CAS 3604-87-3|ecdysone
| Common Name | ecdysone | ||
|---|---|---|---|
| CAS Number | 3604-87-3 | Molecular Weight | 464.63500 |
| Density | 1.22g/cm3 | Boiling Point | 632ºC at 760mmHg |
| Molecular Formula | C27H44O6 | Melting Point | 242°C |
| MSDS | ChineseUSA | Flash Point | 350ºC |
Names
| Name | ecdysone |
|---|---|
| Synonym | More Synonyms |
ecdysone BiologicalActivity
| Description | Ecdysone (α-Ecdysone), a major steroid hormone in insects and herbs, triggers mineralocorticoid receptor (MR) activation and induces cellular apoptosis. Ecdysone plays essential roles in coordinating developmental transitions and homeostatic sleep regulation through its active metabolite 20-hydroxyecdysone (Crustecdysone; 20E; HY-N6979)[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>Metabolic Disease |
| Target | Human Endogenous Metabolite |
| In Vitro | Ecdysone (α-Ecdysone; 100 nM; for 48 hours) causes renal tubular inner medullary collecting duct cells (IMCD) apoptosis[1]. Ecdysone (10, 100 nM; for 48 hours) induces the expression of a-smooth muscle actin (SMA), a standard mesenchymal marker in a dose dependent fashion in inner medullary collecting duct cells (IMCD). Ecdysone elevates the expression of cleaved caspase 3 in a dose dependent fashion[1]. Ecdysone (10, 100 nM; for 12, 24 hours) suppresses cell motility and scratch wound closure to a comparable extent[1]. Ecdysone treatments (100 nM; for 24, 48 hours) induces a branched spindle mesenchymal-like cell shape[1]. Apoptosis Analysis[1] Cell Line: Inner medullary collecting duct cells (IMCD) Concentration: 100 nM Incubation Time: For 48 hours Result: Caused renal tubular cell apoptosis. Western Blot Analysis[1] Cell Line: IMCD cells Concentration: 10, 100 nM Incubation Time: For 48 hours Result: Induced the expression of a-smooth muscle actin (SMA), a standard mesenchymal marker in a dose dependent fashion. |
| In Vivo | Ecdysone (α-Ecdysone; 6 µg/g/day; SC; for 14 days) evidently impaires kidney function marked by a statistically significant increase in BUN levels and amplifies renal expression of α-SMA in male C57BL/6 mice aged 10 weeks. Ecdysone confers an MR dependent nephropathic effect[1]. |
| References | [1]. Minglei Lu, et al. Ecdysone Elicits Chronic Renal Impairment via Mineralocorticoid-Like Pathogenic Activities. Cell Physiol Biochem. 2018;49(4):1633-1645. [2]. Minglei Lu, et al. Activation of Mineralocorticoid Receptor by Ecdysone, an Adaptogenic and Anabolic Ecdysteroid, Promotes Glomerular Injury and Proteinuria Involving Overactive GSK3β Pathway Signaling. Sci Rep. 2018 Aug 15;8(1):12225. |
Chemical & Physical Properties
| Density | 1.22g/cm3 |
|---|---|
| Boiling Point | 632ºC at 760mmHg |
| Melting Point | 242°C |
| Molecular Formula | C27H44O6 |
| Molecular Weight | 464.63500 |
| Flash Point | 350ºC |
| Exact Mass | 464.31400 |
| PSA | 118.22000 |
| LogP | 2.73910 |
| Index of Refraction | 1.582 |
| InChIKey | UPEZCKBFRMILAV-JMZLNJERSA-N |
| SMILES | CC(C(O)CCC(C)(C)O)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C |
| Storage condition | 2-8°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Amphibian - toad
- DOSE/DURATION :
- 50 mg/kg/17W-I
- TOXIC EFFECTS :
- Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors Tumorigenic - tumors at site of application
- TYPE OF TEST :
- Cytogenetic analysis
MUTATION DATA - TEST SYSTEM :
- Insect - not otherwise specified
- DOSE/DURATION :
- 200 ppm
- REFERENCE :
- EXPEAM Experientia. (Birkhaeuser Verlag, POB 133, CH-4010 Basel, Switzerland) V.1- 1945- Volume(issue)/page/year: 30,279,1974
- TEST SYSTEM :
- Insect - not otherwise specified
- DOSE/DURATION :
- 200 ppm
- REFERENCE :
- EXPEAM Experientia. (Birkhaeuser Verlag, POB 133, CH-4010 Basel, Switzerland) V.1- 1945- Volume(issue)/page/year: 30,279,1974
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Safety Phrases | S22-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | FZ8170000 |
| HS Code | 2937290090 |
Customs
| HS Code | 2937290090 |
|---|
Articles57
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| The silkworm glutathione S-transferase gene noppera-bo is required for ecdysteroid biosynthesis and larval development. Insect Biochem. Mol. Biol. 61 , 1-7, (2015) Insect molting and metamorphosis are tightly controlled by ecdysteroids, which are important steroid hormones that are synthesized from dietary sterols in the prothoracic gland. One of the ecdysteroid... | |
| Genome-wide promoter binding profiling of protein phosphatase-1 and its major nuclear targeting subunits. Nucleic Acids Res. 43 , 5771-84, (2015) Protein phosphatase-1 (PP1) is a key regulator of transcription and is targeted to promoter regions via associated proteins. However, the chromatin binding sites of PP1 have never been studied in a sy... |
Synonyms
| MFCD00042683 |
| A-ECDYSONE |
| [3H]-Ecdysone |
| Ecdysone |
| EINECS 222-760-4 |
| (2β,3β,5β,22R)-2,3,14,22,25-pentahydroxycholest-7-en-6-one |
| Gynostemma Gypenosides |
| α-Ecdysone |
