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SML2385

Sigma-Aldrich

Andrastin A

≥95% (HPLC)

Sinónimos:

(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

Fórmula empírica (notación de Hill):
C28H38O7
Número de CAS:
174232-42-9
Peso molecular:
486.60
MDL number:
MFCD28898503
UNSPSC Code:
12352200

assay

≥95% (HPLC)

form

powder

color

white to beige

storage temp.

−20°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

InChI key

GRBXNADBNJGZRK-BCMOVVIDSA-N

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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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
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

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