A cyclic tetrapeptide chlamydocin derivative
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Dihydrochlamydocin

Item No. 21614

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cyclo[2-methylalanyl-L-phenylalanyl-D-prolyl-(2S,9R)-2-amino-9-hydroxy-8-oxodecanoyl]
CAS Number
157618-75-2
Molecular Formula
C28H40N4O6
Formula Weight
528.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: soluble
SMILES
O=C(N[C@@H](CCCCCC([C@H](O)C)=O)C(NC1(C)C)=O)[C@]2([H])N(CCC2)C([C@H](CC3=CC=CC=C3)NC1=O)=O
InChi Code
InChI=1S/C28H40N4O6/c1-18(33)23(34)15-9-5-8-13-20-24(35)31-28(2,3)27(38)30-21(17-19-11-6-4-7-12-19)26(37)32-16-10-14-22(32)25(36)29-20/h4,6-7,11-12,18,20-22,33H,5,8-10,13-17H2,1-3H3,(H,29,36)(H,30,38)(H,31,35)/t18-,20+,21+,22-/m1/s1
InChi Key
UXOLDMJAFJDQSE-RYFAJOAYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $93

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    1 mg

    $271

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    Product Description

    Dihydrochlamydocin is a cyclic tetrapeptide derivative of the histone deacetylase (HDAC) inhibitor chlamydocin (Item No. 28468).1,2 It inhibits histone H4 peptide deacetylation in HeLa cells (IC50 = 30 nM).2 Dihydrochlamydocin (1 µM) inhibits proliferation of A7r5 rat aortic smooth muscle cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Di Micco, S., Terracciano, S., Bruno, I., et al. Molecular modeling studies toward the structural optimization of new cyclopeptide-based HDAC inhibitors modeled on the natural product FR235222. Bioorg. Med. Chem. 16(18), 8635-8642 (2008).

    2. Gomez-Paloma, L., Bruno, I., Cini, E., et al. Design and synthesis of cyclopeptide analogues of the potent histone deacetylase inhibitor FR235222. ChemMedChem 2(10), 1511-1519 (2007).