D5816
(−)-Depudecin
>95% (HPLC), from microbial
Synonym(s):
4,5:8,9-Dianhydro-1,2,6,7,11-pentadeoxy-D-threo-D-ido-undeca-1,6-dienitol
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About This Item
Empirical Formula (Hill Notation):
C11H16O4
CAS Number:
Molecular Weight:
212.24
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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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Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Related Content
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
Ho Jeong Kwon et al.
Veterinary parasitology, 112(4), 269-276 (2003-03-08)
Neospora caninum is an apicomplexan parasite associated with abortion in cattle worldwide. Apicidin, histone deacetylase (HDAC) inhibitor, has shown a broad spectrum of anti-protozoal activity against apicomplexan parasites. Cultured vero cells infected with N. caninum tachyzoites were treated with 0.5
T Oikawa et al.
Biological & pharmaceutical bulletin, 18(9), 1305-1307 (1995-09-01)
Depudecin, a microbial metabolite containing two epoxide groups, was tested for its anti-angiogenic activity in an in vivo assay system involving the chorioallantoic membrane of growing chick embryo. The microbial metabolite inhibited embryonic angiogenesis in a dose-dependent manner with an