27-Hydroxycholesterol - CAS 20380-11-4
Not Intended for Therapeutic Use. For research use only.
Category:
Inhibitor
Product Name:
27-Hydroxycholesterol
Catalog Number:
20380-11-4
Synonyms:
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-7-hydroxy-6-methyl-heptan-2-yl]-10,13-d;26-Hydroxycholesterol (not deuterated); 26-Hydroxycholesterol-26,26,27,27,27-D5; (25R)-Cholest-5-en-3β,26β-diol; (25R)-Cholest-5-ene-3β,26-diol;27-OHC; 5,25R-Cholesten-3beta,26-diol
CAS Number:
20380-11-4
Description:
27-Hydroxycholesterol, a desmosterol metabolite found in the brain , activates LXRα (EC50= 85 nM)and LXRβ (EC50= 71 nM) in vitro. 27-HC is also an estrogen receptor partial agonist. It suppresses β-estradiol-mediated breast cancer cell proliferation in vitro.
Molecular Weight:
402.65
Molecular Formula:
C27H46O2
COA:
Inquire
MSDS:
Inquire
Canonical SMILES:
CC(CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)CO
InChI:
1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey:
FYHRJWMENCALJY-YSQMORBQSA-N
Targets:
LXR
Chemical Structure
CAS 20380-11-4 27-Hydroxycholesterol

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CAS 20380-11-4 27-Hydroxycholesterol

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Reference Reading


1.Preparative isolation and purification of five steroid saponins from Dioscorea zingiberensis C.H.Wright by counter-current chromatography coupled with evaporative light scattering detector.
Zhang X1, Ito Y, Liang J, Su Q, Zhang Y, Liu J, Sun W. J Pharm Biomed Anal. 2013 Oct;84:117-23. doi: 10.1016/j.jpba.2013.02.005. Epub 2013 Feb 13.
A counter-current chromatography (CCC) method was successfully applied to separate and purify steroid saponins from the traditional Chinese medicine Dioscorea zingiberensis C.H.Wright for the first time. Ethyl acetate-n-butanol-methanol-water (4:1:2:4, v/v) was used as the two-phase solvent system, and evaporative light scattering detector (ELSD) was used as the detector in this method. The method separated in a single run the following five steroid saponins: 26-O-β-d-glucopyranosyl-(25R)-furost-5-en-3β, 22ζ, 26-triol-3-O-[β-d-glucopyranosyl-(1→3)-β-d-glucopyranol-(1→4)-α-l-rhamnopyranosyl-(1→2)]-β-d-glucopyranoside (Compound A); 26-O-β-d-glucopyranosyl-(25R)-furost-5-en-3β, 22ζ, 26-triol-3-O-[β-d-glucopyranosyl(1→3)-α-l-rhamnopyranosyl(1→2)]-β-d-glucopyranoside (Compound B); 26-O-β-d-glucopyranosyl-(25R)-furost-5-en-3β, 22ζ, 26-triol-3-O-[α-l-rhamnopyranosyl(1→4)]-β-d-glucopyranoside (Compound C); 26-O-β-d-glucopyranosyl-(25R)-furost-5, 20(22)-diene-3β, 26-diol-3-O-{α-l-rhamnopyranosyl-(1→4)-[β-d-glucopyranosyl-(1→3)-β-d-glucopyranosyl-(1→2)]}-β-d-glucopyranoside (Compound D); and 26-O-β-d-glucopyranosyl-(25R)-furost-5, 20(22)-diene-3β, 26-diol-3-O-[β-d-glucopyranosyl-(1→4)-α-l-rhamnopyranosyl(1→2)]-β-d-glucopyranoside (Compound E).
2.Chemical constituents of Allophylus longipes.
Zhang XY1, Cai XH, Luo XD. Chin J Nat Med. 2012 Jan;10(1):36-9. doi: 10.1016/S1875-5364(12)60008-9.
AIM: To investigate the chemical constituents of Allophylus longipes.
3.New steroidal glycosides from the rhizome of Anemarrhena asphodeloides.
Yuan JC1, Zhang J, Wang FX, Pang X, Zhao Y, Xiong CQ, Ma BP. J Asian Nat Prod Res. 2014;16(9):901-9. doi: 10.1080/10286020.2014.942658. Epub 2014 Sep 16.
Two new steroidal saponins, timosaponin X (1) and timosaponin Y (2), and one new pregnane glycoside, timopregnane B (3), were isolated from the rhizomes of Anemarrhena asphodeloides, as well as three known compounds 25S-timosaponin BII (4), protodesgalactotigonin (5), and timosaponin BII-a (6) isolated from this plant for the first time. By the detailed analysis of 1D, 2D NMR, MS spectra, and chemical evidences, the structures of new compounds were elucidated as 26-O-β-d-glucopyranosyl-(25S)-5β-22-methoxy-furost-3β,26-diol 3-O-β-d-glucopyranosyl-(1 → 2)-α-l-arabinopyranoside (1), 5β-pseudo-spirost-3β,15α,23α-triol 3-O-β-d-glucopyranosyl-(1 → 2)-β-d-galactopyranoside (2), (5β,17α)-Δ((16)(17))-20-one-pregn-2β,3β-diol 3-O-β-d-glucopyranosyl-(1 → 2)-β-d-galactopyranoside (3).