| Source: | Fusarium sp |
| Synonyms | Apicidin is commonly misspelled as Apidicin |
| Description: | Potent cell permeable inhibitor of histone deacetylase |
| CAS number: | 183506-66-3 |
| Merck index: | |
| Molecular weight: | 623.8 |
| Structure: |

 |
| Molecular Formula: | C34H49N5O6 |
| Canonical SMILES |
CCC(C)C1C(=O)N2CCCCC2C(=O)NC(C(=O)NC(C(=O)N1)
CC3=CN(C4=CC=CC=C43)OC) |
Solubility information: | Ethanol, DMSO, Dichloromethane. Slightly soluble in water, methanol. |
| Specifications | |
| Appearance: | Off-white to white powder. |
| Purity: | At least 98% by TLC, HPLC ; current lot 100% pure |
| λmax: | |
| Melting point | Current lot (#APC001): 190oC; (For your information only, not spec) |
| Solubility | Clear colorless solution at 1 mg Apicidin in 1 ml EthOH; Clear colorless solution at 1 mg Apicidin in 1 ml DMSO; |
| Storage | -20°C. |
| Applications | Apicidin is a cyclic peptide antibiotic with broad spectrum antiparasitic and antiprotozoan activity. A histone deacetylase inhibitor, apicidin is anti-angiogenic and induces apoptosis.
|
| Warnings | Very toxic by inhalation, in contact with skin and if swallowed |
| Classification | cyclic peptide
antibiotic
Mycotoxin
antiprotozoal
HDAC inhibitor
angiogenesis inhibitor |
| Related products | |
| | For Research use only. Not for Human or Drug use GMP/API grade available on request
No genetically modified organisms are used. |
| Publications | |
| |
Histone deacetylase inhibitors are potent inducers of gene expression
in latent EBV and sensitize lymphoma cells to nucleoside anti-viral
agents.
Ghosh SK, Perrine SP, Williams RM, Faller DV.
Blood. 2011 Dec 7.
PMID:22160379 |
| | Apicidin, a histone deaceylase inhibitor, induces both apoptosis and
autophagy in human oral squamous carcinoma cells.
Ahn MY, Ahn SG, Yoon JH.
Oral Oncol. 2011 Nov;47(11):1032-8.
PMID:
21856210
|
| | HIV-1 reactivation induced by apicidin involves histone modification
in latently infected cells.
Lin S, Zhang Y, Ying H, Zhu H.
Curr HIV Res. 2011 Jun 1;9(4):202-8. doi: 10.2174/157016211796320333.
PMID:
21631428
|
| | Population pharmacokinetics of a novel histone deacetylase inhibitor,
cyclo{(2S)-2-amino-8-[(aminocarbonyl)hydrazono]
decanoyl-1-L-tryptophyl-L-isoleucyl-(2R)-2-piperidinecarbonyl}
(SD-2007), and its metabolic conversion to apicidin after intravenous
injection and oral administration in rats.
Shin BS, Bulitta JB, Hong DK, Kim HY, Kim MK, Choi Y, Lee JB, Hwang
SW, Lee MH, Yoo SD.
Chemotherapy. 2011;57(3):259-67. Epub 2011 May 19.
PMID:
21597290
|
| | Apicidin suppresses transcription of 17β-hydroxysteroid dehydrogenase
type 1 in endometrial adenocarcinoma cells.
Keleş E, Lianeri M, Jagodziński PP.
Mol Biol Rep. 2011 Jun;38(5):3355-60. Epub 2010 Nov 18.
PMID:
21086175
|
| | Prediction of human pharmacokinetics and tissue distribution of
apicidin, a potent histone deacetylase inhibitor, by physiologically
based pharmacokinetic modeling.
Shin BS, Bulitta JB, Balthasar JP, Kim M, Choi Y, Yoo SD.
Cancer Chemother Pharmacol. 2011 Aug;68(2):465-75. Epub 2010 Nov 11.
PMID:
21069337
|
| | Di Renzo F, Broccia M, Giavini E, Menegola E. Relationship between embryonic histonic hyperacetylation and axial skeletal defects in mouse exposed to the three HDAC inhibitors apicidin, MS-275, sodium butyrate. Toxicol Sci. 2007 May 21 |
| | Eun DW, Ahn SH, You JS, Park JW, Lee EK, Lee HN, Kang GM, Lee JC, Choi WS, Seo DW, Han JW. PKCepsilon is essential for gelsolin expression by histone deacetylase inhibitor apicidin in human cervix cancer cells. Biochem Biophys Res Commun. 2007 Mar 16;354(3):769-75 |
| | Epigenetic mechanisms
re-establish access to long-term memory after neuronal loss :
applications on Trichostatin, Apicidin from Fermentek, United States Patent
Application 20080300205 |