ecdysone

Modify Date: 2024-01-02 20:13:02

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
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

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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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