Ecdysterone
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MedKoo CAT#: 600130

CAS#: 5289-74-7

Description: 20-Hydroxyecdysone (ecdysterone or 20E) is a naturally occurring ecdysteroid hormone which controls the ecdysis (moulting) and metamorphosis of arthropods. It is therefore one of the most common moulting hormones in insects, crabs, etc. It is also a phytoecdysteroid produced by various plants, including Cyanotis vaga, where its purpose is presumably to disrupt the development and reproduction of insect pests. In arthropods, 20-hydroxyecdysone acts through the ecdysone receptor. Although mammals lack this receptor, 20-hydroxyecdysone may affect mammalian (including human) biological systems in vitro, but there is uncertainty whether any in vivo or physiological effects occur. 20-Hydroxyecdysone is an ingredient of some supplements that aim to enhance physical performance, but there is no clinical evidence for this effect. (Source: http://en.wikipedia.org/wiki/Ecdysterone).


Chemical Structure

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Ecdysterone
CAS# 5289-74-7

Theoretical Analysis

MedKoo Cat#: 600130
Name: Ecdysterone
CAS#: 5289-74-7
Chemical Formula: C27H44O7
Exact Mass: 480.31
Molecular Weight: 480.630
Elemental Analysis: C, 67.47; H, 9.23; O, 23.30

Price and Availability

Size Price Availability Quantity
10mg USD 285 2 weeks
25mg USD 550 2 weeks
50mg USD 950 2 weeks
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Synonym: 20Hydroxyecdysone; 20E

IUPAC/Chemical Name: (2b,3b,5b,22R)-2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one

InChi Key: NKDFYOWSKOHCCO-YPVLXUMRSA-N

InChi Code: InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1

SMILES Code: CC(C)(O)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC([C@]4([H])C[C@@H](O)[C@@H](O)C[C@]4(C)[C@@]3([H])CC[C@]12C)=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:

Product Data:
Biological target: Ecdysterone inhibits caspase activity and induces autophagy via the 20E nuclear receptor complex, EcR-USP.
In vitro activity: Results shown in Figures 1A–C clearly demonstrate that in othis study’s case the treatment with Ecdy has down-regulated all three cell lines starting with a concentration of 250–750 µM. No increase in cell proliferation was detected. Reference: Front Pharmacol. 2020; 11: 561537. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7663021/
In vivo activity: As shown in Figure 6A, significant cartilage degeneration, with proteoglycan depletion, loss of surface lamina and fibrillations were observed on OA model rats and OA rats treated with 3-methyladenine. These OA-like symptoms were greatly improved in OA rats treated with rapamycin and β-ecdysterone, especially with 100 nM rapamycin and 40 μM β-ecdysterone. As shown in Figure 6B, the concentration of IL-1β, IL-6, NO and TNF-α were found to be significantly decreased in rapamycin and β-ecdysterone treated rats, compared with control. On the contrary, IL-1β, IL-6, NO and TNF-α were excessively secreted in the cartilage tissue in OA rats treated with 3-methyladenine (*P < 0.05, vs. Control, **P < 0.01, vs. Control). These data indicated that the pathological and inflammatory states of OA rats were remarkably improved by β-ecdysterone in a dose dependent manner. Reference: Am J Transl Res. 2020; 12(11): 7174–7186. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7724317/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 75.3 156.73
DMF 30.0 62.42
Ethanol 60.5 125.88
PBS (pH 7.2) 10.0 20.81

Preparing Stock Solutions

The following data is based on the product molecular weight 480.63 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. Shuvalov O, Fedorova O, Tananykina E, Gnennaya Y, Daks A, Petukhov A, Barlev NA. An Arthropod Hormone, Ecdysterone, Inhibits the Growth of Breast Cancer Cells via Different Mechanisms. Front Pharmacol. 2020 Oct 30;11:561537. doi: 10.3389/fphar.2020.561537. PMID: 33192507; PMCID: PMC7663021. 2. Wen F, Yu J, He CJ, Zhang ZW, Yang AF. β‑ecdysterone protects against apoptosis by promoting autophagy in nucleus pulposus cells and ameliorates disc degeneration. Mol Med Rep. 2019 Mar;19(3):2440-2448. doi: 10.3892/mmr.2019.9861. Epub 2019 Jan 15. PMID: 30664184. 3. Yang L, Friedemann T, Pan J. Ecdysterone Attenuates the Development of Radiation-Induced Oral Mucositis in Rats at Early Stage. Radiat Res. 2021 Jul 8. doi: 10.1667/RADE-21-00042.1. Epub ahead of print. PMID: 34237140. 4. Tang Y, Mo Y, Xin D, Zeng L, Yue Z, Xu C. β-ecdysterone alleviates osteoarthritis by activating autophagy in chondrocytes through regulating PI3K/AKT/mTOR signal pathway. Am J Transl Res. 2020 Nov 15;12(11):7174-7186. PMID: 33312358; PMCID: PMC7724317.
In vitro protocol: 1. Shuvalov O, Fedorova O, Tananykina E, Gnennaya Y, Daks A, Petukhov A, Barlev NA. An Arthropod Hormone, Ecdysterone, Inhibits the Growth of Breast Cancer Cells via Different Mechanisms. Front Pharmacol. 2020 Oct 30;11:561537. doi: 10.3389/fphar.2020.561537. PMID: 33192507; PMCID: PMC7663021. 2. Wen F, Yu J, He CJ, Zhang ZW, Yang AF. β‑ecdysterone protects against apoptosis by promoting autophagy in nucleus pulposus cells and ameliorates disc degeneration. Mol Med Rep. 2019 Mar;19(3):2440-2448. doi: 10.3892/mmr.2019.9861. Epub 2019 Jan 15. PMID: 30664184.
In vivo protocol: 1. Yang L, Friedemann T, Pan J. Ecdysterone Attenuates the Development of Radiation-Induced Oral Mucositis in Rats at Early Stage. Radiat Res. 2021 Jul 8. doi: 10.1667/RADE-21-00042.1. Epub ahead of print. PMID: 34237140. 2. Tang Y, Mo Y, Xin D, Zeng L, Yue Z, Xu C. β-ecdysterone alleviates osteoarthritis by activating autophagy in chondrocytes through regulating PI3K/AKT/mTOR signal pathway. Am J Transl Res. 2020 Nov 15;12(11):7174-7186. PMID: 33312358; PMCID: PMC7724317.

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1: Cahlíková L, Macáková K, Chlebek J, Host'álková A, Kulhánková A, Opletal L. Ecdysterone and its activity on some degenerative diseases. Nat Prod Commun. 2011 May;6(5):707-18. Review. PubMed PMID: 21615037.