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SML2385

Sigma-Aldrich

Andrastin A

≥95% (HPLC)

Sinônimo(s):

(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 (Notação de Hill):
C28H38O7
Número CAS:
174232-42-9
Peso molecular:
486.60
Número MDL:
MFCD28898503
Código UNSPSC:
12352200

Ensaio

≥95% (HPLC)

Formulário

powder

cor

white to beige

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

GRBXNADBNJGZRK-BCMOVVIDSA-N

Ações bioquímicas/fisiológicas

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (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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