ecdysone

Modify Date: 2025-08-20 23:55:22

ecdysone Structure
ecdysone structure
 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 Chinese USA Flash Point 350ºC

 Use of ecdysone


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].

 Names

Name ecdysone
Synonym More Synonyms

 ecdysone Biological Activity

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
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

RTECS NUMBER :
FZ8170000
CHEMICAL NAME :
5-beta-Cholest-7-en-6-one, 2-beta,3-beta,14,22,25-pentahydroxy-, (20S,22R)-
CAS REGISTRY NUMBER :
3604-87-3
BEILSTEIN REFERENCE NO. :
2422986
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C27-H44-O6
MOLECULAR WEIGHT :
464.71
WISWESSER LINE NOTATION :
L E5 B666 JUTJ A1 E1 FY1&2YQXQ1&1 IQ OQ PQ

HEALTH HAZARD DATA

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

 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

More Articles
A crayfish molar tooth protein with putative mineralized exoskeletal chitinous matrix properties.

J. Exp. Biol. 218 , 3487-98, (2015)

Some crustaceans possess exoskeletons that are reinforced with calcium carbonate. In the crayfish Cherax quadricarinatus, the molar tooth, which is part of the mandibular exoskeleton, contains an unus...

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...

 ecdysoneBioassay

View more

Name: Diffuse intrinsic pontine glioma (SU-DIPG-XIII) cell line screen of MIPE4.0 library: ...
Source: 15316
Target: N/A
External Id: s-dipg-dipg13-1
Name: Selectivity index, ratio of CC50 for human HuH7 cells to EC50 for Dengue virus 2 DN45...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3795374
Name: Diffuse intrinsic pontine glioma (JHH-DIPG-1) cell line screen of MIPE4.0 library: vi...
Source: 15316
Target: N/A
External Id: s-dipg-dipg1-1
Name: Cytotoxicity against human HuH7 cells assessed as reduction in cell viability after 7...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3795373
Name: Inhibition of human ABCB1 expressed in mouse L5178 cells assessed as 50% inhibition o...
Source: ChEMBL
Target: ATP-dependent translocase ABCB1
External Id: CHEMBL2091093
Name: Binding affinity to ecdysone receptor ligand binding domain in Drosophila melanogaste...
Source: ChEMBL
Target: Ecdysone receptor
External Id: CHEMBL1051107
Name: Diffuse intrinsic pontine glioma (SU-DIPG-IV) cell line screen of MIPE4.0 library: vi...
Source: 15316
Target: N/A
External Id: s-dipg-dipg4-1
Name: Inhibition of human ABCB1 expressed in mouse L5178 cells assessed as 95% inhibition o...
Source: ChEMBL
Target: ATP-dependent translocase ABCB1
External Id: CHEMBL2091099
Name: Inhibition of human ABCB1 expressed in mouse L5178 cells assessed as 75% inhibition o...
Source: ChEMBL
Target: ATP-dependent translocase ABCB1
External Id: CHEMBL2091096
Name: Cell-based high throughput primary assay to identify activators of GPR151
Source: The Scripps Research Institute Molecular Screening Center
Target: RecName: Full=G-protein coupled receptor 151; AltName: Full=G-protein coupled receptor PGR7; AltName: Full=GPCR-2037; AltName: Full=Galanin receptor 4; AltName: Full=Galanin-receptor-like protein; Short=GalRL
External Id: GPR151_PHUNTER_AG_LUMI_1536_1X%ACT
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 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
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Chemsrc provides ecdysone(CAS#:3604-87-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of ecdysone are included as well.>> amp version: ecdysone

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