Description:
Rocaglamide is the first cyclopenta[b]benzofuran derivative extracted from Aglaia elliptifolia in 1982 by King and colleagues. Its IC50 value is ~50 nM for the heat shock reporter. It has antileukemic activity and displays potent insecticidal, antifungal, anti-inflammatory and anticancer activities. It is an immunosuppressant that inhibits activation of NF-kB and NF-AT. It markedly inhibited tumor growth from Huh-7 cells propagated in severe combined immunodeficient mice. It induces apoptosis in various human leukemia cell lines and in acute lymphoblastic leukemia, chronic myeloid leukemia and acute myeloid leukemia cells. It inhibit protein synthesis without affecting DNA or RNA synthesis.
- Molecular Weight: 505.56
- Molecular Formula: C29H31NO7
Purity: 95%
Canonical SMILES:
CN(C)C(=O)C1C(C2(C(C1O)(C3=C(C=C(C=C3O2)OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5
InChI:
InChI=1S/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3/t23-,24-,26-,28+,29+/m1/s1
InChIKey: DAPAQENNNINUPW-IDAMAFBJSA-N
- Boiling Point: 667.3±55.0 °C | Condition: Press: 760 Torr
- Melting Point: 117-118 °C
- Solubility: 10 mM in DMSO
- Appearance: Solid powder
- Application: Rocaglamide has antileukemic activity and displays potent insecticidal, antifungal, anti-inflammatory and anticancer activities. It is an immunosuppressant that inhibits activation of NF-kB and NF-AT. It inhibit protein synthesis without affecting DNA or RNA synthesis.
- Storage: -20°C Freezer
Synonyms:
Rocaglamide; Rocaglamide A; RocA; NSC 326408. (1R,2R,3S,3aR,8bS)-2,3,3a,8b-Tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-1H-cyclopenta[b]benzofuran-2-carboxamide;NSC 326408;Roc-A;Rocaglamide A;1H-Cyclopenta(b)benzofuran-2-carboxamide, 2,3,3a,8b-tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-, (1R,2R,3S,3aR,8bS)-;[1R-(1α,2α,3β,3aβ,8bβ)]-2,3,3a,8b-Tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-1H-cyclopenta[b]benzofuran-2-carboxamide
More details are to be found on supplier website
