Alpha-ecdysone structure, CAS 3604-87-3

Alpha-ecdysone

CAS Number3604-87-3

SynonymsMFCD00042683; 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

Molecular FormulaC27H44O6

Molecular Weight464.64

Purity98%

Density1.22g/cm3

Boiling Point632ºC at 760mmHg

Melting Point242°C

Flash Point

Appearance

EINECS

MSDSChineseEnglish

Symbol

Signal Word

Cat. No.: 2A-9009127 Purity: 98%
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Quality Control of [ 3604-87-3 ] Purity: 98% SDS Specification MoL

Chemical & Physical Properties
CAS Number3604-87-3
Catalog No.2A-9009127
Chinese Name蜕皮激素
SynonymsMFCD00042683; 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
Molecular FormulaC27H44O6
Molecular Weight464.64
Purity98
Density1.22g/cm3
Boiling Point632ºC at 760mmHg
Melting Point242°C
Storage ConditionIt should be sealed and stored dry and below 0℃.
ApplicationEcdysone (α-Ecdysone) is the major steroid hormone in insects and herbs that activates the mineralocorticoid receptor (MR) and induces apoptosis. Ecdysone plays an important role in coordinating devel
HTC2937290090
MDL NumberC27H44O6
SMILESCC(C(O)CCC(C)(C)O)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C
InChIInChI=1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,25+,26+,27+/m0/s1
InChI KeyUPEZCKBFRMILAV-JMZLNJERSA-N
MSDSmsds/9127_1_3604_87_3.pdf
Use ofEcdysone (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]. Properties Articles57 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 Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Metabolic Disease 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. 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 Molecular Formula C27H44O6 Exact Mass 464.31400 PSA 118.22000 LogP 2.73910 Index of Refraction 1.582 InChIKey UPEZCKBFRMILAV-JMZLNJERSA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : 5-beta-Cholest-7-en-6-one, 2-beta,3-beta,14,22,25-pentahydroxy-, (20S,22R)- CAS REGISTRY NUMBER : BEILSTEIN REFERENCE NO. : LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C27-H44-O6 MOLECULAR WEIGHT : 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 : SPECIES OBSERVED : Amphibian - toad DOSE/DURATION : 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 : 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 RIDADR NONH for all modes of transport WGK Germany 3 RTECS FZ8170000 HS Code 2937290090 Synthetic Route (2aS,4R,5S,6aR,... CAS#:77260-31-2 CAS#:3604-87-3 Literature: Tetrahedron Letters, , vol. 21, # 45 p. 4323 - 4326 (2aS,4R,5S,6aR,... CAS#:77260-33-4 CAS#:3604-87-3 Literature: Tetrahedron Letters, , vol. 21, # 45 p. 4323 - 4326 (2aS,4R,5S,6aR,... CAS#:77260-34-5 CAS#:3604-87-3 Literature: Tetrahedron Letters, , vol. 21, # 45 p. 4323 - 4326 Precursor & DownStream Precursor 8 CAS#:77260-31-2 (2aS,4R,5S,6aR,... CAS#:77260-33-4 (2aS,4R,5S,6aR,... CAS#:77260-34-5 (2aS,4R,5S,6aR,... CAS#:77260-32-3 (1S,2aS,4R,5S,6... DownStream 0
Transport InfoProduct Name: Ecdysone
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