Chemical Property of (1R,2R,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
Chemical Property:
- Vapor Pressure:1.02E-18mmHg at 25°C
- Melting Point:117-118 °C
- Boiling Point:667.3°C at 760 mmHg
- PKA:11.70±0.70(Predicted)
- Flash Point:357.4°C
- PSA：97.69000
- Density:1.321g/cm3
- LogP:3.05060
- Storage Temp.:?20°C
- Solubility.:Soluble in DMSO or Ethanol
- XLogP3:2.8
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:7
- Rotatable Bond Count:6
- Exact Mass:505.21005233
- Heavy Atom Count:37
- Complexity:810
- Purity/Quality:
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99%, *data from raw suppliers
Rocaglamide *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CN(C)C(=O)C1C(C2(C(C1O)(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5
- Isomeric SMILES:CN(C)C(=O)[C@H]1[C@H]([C@]2(C3=C(C=C(C=C3OC)OC)O[C@]2(C1C4=CC=CC=C4)C5=CC=C(C=C5)OC)O)O
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Description
Rocaglamide is an anti-inflammatory, insecticidal, and anticancer tetrahydrobenzofuran isolated from Aglaia species. It has been shown to inhibit both TNF-α and the activation of NF-κB in Jurkat T cells with IC50 values in the nanomolar range. At 25 nM, rocaglamide induces apoptosis in various human leukemia cell lines, activating p38 MAPK/JNK and suppressing ERK. Rocaglamide also reduces IFN-γ, TNF-α, IL-2, and IL-4 production in peripheral blood T cells at a concentration of 50 nM. Furthermore, rocaglamide can inhibit the T cell expression of the immune response transcription factor, nuclear factor of activated T cells.
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Uses
Rocaglamide is derived from a Chinese medicinal plant Aglaia. Rocaglamide induces apoptosis in various human leukemia cell lines and in acute lymphoblastic leukemia, chronic myeloid leukemia and acute myeloid leukemia cells freshly isolated from patients.
