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SML2385

Sigma-Aldrich

Andrastin A

≥95% (HPLC)

Sinonimo/i:

(3β,5β,8α,9β,10α,13α)-3β-(acetyloxy)-4,4,8,12,16-pentamethyl-15,17,19-trioxoandrost-11-ene-14-carboxylic acid methyl ester

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About This Item

Formula empirica (notazione di Hill):
C28H38O7
Numero CAS:
174232-42-9
Peso molecolare:
486.60
Numero MDL:
MFCD28898503
Codice UNSPSC:
12352200

Saggio

≥95% (HPLC)

Stato

powder

Colore

white to beige

Temperatura di conservazione

−20°C

Stringa SMILE

O(C1C(C2[C@@]([C@@H]3C(C4([C@](C(=C3)C)(C(=O)C(C4=O)C)C)C(=O)OC)(CC2)C)(CC1)C=O)(C)C)C(=O)C

InChI

1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,16,18-20H,9-12H2,1-8H3/t16?,18?,19-,20?,25?,26+,27+,28?/m0/s1
GRBXNADBNJGZRK-BCMOVVIDSA-N

Azioni biochim/fisiol

Andrastin A is a meroterpenoid protein farnesyltransferase inhibitor with anticancer activity. It has been shown to inhibit the farnesyltransferase activity of the oncogenic Ras proteins and inhibit the efflux of anticancer drugs from multidrug-resistant cancer cells.
Farnesyltransferase inhibitor with anticancer activity; mycotoxin

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

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Certificati d'analisi (COA)

Lot/Batch Number

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Kristian Fog Nielsen et al.
Journal of agricultural and food chemistry, 53(8), 2908-2913 (2005-04-14)
This is the first finding of andrastins in blue cheese as well as any other sample type. Here, they were produced by the secondary starter culture Penicillium roqueforti. After purification by normal-phase chromatography followed by combined reverse-phase ion-exchange chromatography, the
Juan F Rojas-Aedo et al.
Frontiers in microbiology, 8, 813-813 (2017-05-23)
Penicillium roqueforti is a filamentous fungus involved in the ripening of several kinds of blue cheeses. In addition, this fungus produces several secondary metabolites, including the meroterpenoid compound andrastin A, a promising antitumoral compound. However, to date the genomic cluster
Mytre Koul et al.
Anti-cancer drugs, 28(1), 11-30 (2016-08-24)
Secondary metabolites from fungal endophytes have become an interesting, attractive, and alternative source for novel pharmaceuticals. Several novel compounds with diversified chemical structures have been isolated from endophytic fungi. The genus Penicillium has been exploited worldwide for its biosynthetic potential

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