pharmacother. 2022 Jul;151:113082. doi: 10.1016/j.biopha.2022.113082. Epub 2022 May 12. PMID: 35569350. 15: Baptista Moreno Martin AC, Tomasin R, Luna-Dulcey L, Graminha AE, Araújo Naves M, Teles RHG, da Silva VD, da Silva JA, Vieira PC, Annabi B, Cominetti MR. [10]-Gingerol improves doxorubicin anticancer activity and decreases its side effects in triple negative breast cancer models. Cell Oncol (Dordr). 2020 Oct;43(5):915-929. doi: 10.1007/s13402-020-00539-z. Epub 2020 Aug 6. PMID: 32761561. 16: Unuofin JO, Masuku NP, Paimo OK, Lebelo SL. Ginger from Farmyard to Town: Nutritional and Pharmacological Applications. Front Pharmacol. 2021 Nov 26;12:779352. doi: 10.3389/fphar.2021.779352. PMID: 34899343; PMCID: PMC8661456. 17: Fuzer AM, Martin ACBM, Becceneri AB, da Silva JA, Vieira PC, Cominetti MR. [10]-Gingerol Affects Multiple Metastatic Processes and Induces Apoptosis in MDAMB- 231 Breast Tumor Cells. Anticancer Agents Med Chem. 2019;19(5):645-654. doi: 10.2174/1871520618666181029125607. PMID: 30370858. 18: Kiptiyah K, Widodo W, Ciptadi G, Aulanni'am A, Widodo MA, Sumitro SB. 10-Gingerol as an inducer of apoptosis through HTR1A in cumulus cells: In- vitro and in-silico studies. J Taibah Univ Med Sci. 2017 Jun 23;12(5):397-406. doi: 10.1016/j.jtumed.2017.05.012. PMID: 31435270; PMCID: PMC6695051. 19: Zick SM, Djuric Z, Ruffin MT, Litzinger AJ, Normolle DP, Alrawi S, Feng MR, Brenner DE. Pharmacokinetics of 6-gingerol, 8-gingerol, 10-gingerol, and 6-shogaol and conjugate metabolites in healthy human subjects. Cancer Epidemiol Biomarkers Prev. 2008 Aug;17(8):1930-6. doi: 10.1158/1055-9965.EPI-07-2934. PMID: 18708382; PMCID: PMC2676573. 20: Luo J, Chen J, Yang C, Tan J, Zhao J, Jiang N, Zhao Y. 6-Gingerol protects against cerebral ischemia/reperfusion injury by inhibiting NLRP3 inflammasome and apoptosis via TRPV1 / FAF1 complex dissociation-mediated autophagy. Int Immunopharmacol. 2021 Nov;100:108146. doi: 10.1016/j.intimp.2021.108146. Epub 2021 Sep 17. PMID: 34537481.