(2beta,3beta,5beta,11alpha,14xi,22R)-2,3,11,14,20,22,25-heptahydroxycholest-7-en-6-one

Name	(2beta,3beta,5beta,11alpha,14xi,22R)-2,3,11,14,20,22,25-heptahydroxycholest-7-en-6-one
Synonyms	turkesterone TURKESTERONE(SH) (22R)-2β,3β,11α,14,20,22,25-Heptahydroxy-5β-cholest-7-en-6-one (20R,22R)-2β,3β,11α,14α,20,22,25-Heptahydroxy-5β-cholest-7-en-6-one Cholest-7-en-6-one,2,3,11,14,20,22,25- heptahydroxy-,(2a,3a,5a,11R,22R)- Cholest-7-en-6-one, 2,3,11,14,20,22,25-heptahydroxy-, (2β,3β,5β,11α,22R)- (2beta,3beta,5beta,11alpha,22R)-2,3,11,14,20,22,25-Heptahydroxycholest-7-en-6-one (2beta,3beta,5beta,11alpha,14xi,22R)-2,3,11,14,20,22,25-heptahydroxycholest-7-en-6-one cholest-7-en-6-one, 2,3,11,14,20,22,25-heptahydroxy-, (2beta,3beta,5beta,11alpha,22R)- cholest-7-en-6-one, 2,3,11,14,20,22,25-heptahydroxy-, (2beta,3beta,5beta,11alpha,14xi,22R)-
CAS	41451-87-0
EINECS	000-000-0
InChI	InChI=1/C27H44O8/c1-23(2,33)8-7-21(32)26(5,34)20-6-9-27(35)15-11-16(28)14-10-17(29)18(30)12-24(14,3)22(15)19(31)13-25(20,27)4/h11,14,17-22,29-35H,6-10,12-13H2,1-5H3/t14-,17+,18-,19+,20-,21+,22+,24-,25+,26+,27?/m0/s1

Molecular Formula	C27H44O8
Molar Mass	496.63
Density	1.33
Melting Point	166-170°C
Boling Point	740.1±60.0 °C(Predicted)
Specific Rotation(α)	+52 (c, 1.46 in MeOH)
Flash Point	415.3°C
Solubility	Soluble in methanol, ethanol, DMSO and other organic solvents
Vapor Presure	2.79E-25mmHg at 25°C
Appearance	Powder
Color	Off-White to Pale Yellow
pKa	13.84±0.70(Predicted)
Storage Condition	Hygroscopic, -20°C Freezer, Under inert atmosphere
Refractive Index	1.609
MDL	MFCD04307740
In vitro study	The ability of Turkesterone to displace [ 3 H]ponA from in vitro-expressed DmEcR/DmUSP receptor complex is assessed. The EC 50 is 0.8 μM in the B II bioassay, K i value is 90 nM in the receptor assay.

effect	dew grass (CyanotisarachnoideaC.B.Clarke), also known as pearl dew grass, chicken crown ginseng, etc., is a perennial herb of the genus Lanergrass of the Duckweed family. It is widely distributed in Yunnan Province. It has the effects of replenishing deficiency, dehumidification, relaxing muscles and activating collaterals. Tukesterone was isolated from this plant for the first time.
preparation	dew grass (2.5kg) is heated and refluxed with 75% ethanol to recover ethanol to obtain concentrated solution. Extraction with ethyl acetate and n-butanol; Take the ethyl acetate extract, conduct Al2O3 (neutral) column chromatography, elute with chloroform-methanol gradient, chloroform-methanol (4:1) elution part is recrystallized with ethyl acetate-methanol to obtain compound 3(200mg); The 3: 1 elution part is prepared by thin layer chromatography (stationary phase: silica gel GF254; Mobile phase: chloroform-methanol = 5: 1) to obtain compound 1(10mg); The methanol elution part was separated by preparative high performance liquid chromatography (ODS, methanol/water = 31: 69,242nm detection) to obtain tukesterone (5mg).
Biological activity	Turkesterone isolated from Ajuga turkestanica, Turkesterone is an effective ecdysone used as ecdysteroid receptor (EcR) agonist in some insect systems.
target	Ecdysteroid receptor (EcR)

Last Update：2024-04-09 20:49:11

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