BGC > Produktsuche > (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxamide | 84573-16-0

Molecular Formula: C29H31NO7
Molecular Weight: 505.55894
WGKGermany: 3

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
• Boiling Point:667.3±55.0 °C | Condition: Press: 760 Torr
• Melting Point:117-118 °C
• Purity:95%

Molecular Formula:
C29H31NO7
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
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

Purity: 98%
Smile code: O=C([C@H]([C@H]1C2=CC=CC=C2)[C@@H](O)[C@]3(O)[C@@]1(C4=CC=C(OC)C=C4)OC5=CC(OC)=CC(OC)=C35)N(C)C
MDL Number: MFCD08702699
MolFormula: C29H31NO7
MolWeight: 505.5590
Available in stock: 0.035

Smile code:
O=C([C@H]([C@H]1C2=CC=CC=C2)[C@@H](O)[C@]3(O)[C@@]1(C4=CC=C(OC)C=C4)OC5=CC(OC)=CC(OC)=C35)N(C)C
MDL Number:
MFCD08702699
Purity :
98%
Available in stock:
10.025 g