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Merck
CN

D5816

(−)-Depudecin

>95% (HPLC), from microbial

别名:

4,5:8,9-Dianhydro-1,2,6,7,11-pentadeoxy-D-threo-D-ido-undeca-1,6-dienitol

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关于此项目

经验公式(希尔记法):
C11H16O4
化学文摘社编号:
分子量:
212.24
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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biological source

microbial

assay

>95% (HPLC)

form

liquid

shipped in

dry ice

storage temp.

−20°C

SMILES string

C[C@@H](O)[C@@H]1O[C@H]1\C=C\[C@@H]2O[C@H]2[C@H](O)C=C

InChI

1S/C11H16O4/c1-3-7(13)11-9(15-11)5-4-8-10(14-8)6(2)12/h3-13H,1H2,2H3/b5-4+/t6-,7-,8+,9+,10+,11+/m1/s1

InChI key

DLVJMFOLJOOWFS-INMLLLKOSA-N

Biochem/physiol Actions

Inhibitor of histone deacetylase (HDAC) both in vivo and in vitro. Alters the spindle shaped morphology of v-Ha-ras-transformed NIH3T3 cells to a flattened shape and induces an intricate actin stress fiber network in these cells and in MG63 osteosarcoma cells. Also exhibits anti-angiogenic activity.
Inhibitor of histone deacetylase (HDAC) both in vivo and in vitro; exhibits anti-angiogenic activity.

Features and Benefits

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存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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K Sugita et al.
Biochemical and biophysical research communications, 182(1), 379-387 (1992-01-15)
A novel compound, depudecin, induced production of the flat phenotype of Ki-ras-transformed NIH3T3 cells at the low concentration of 1 microgram/ml. This effect was reversible. Actin stress fiber was detected in these cells after depudecin treatment. Almost complete reversion to
Wanessa D Wight et al.
Molecular plant-microbe interactions : MPMI, 22(10), 1258-1267 (2009-09-10)
Depudecin, an eleven-carbon linear polyketide made by the pathogenic fungus Alternaria brassicicola, is an inhibitor of histone deacetylase (HDAC). A chemically unrelated HDAC inhibitor, HC toxin, was earlier shown to be a major virulence factor in the interaction between Cochliobolus
M Tanaka et al.
Bioscience, biotechnology, and biochemistry, 64(2), 244-247 (2000-03-29)
Feeding experiments of labeled acetates to Nimbya scirpicola proved the carbon origin of the straight-chain polyketide, depudecin. Differential hydrogen exchange of the 2H label originating from 2H labeled acetate along the polyketide chain occurred. In particular, the deuterium of an