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Key Documents

SMB00172

Sigma-Aldrich

Tephrosin

≥95% (LC/MS-ELSD)

Sinonimo/i:

Deguelinol I, Hydroxydeguelin

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About This Item

Formula empirica (notazione di Hill):
C23H22O7
Numero CAS:
Peso molecolare:
410.42
Numero MDL:
Codice UNSPSC:
12352205
ID PubChem:
NACRES:
NA.25

Saggio

≥95% (LC/MS-ELSD)

Forma fisica

solid

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

−20°C

Stringa SMILE

COc1cc2OC[C@H]3Oc4c(ccc5OC(C)(C)C=Cc45)C(=O)[C@@]3(O)c2cc1OC

InChI

1S/C23H22O7/c1-22(2)8-7-12-15(30-22)6-5-13-20(12)29-19-11-28-16-10-18(27-4)17(26-3)9-14(16)23(19,25)21(13)24/h5-10,19,25H,11H2,1-4H3/t19-,23-/m1/s1
AQBZCCQCDWNNJQ-AUSIDOKSSA-N

Descrizione generale

Natural product derived from plant source.

Azioni biochim/fisiol

Tephrosin is a plant-based rotenoid which has known anti-cancer properties. Tephrosin inhibited proliferation in A549 cancer cells in a dose-sependent manner. Tephrosin has been shown to induce capase-independent apoptosis, and internalization and degradation of inactivated EGFR and ErB2 in human colon cancer cells.

Pittogrammi

Environment

Avvertenze

Warning

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Aquatic Acute 1 - Aquatic Chronic 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Sujin Choi et al.
Cancer letters, 293(1), 23-30 (2010-01-09)
Inactivation of epidermal growth factor receptor (EGFR) family members are prime targets for cancer therapy. Here, we show that tephrosin, a natural rotenoid which has potent antitumor activities, induced internalization of EGFR and ErbB2, and thereby induced degradation of the
Shugeng Cao et al.
Journal of natural products, 67(3), 454-456 (2004-03-27)
Bioassay-guided fractionation of methanolic extracts of Mundulea chapelieri resulted in the isolation of two new flavonoids, isomundulinol (1) and 3-deoxy-MS-II (2), in addition to the eight known flavonoids 8-(3,3-dimethylallyl)-5,7-dimethoxyflavanone, MS-II, mundulinol, mundulone, munetone, rotenolone, rotenone, and tephrosin, and one known
Yunjin Choi et al.
Cancer biology & therapy, 12(11), 989-996 (2011-11-30)
2-Deoxy-D-glucose (2-DG), a synthetic glucose analog that acts as a glycolytic inhibitor, is currently under clinical evaluation for targeting tumor cells. Tephrosin (TSN), a plant rotenoid, is known as an anticancer agent. In this study, we describe that the addition
Lu-Rong Xu et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 30(6), 660-662 (2007-10-09)
Five rotenoids named dehydrodeguelin, dehydrorotenone, 12a-hydroxy rotenone, tephrosin and 12alphabeta-hydroxyrot-2'-enonic acid were isolated from aerial parts of Derris trifoliata. All these compounds were isolated from this plant for the first time.
Abiy Yenesew et al.
Phytochemistry, 67(10), 988-991 (2006-02-18)
The crude methanol extract of the seeds of Derris trifoliata showed potent and dose dependent larvicidal activity against the 2nd instar larvae of Aedes aegypti. From this extract two unusual rotenoid derivatives, a rotenoloid (named 7a-O-methyl-12a-hydroxydeguelol) and a spirohomooxarotenoid (named

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