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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:
548-29-8
Molecular Weight:
360.40
UNSPSC Code:
12352200
PubChem Substance ID:
329749331
MDL number:
MFCD07784475

Key Documents

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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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Certificates of Analysis (COA)

Lot/Batch Number
BCBP6729V
BCBN2012V
BCBL5007V
BCBG3350V
BCBG3350

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C Bannwart et al.
Clinica chimica acta; international journal of clinical chemistry, 180(3), 293-301 (1989-04-14)
The mammalian lignans enterolactone and enterodiol are regular constituents of human urine and are excreted daily in mumol amounts. They are produced by metabolic action of intestinal bacteria from natural plant lignan precursors which are constituents of various food plants.
Nikolas Fokialakis et al.
Planta medica, 69(6), 566-568 (2003-07-17)
Bioassay-guided fractionation of the neutral extract of the bark of Sarcomelicope megistophylla resulted in the isolation of the new nor-neolignan sarcomeginal ( 1), together with the known ailanthoidol ( 2) and (+/-)-seco-isolariciresinol ( 3). The structure of 1 was determined
Shuichi Yamamoto et al.
Journal of mass spectrometry : JMS, 39(11), 1337-1347 (2004-11-09)
Total extract of resin from Araucaria angustifolia was analyzed by gas chromatography/mass spectrometry and 32 lignans were identified. Lignan acetates are present in the resin and consist of four secoisolariciresinol acetates, six lariciresinol acetates, two 7'-hydroxylariciresinol acetates and an isolariciresinol
Ting-zhao Li et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 38(7), 520-522 (2003-10-01)
To study the lignans from Patrinia scabra Bunge. The constituents were separated and purified by column chromatography with silical gel, RP-silical gel and Sephadex LH-20. Their structures were identified on the basis of spectral data (IR, MS, 1HNMR, 13CNMR, HMQC
Silvia A Coran et al.
Journal of chromatography. A, 1045(1-2), 217-222 (2004-09-24)
A HPTLC-densitometric method, based on an external standard approach, was developed in order to obtain a novel procedure for routine analysis of secoisolariciresinol diglucoside (SDG) in flaxseed with a minimum of sample pre-treatment. Optimization of TLC conditions for the densitometric
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