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Merck
CN

54297

Sigma-Aldrich

(−)-α-Conidendrin

≥95.0% (HPLC)

别名:

(3aR,4S,9aR)-3a,4,9,9a-Tetrahydro-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphtho[2,3-c]furan-1(3H)-one, (3aR,4S,9aR)-6-Hydroxy-4-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one, NSC 4586, Tsugalactone

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关于此项目

经验公式(希尔记法):
C20H20O6
化学文摘社编号:
分子量:
356.37
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
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方案

≥95.0% (HPLC)

SMILES字符串

COc1cc2C[C@@H]3[C@H](COC3=O)[C@@H](c4ccc(O)c(OC)c4)c2cc1O

InChI

1S/C20H20O6/c1-24-17-6-10(3-4-15(17)21)19-12-8-16(22)18(25-2)7-11(12)5-13-14(19)9-26-20(13)23/h3-4,6-8,13-14,19,21-22H,5,9H2,1-2H3/t13-,14+,19+/m1/s1

InChI key

CAYMSCGTKZIVTN-TYILLQQXSA-N

应用

α-conidendrin is a plant derived lignan that may be used as a source or reference compound to study bacteria that degrade plant lignans. α-conidendrin may be used as a starting material for the synthesis of sikkimotoxin derivatives and cytotoxic metabolites.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Robert T LaLonde et al.
Journal of natural products, 67(4), 697-699 (2004-04-24)
Oxidation of alpha-conidendrin (3) by Fremy's salt favored formation of an o-quinone (4) at the pendant aromatic ring as opposed to the fused aromatic ring. Quinone reduction and phenolic methylation, followed by lactone reduction, and subsequent oxidation by dichlorodicyanoquinone produced
Yimin Hu et al.
Chemistry, an Asian journal, 5(2), 309-314 (2009-12-31)
An efficient domino cyclization method for the construction of aza-podophyllotoxin/aza-conidendrin derivatives has been established. Reactions of different dienes with aryl halides in the presence of a palladium catalytic system produced different kinds of podophyllotoxin derivatives through a highly regioselective C-H
A Dantzig et al.
Journal of medicinal chemistry, 44(2), 180-185 (2001-02-15)
Derivatives of alpha-conidendrin, podophyllotoxin, and sikkimotoxin were prepared to evaluate the cytotoxic contributions of C-4 configuration and pendant and fused arene substitutions. Dimethyl-alpha-conidendryl alcohol (5), 9-deoxypodophyllol (6), and 9-deoxysikkimol (17) were dehydrated to their respective oxolane derivatives 4, 3, and
Annika I Smeds et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 816(1-2), 87-97 (2005-01-25)
Ten potential lignan metabolites were quantified in rat urine extracts using liquid chromatography-tandem mass spectrometry. The rats were orally administered with the plant lignans 7-hydroxymatairesinol, matairesinol, lariciresinol or secoisolariciresinol, or with the mammalian lignan enterolactone. The samples were enzymatically hydrolysed
Joshua Fischer et al.
Organic letters, 6(9), 1345-1348 (2004-04-23)
[reaction: see text] Total syntheses of seven biologically important lignan natural products, including (-)-arctigenin, (-)-matairesinol, and (-)-alpha-conidendrin, by way of a highly stereoselective domino radical sequence is presented. The reported stereochemistry of the natural product 7-hydroxyarctigenin is shown to be

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