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MedKoo Cat#: 463390 | Name: Echinacoside
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Description:

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

Echinacoside is a natural phenol. It is a caffeic acid glycoside from the phenylpropanoid class. It is constituted from a trisaccharide consisting of two glucose and one rhamnose moieties glycosidically linked to one caffeic acid and one dihydroxyphenylethanol (hydroxytyrosol) residue at the centrally situated rhamnose. It shows weak antibiotic activity in vitro against Staphylococcus aureus and Streptococci.

Chemical Structure

Echinacoside
Echinacoside
CAS#82854-37-3

Theoretical Analysis

MedKoo Cat#: 463390

Name: Echinacoside

CAS#: 82854-37-3

Chemical Formula: C35H46O20

Exact Mass: 786.2582

Molecular Weight: 786.73

Elemental Analysis: C, 53.43; H, 5.89; O, 40.67

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
50mg USD 950.00 2 Weeks
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Related CAS #
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Synonym
Echinacoside; Kusaginin; NSC 603831; NSC603831; NSC-603831; trans-Acteoside; trans-Verbascoside
IUPAC/Chemical Name
(2R,3R,4R,5R,6R)-6-(3,4-dihydroxyphenethoxy)-5-hydroxy-2-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)-4-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate
InChi Key
FSBUXLDOLNLABB-ISAKITKMSA-N
InChi Code
InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1
SMILES Code
OC1=CC(/C=C/C(O[C@H]2[C@H](O[C@H]3[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)[C@@H](O)[C@H](OCCC4=CC(O)=C(O)C=C4)O[C@@H]2CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)=O)=CC=C1O
Appearance
Solid powder
Purity
>95% (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
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Echinacoside effectively inhibits Wnt/β-catenin signaling.
In vitro activity:
Colony formation assay results showed that the number of colonies of HepG2 (Fig. 2c) and Huh7 (Fig. 2d) cells gradually decreased by treatment of ECH in a dose-dependent manner compared with the control group (p < 0.01, p < 0.001). These results indicate that ECH plays an important role in HCC cell activity and proliferation. Reference: Cancer Cell Int. 2021; 21: 304. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8191129/
In vivo activity:
In db/db + ECH mouse group, there were significantly decreased lipid droplets and inflammatory cells, the necrotic cell injury was alleviated (Fig. 2A). Microscopic analysis of the oil red O staining liver tissue revealed a neat arrangement of cells, with no lipid droplets or pathological changes, in the db/m group. In db/db group, the cells had a disorderly arrangement, and a large number of fat particles of different sizes were present in the cytoplasm. Compared with db/db group, the number of lipid droplets in the db/db + ECH group was significantly lower, suggesting the possible protective effect of ECH on the liver (Fig. 2B, C). Reference: Life Sci. 2021 Apr 15;271:119237. https://pubmed.ncbi.nlm.nih.gov/33600859/
Solvent mg/mL mM
Solubility
DMSO 60.0 76.26
DMSO:PBS (pH 7.2) (1:9) 0.1 0.13
DMF 30.0 38.13
Ethanol 52.5 66.73
Water 24.4 30.96
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 786.73 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. Li W, Zhou J, Zhang Y, Zhang J, Li X, Yan Q, Han J, Hu F. Echinacoside exerts anti-tumor activity via the miR-503-3p/TGF-β1/Smad aixs in liver cancer. Cancer Cell Int. 2021 Jun 10;21(1):304. doi: 10.1186/s12935-021-01890-3. PMID: 34112163; PMCID: PMC8191129. 2. Zhang Y, Wu Q, Zhong L, Wang L, Gong D. Echinacoside promotes the proliferation of human renal tubular epithelial cells by blocking the HBX/TREM2‑mediated NF‑κB signalling pathway. Mol Med Rep. 2020 Aug;22(2):1137-1144. doi: 10.3892/mmr.2020.11201. Epub 2020 Jun 2. PMID: 32626964; PMCID: PMC7339676. 3. Zhang ZN, Hui Z, Chen C, Liang Y, Tang LL, Wang SL, Xu CC, Yang H, Zhang JS, Zhao Y. Neuroprotective Effects and Related Mechanisms of Echinacoside in MPTP-Induced PD Mice. Neuropsychiatr Dis Treat. 2021 Jun 3;17:1779-1792. doi: 10.2147/NDT.S299685. PMID: 34113108; PMCID: PMC8184243. 4. Yang L, Zhang X, Liao M, Hao Y. Echinacoside improves diabetic liver injury by regulating the AMPK/SIRT1 signaling pathway in db/db mice. Life Sci. 2021 Apr 15;271:119237. doi: 10.1016/j.lfs.2021.119237. Epub 2021 Feb 16. PMID: 33600859.
