| Identification | Back Directory | [Name]
CHLAMYDOCIN | [CAS]
53342-16-8 | [Synonyms]
SL-3440 CHLAMYDOCIN Antibiotic SL-3440 2-Methylcyclo[Ala-L-Phe-D-Pro-6-[(S)-2-oxo-2-oxiranylethyl]-L-Nle-] Cyclo[2-methylalanyl-L-phenylalanyl-D-prolyl-(aS,2S)-a-amino-h-oxo-2-oxiraneoctanoyl] Cyclo[2-methylalanyl-L-phenylalanyl-D-prolyl-(αS,2S)-α-amino-η-oxo-2-oxiraneoctanoyl] | [Molecular Formula]
C28H38N4O6 | [MDL Number]
MFCD01074973 | [MOL File]
53342-16-8.mol | [Molecular Weight]
526.63 |
| Chemical Properties | Back Directory | [Boiling point ]
861.8±65.0 °C(Predicted) | [density ]
1.27±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: soluble; Ethanol: soluble; Methanol: soluble | [form ]
A solid | [pka]
13.36±0.70(Predicted) |
| Hazard Information | Back Directory | [Description]
Chlamydocin is a histone deacetylase (HDAC) inhibitor that was originally isolated from D. chlamydosporia and has anticancer properties. It is selective for HDAC1 over HDAC6 (IC50 = 0.15 and 1,100 nM, respectively). Chlamydocin increases acetylation of histone H3 and histone H4 in A2780 cells when used at concentrations ranging from 1 to 1,000 nM. It inhibits growth of A2780, Malme-3M, MCF-7, HT-29, and HeLa cancer cells (IC50s = 0.36, 45, 5.3, 4.3, and 14 nM, respectively). Chlamydocin increases lifespan by 10% in a P185 mouse allograft model when administered at doses ranging from 20 to 160 mg/kg. | [Uses]
Chlamydocin is a cyclic tetrapeptide and an irreversible histone deacetylase (HDAC) inhibitor. | [IC 50]
HDAC: 1.3 nM (IC50) | [References]
[1] STEFANIE DE SCHEPPER. Inhibition of histone deacetylases by chlamydocin induces apoptosis and proteasome-mediated degradation of survivin.[J]. Journal of Pharmacology and Experimental Therapeutics, 2003, 304 2: 881-888. DOI: 10.1124/jpet.102.042903 [2] R FURUMAI. Potent histone deacetylase inhibitors built from trichostatin A and cyclic tetrapeptide antibiotics including trapoxin.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2001, 98 1: 87-92. DOI: 10.1073/pnas.98.1.87 [3] H. ST?HELIN A. T. Cytostatic activity of chlamydocin, a rapidly inactivated cyclic tetrapeptide[J]. European Journal of Cancer (1965), 1974, 10 12: Pages 801-808. DOI: 10.1016/0014-2964(74)90137-6 |
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BOC Sciences
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