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Merck
CN

11219

(+)-Isolariciresinol

≥95.0% (HPLC)

Synonym(s):

(1S,2R,3R)-1,2,3,4-Tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2,3-naphthalenedimethanol, (6R,7R,8S)-8-(4-Hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol

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About This Item

Empirical Formula (Hill Notation):
C20H24O6
CAS Number:
Molecular Weight:
360.40
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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InChI

1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m0/s1

SMILES string

COc1cc2C[C@@H](CO)[C@H](CO)[C@@H](c3ccc(O)c(OC)c3)c2cc1O

InChI key

OGFXBIXJCWAUCH-KPHUOKFYSA-N

assay

≥95.0% (HPLC)

Application

Isolariciresinol may be used as a reference compound in the purification, identification and analysis of lignan phytoestrogens and lignan glycosides.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Fu Ouyang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 34(10), 1225-1227 (2009-08-14)
To study the chemical constitutents of the 60% ethanol extract of the stems of Sambucus williamsii. Compounds were isolated and purified by Diaion D101, silica gel,Sephadex LH-20, ODS column chromatography and preparative HPLC. Their structures were identified by spectroscopic methods.
Xu Zou et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 31(17), 1436-1441 (2006-11-08)
To study the chemical constituents of Paederia scandense. The constituents were isolated and purified by silica gel and Sephadex LH - 20 column chromatography. Their structures were elucidated by physicochemical properties and spectral analysis. 20 compounds were obtained and identified
Nurgun Kucukboyaci et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 65(3-4), 187-194 (2010-05-18)
Phytochemical investigations of Taxus baccata L. by successive chromatographic methods resulted in the isolation of the lignans lariciresinol (1), taxiresinol (2), 3'-demethylisolariciresinol-9'-hydroxyisopropylether (3), isolariciresinol (4), and 3-demethylisolariciresinol (5) as well as taxoids. Compounds 1-5 were evaluated for their acetylcholinesterase (AChE)
Yuan Zhou et al.
Journal of natural medicines, 63(1), 100-101 (2008-07-05)
A new compound named pinoresinol 4-O-alpha-L-rhamnopyranosyl (1-->2)-beta-D-glucopyranoside (1) together with six known compounds, isolariciresinol 9-O-beta-D-glucopyranoside (2), apigenin 6,8-di-C-beta-D-glucopyranoside (3), luteolin 7-O-neohesperidoside (4), luteolin 7-O-beta-D-glucopyranoside (5), 5-methoxyluteolin 7-O-beta-D-glucopyranoside (6), and rutin (7), were isolated from the aerial parts of Urtica laetevirens
Ulrike Anna Fischer et al.
Journal of agricultural and food chemistry, 60(1), 283-292 (2011-12-06)
A method for the characterization and quantitation of phyto-estrogenic lignans from pomegranate (Punica granatum L.) fruits and fruit-derived products by HPLC-DAD-MS(n) was developed. For this purpose, edible and nonedible parts of pomegranate (aril, peel, mesocarp, seed, and twigs), commercial juices

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