In vitro protocol:
1. Li W, Zhou J, Zhang Y, Zhang J, Li X, Yan Q, Han J, Hu F. Echinacoside exerts anti-tumor activity via the miR-503-3p/TGF-β1/Smad aixs in liver cancer. Cancer Cell Int. 2021 Jun 10;21(1):304. doi: 10.1186/s12935-021-01890-3. PMID: 34112163; PMCID: PMC8191129. 2. Zhang Y, Wu Q, Zhong L, Wang L, Gong D. Echinacoside promotes the proliferation of human renal tubular epithelial cells by blocking the HBX/TREM2‑mediated NF‑κB signalling pathway. Mol Med Rep. 2020 Aug;22(2):1137-1144. doi: 10.3892/mmr.2020.11201. Epub 2020 Jun 2. PMID: 32626964; PMCID: PMC7339676.
In vivo protocol:
1. Zhang ZN, Hui Z, Chen C, Liang Y, Tang LL, Wang SL, Xu CC, Yang H, Zhang JS, Zhao Y. Neuroprotective Effects and Related Mechanisms of Echinacoside in MPTP-Induced PD Mice. Neuropsychiatr Dis Treat. 2021 Jun 3;17:1779-1792. doi: 10.2147/NDT.S299685. PMID: 34113108; PMCID: PMC8184243. 2. Yang L, Zhang X, Liao M, Hao Y. Echinacoside improves diabetic liver injury by regulating the AMPK/SIRT1 signaling pathway in db/db mice. Life Sci. 2021 Apr 15;271:119237. doi: 10.1016/j.lfs.2021.119237. Epub 2021 Feb 16. PMID: 33600859.
1: EFSA Panel on Nutrition, Novel Foods and Food Allergens (NDA), Turck D, Castenmiller J, De Henauw S, Hirsch-Ernst KI, Kearney J, Knutsen HK, Maciuk A, Mangelsdorf I, McArdle HJ, Naska A, Pelaez C, Pentieva K, Thies F, Tsabouri S, Vinceti M, Bresson JL, Siani A. Anxiofit-1 and reduction of subthreshold and mild anxiety: evaluation of a health claim pursuant to Article 14 of Regulation (EC) No 1924/2006. EFSA J. 2020 Oct 22;18(10):e06264. doi: 10.2903/j.efsa.2020.6264. PMID: 33117457; PMCID: PMC7579687. 2: Gai X, Lin P, He Y, Lu D, Li Z, Liang Y, Ma Y, Cairang N, Zuo M, Bao Y, Gazang Z, Wu X. Echinacoside prevents hypoxic pulmonary hypertension by regulating the pulmonary artery function. J Pharmacol Sci. 2020 Dec;144(4):237-244. doi: 10.1016/j.jphs.2020.09.002. Epub 2020 Sep 10. PMID: 33070843. 3: Tian XY, Li MX, Lin T, Qiu Y, Zhu YT, Li XL, Tao WD, Wang P, Ren XX, Chen LP. A review on the structure and pharmacological activity of phenylethanoid glycosides. Eur J Med Chem. 2020 Aug 28;209:112563. doi: 10.1016/j.ejmech.2020.112563. Epub ahead of print. PMID: 33038797. 4: Gl B, Rajput R, Gupta M, Dahiya P, Thakur JK, Bhatnagar R, Grover A. Structure-based drug repurposing to inhibit the DNA gyrase of Mycobacterium tuberculosis. Biochem J. 2020 Nov 13;477(21):4167-4190. doi: 10.1042/BCJ20200462. PMID: 33030198. 5: Espinosa-Paredes DA, Cornejo-Garrido J, Moreno-Eutimio MA, Martínez-Rodríguez OP, Jaramillo-Flores ME, Ordaz-Pichardo C. Echinacea Angustifolia DC Extract Induces Apoptosis and Cell Cycle Arrest and Synergizes with Paclitaxel in the MDA-MB-231 and MCF-7 Human Breast Cancer Cell Lines. Nutr Cancer. 2020 Sep 22:1-19. doi: 10.1080/01635581.2020.1817956. Epub ahead of print. PMID: 32959676. 6: Gao MR, Wang M, Jia YY, Tian DD, Liu A, Wang WJ, Yang L, Chen JY, Yang Q, Liu R, Wu YM. Echinacoside protects dopaminergic neurons by inhibiting NLRP3/Caspase-1/IL-1β signaling pathway in MPTP-induced Parkinson's disease model. Brain Res Bull. 2020 Nov;164:55-64. doi: 10.1016/j.brainresbull.2020.08.015. Epub 2020 Aug 23. PMID: 32846198. 7: Wu L, Georgiev MI, Cao H, Nahar L, El-Seedi HR, Sarker SD, Xiao J, Lu B. Therapeutic potential of phenylethanoid glycosides: A systematic review. Med Res Rev. 2020 Nov;40(6):2605-2649. doi: 10.1002/med.21717. Epub 2020 Aug 10. PMID: 32779240. 