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Merck
CN

54298

(−)-Nortrachelogenin

≥95.0% (HPLC)

Synonym(s):

(−)-Wikstromol, (3S)-4,5-Dihydro-4β-(4-hydroxy-3-methoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)-3β-hydroxyfuran-2(3H)-one, (3S,4S)-3-Hydroxy-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2-one, (3S,4S)-Dihydro-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone, NSC 271296, Pinopalustrin

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About This Item

Empirical Formula (Hill Notation):
C20H22O7
CAS Number:
34444-37-6
Molecular Weight:
374.38
UNSPSC Code:
12352200
PubChem Substance ID:
329758027
MDL number:
MFCD01725924

Key Documents

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InChI

1S/C20H22O7/c1-25-17-8-12(3-5-15(17)21)7-14-11-27-19(23)20(14,24)10-13-4-6-16(22)18(9-13)26-2/h3-6,8-9,14,21-22,24H,7,10-11H2,1-2H3/t14-,20-/m0/s1

SMILES string

COc1cc(C[C@H]2COC(=O)[C@]2(O)Cc3ccc(O)c(OC)c3)ccc1O

InChI key

ZITBJWXLODLDRH-XOBRGWDASA-N

assay

≥95.0% (HPLC)

Application

Nortrachelogenin [(−)-Wikstromol], a bioactive α-hydroxylated lactone, is a pharmacologically active lignan used to study its antitumor activities versus breast and lung cancer cells. Nortrachelogenin may be used as a reference compound during the isolation and identification of α-hydroxylated lactone type lignans.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H400

pcodes

P273

Hazard Classifications

Aquatic Acute 1

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
BCBN0350V
BCBG3352V
BCBG3352

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Ruchira Wangteeraprasert et al.
Phytotherapy research : PTR, 26(10), 1496-1499 (2012-02-07)
In our continuing efforts to find new antiherpetic agents from plants, an extract prepared from the stems of Carissa spinarum L. was found to possess appreciable activity against herpes simplex viruses (HSV I and II). A chemical study of this
Plant anticancer agents XXXIII. Constituents of Passerina vulgaris.
J X Guo et al.
Planta medica, 50(3), 264-265 (1984-06-01)
Xing-Qi Tan et al.
Planta medica, 71(1), 93-95 (2005-01-29)
Seven lignans having a diarylhydroxybutyrolactone skeleton were isolated from the leaves and stems of Trachelospermum jasminoides (Lindl.) Lem. Their structures were elucidated to be nortrachelogenin 8' -O-beta-D-glucopyranoside (1), nortrachelogenin 5'- C- beta-D-glucopyranoside (2), trachelogenin amide (3), nortracheloside, trachelogenin, tracheloside, and
A K Tiwari et al.
Journal of agricultural and food chemistry, 49(10), 4642-4645 (2001-10-16)
An activity-directed fractionation and purification process was used to identify the antioxidant components of Cedrus deodara. Dried heartwood powder of C. deodara was first defatted with petroleum ether and then extracted with chloroform. The chloroform extract showed strong antioxidant activity
Wei-sheng Feng et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 38(12), 927-930 (2004-03-26)
To study the chemical constituents from the water-extracts of pine needles of Pinus massoniana Lamb. Chromatographic techniques were used to separate and purify compounds. Their physico-chemical properties and spectral data (UV, IR, MS, 1H-1H, 13C-1H NMR, DEPT, HMBC etc.) were
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