(2β,3β,5β,22R)-2,3,14,22,25-Pentahydroxycholest-7-en-6-on

Bezeichnung:(2β,3β,5β,22R)-2,3,14,22,25-Pentahydroxycholest-7-en-6-on

CAS-Nr3604-87-3

Englisch Name:Ecdysone

CBNumberCB8113524

SummenformelC27H44O6

Molgewicht464.63

MOL-Datei3604-87-3.mol

Synonyma

(2β,3β,5β,22R)-2,3,14,22,25-Pentahydroxycholest-7-en-6-on

(2β,3β,5β,22R)-2,3,14,22,25-Pentahydroxycholest-7-en-6-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	242°C
alpha	20578 +62°
Siedepunkt	488.1°C (rough estimate)
Dichte	1.0493 (rough estimate)
Brechungsindex	1.4482 (estimate)
storage temp.	2-8°C
Löslichkeit	Methanol (Very Slightly, Heated)
pka	14.07±0.70(Predicted)
Aggregatzustand	Solid
Farbe	White to Off-White
Optische Aktivität	+5820 (c 0.1, ethanol)
Merck	13,3525
BRN	2422986
InChIKey	UPEZCKBFRMILAV-JMZLNJERSA-N
SMILES	[C@H]1(C[C@@]2([C@](C)(C[C@@H]1O)[C@]1([H])C([C@]3([C@@](CC1)(C)[C@@H]([C@H](C)[C@@H](CCC(C)(C)O)O)CC3)O)=CC2=O)[H])O
LogP	0.870 (est)
CAS Datenbank	3604-87-3(CAS DataBase Reference)

Sicherheit

S-Sätze:	22-24/25
WGK Germany	3
RTECS-Nr.	FZ8170000
F	10

Ecdysone Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
?Ecdysterone, also known as ecdysone or β-ecdysone, is a hormone that regulates the growth and development of insects. In 1954, Butenandt et al. isolated 250mg of the initial insect metamorphic active substance, ecdysone, from 500kg of silkworm pupae. Since then, various similar substances have been isolated from many plants. It has been found that ecdysteroids are not only more abundant in the plant kingdom compared to the animal kingdom, but also widely distributed and abundant in resources. Examples of ferns that contain ecdysteroids include Chinese cornbind, Sichuan cornbind, mulberry leaves, Dectenium heterocarpon, water plantain, Ginkgo biloba, yew, Thelypteris palustris, and Cyrtomium falcatum, among others.
Verwenden
α-Ecdysone is a steroidal prohormone.
Definition
ChEBI: Ecdysone is a 6-oxo steroid that is 5beta-cholest-7-en-6-one substituted by hydroxy groups at positions 2, 3, 14, 22 and 25 respectively (the 2beta, 3beta, 22R stereoisomer). It is a steroid prohormone of the major insect moulting hormone 20-hydroxyecdysone. It has a role as a prohormone. It is a 2beta-hydroxy steroid, a 14alpha-hydroxy steroid, a 22-hydroxy steroid, a 25-hydroxy steroid, a 6-oxo steroid, a 3beta-sterol and an ecdysteroid. It derives from a hydride of a 5beta-cholestane.
target
Sodium Channel | ATPase | Potassium Channel | Autophagy
Stoffwechselwegen
When white mice are administered 3H-ecdyson, (2b,3b,14a,22(R),25-pentahydroxy-5b-cholest-7-ene-6- one) by injection intraperitoneally, ecdysone is metabolized via hydroxylation at C14, followed by reduction of ring B into the 6a-hydroxy derivative and epimerization at C3.
Lager
+4°C
läuterung methode
Recrystallise -ecdyson from tetrahydrofuran/pet ether and from H2O as a hydrate. It has been purified by chromatogaphy on Al2O3 and elution with EtOAc/MeOH. It has max at 242nm ( 12,400). Its acetate has m 214-216o from EtOAc/pet ether, and the 2,4-dinitrophenylhydrazone has m 170-175o(dec) from EtOAc. [Karlson & Hoffmeister Justus Liebigs Ann Chem 662 1 1963, Karlson Pure Appl Chem 14 75 1967, Beilstein 8 IV 3613.]

(2β,3β,5β,22R)-2,3,14,22,25-Pentahydroxycholest-7-en-6-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

3604-87-3, Ecdysone Verwandte Suche:

Send Inquriy