8: Aiello N, Marengo A, Scartezzini F, Fusani P, Sgorbini B, Rubiolo P, Cagliero C. Evaluation of the Farming Potential of Echinacea Angustifolia DC. Accessions Grown in Italy by Root-Marker Compound Content and Morphological Trait Analyses. Plants (Basel). 2020 Jul 9;9(7):873. doi: 10.3390/plants9070873. PMID: 32660086; PMCID: PMC7412158. 9: Zhang Y, Wu Q, Zhong L, Wang L, Gong D. Echinacoside promotes the proliferation of human renal tubular epithelial cells by blocking the HBX/TREM2‑mediated NF‑κB signalling pathway. Mol Med Rep. 2020 Aug;22(2):1137-1144. doi: 10.3892/mmr.2020.11201. Epub 2020 Jun 2. PMID: 32626964; PMCID: PMC7339676. 10: Chen Y, Li YQ, Fang JY, Li P, Li F. Establishment of the concurrent experimental model of osteoporosis combined with Alzheimer's disease in rat and the dual-effects of echinacoside and acteoside from Cistanche tubulosa. J Ethnopharmacol. 2020 Jul 15;257:112834. doi: 10.1016/j.jep.2020.112834. Epub 2020 Apr 9. PMID: 32278031. 11: Guragac Dereli FT, Genc Y, Saracoglu I, Kupeli Akkol E. Enzyme inhibitory assessment of the isolated constituents from Plantago holosteum Scop. Z Naturforsch C J Biosci. 2020 Mar 26;75(3-4):121-128. doi: 10.1515/znc-2020-0008. PMID: 32267249. 12: Tang C, Gong L, Lvzi Xu, Qiu K, Zhang Z, Wan L. Echinacoside inhibits breast cancer cells by suppressing the Wnt/β-catenin signaling pathway. Biochem Biophys Res Commun. 2020 May 21;526(1):170-175. doi: 10.1016/j.bbrc.2020.03.050. Epub 2020 Mar 20. PMID: 32201078. 13: Liu Z, Qin G, Mana L, Dong Y, Huang S, Wang Y, Wu Y, Shi J, Tian J, Wang P. GAPT regulates cholinergic dysfunction and oxidative stress in the brains of learning and memory impairment mice induced by scopolamine. Brain Behav. 2020 May;10(5):e01602. doi: 10.1002/brb3.1602. Epub 2020 Mar 15. PMID: 32174034; PMCID: PMC7218254. 14: Gong X, Wang J, Zhang M, Wang P, Wang C, Shi R, Zang E, Zhang M, Zhang C, Li M. Bioactivity, Compounds Isolated, Chemical Qualitative, and Quantitative Analysis of Cymbaria daurica Extracts. Front Pharmacol. 2020 Feb 7;11:48. doi: 10.3389/fphar.2020.00048. PMID: 32116723; PMCID: PMC7019114. 15: Piwowarczyk R, Ochmian I, Lachowicz S, Kapusta I, Sotek Z, Błaszak M. Phytochemical parasite-host relations and interactions: A Cistanche armena case study. Sci Total Environ. 2020 May 10;716:137071. doi: 10.1016/j.scitotenv.2020.137071. Epub 2020 Feb 4. PMID: 32069695. 16: Zhao X, Pei W, Guo R, Li X. Selective Adsorption and Purification of the Acteoside in Cistanche tubulosa by Molecularly Imprinted Polymers. Front Chem. 2020 Jan 23;7:903. doi: 10.3389/fchem.2019.00903. PMID: 32039143; PMCID: PMC6989468. 17: Li HY, Fang JJ, Shen HD, Zhang XQ, Ding XP, Liu JF. "Quantity-effect" research strategy for comparison of antioxidant activity and quality of Rehmanniae Radix and Rehmannia Radix Praeparata by on-line HPLC-UV-ABTS assay. BMC Complement Med Ther. 2020 Jan 17;20(1):16. doi: 10.1186/s12906-019-2798-8. PMID: 32020888; PMCID: PMC7076824. 18: Zhou L, Yao M, Tian Z, Song Y, Sun Y, Ye J, Li G, Sng KS, Xu L, Cui X, Wang Y. Echinacoside attenuates inflammatory response in a rat model of cervical spondylotic myelopathy via inhibition of excessive mitochondrial fission. Free Radic Biol Med. 2020 May 20;152:697-714. doi: 10.1016/j.freeradbiomed.2020.01.014. Epub 2020 Jan 31. PMID: 32014501. 19: Fu Z, Han L, Zhang P, Mao H, Zhang H, Wang Y, Gao X, Liu E. Cistanche polysaccharides enhance echinacoside absorption in vivo and affect the gut microbiota. Int J Biol Macromol. 2020 Apr 15;149:732-740. doi: 10.1016/j.ijbiomac.2020.01.216. Epub 2020 Jan 24. PMID: 31987946. 20: Gu L, Lian D, Zheng Y, Zhou W, Gu J, Liu X. Echinacoside‑induced nitric oxide production in endothelial cells: Roles of androgen receptor and the PI3K‑Akt pathway. Int J Mol Med. 2020 Apr;45(4):1195-1202. doi: 10.3892/ijmm.2020.4476. Epub 2020 Jan 27. PMID: 31985022.