Rocaglamide

• Catalog Number: ACM84573160
• Product Name: Rocaglamide
• CAS: 84573-16-0
• Category: Inhibitors
• Description: Rocaglamide (Roc-A) is isolated from the genus Aglaia and can be used for coughs, injuries, asthma and inflammatory skin diseases. Rocaglamide is a potent inhibitor of NF-κB activation in T-cells. Rocaglamide is a potent and selective heat shock factor 1 (HSF1) activation inhibitor with an IC50 of ~50 nM. Rocaglamide inhibits the function of the translation initiation factor eIF4A. Rocaglamide also has anticancer properties in leukemia.
• Synonyms: (1R)-2,3,3a,8b-Tetrahydro-1α,8bβ-dihydroxy-6,8-dimethoxy-3aβ-(4-methoxyphenyl)-N,N-dimethyl-3β-phenyl-1H-cyclopenta[b]benzofuran-2α-carboxamide
• Molecular Weight: 505.6
• Molecular Formula: C₂₉H₃₁NO₇
• 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
• InChI Key: DAPAQENNNINUPW-IDAMAFBJSA-N
• Melting Point: 117-118 °C
• Complexity: 810
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 5
• Exact Mass: 505.21005233
• Heavy Atom Count: 37
• Hydrogen Bond Acceptor Count: 7
• Hydrogen Bond Donor Count: 2
• Isomeric SMILES: CN(C)C(=O)[C@@H]1[C@H]([C@]2([C@@]([C@@H]1O)(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5
• Monoisotopic Mass: 505.21005233
• Physical State: Powder
• Rotatable Bond Count: 6
• Topological Polar Surface Area: 97.7 Ų

Custom Q&A

What is the molecular formula of Rocaglamide?

The molecular formula of Rocaglamide is C29H31NO7.

What is the molecular weight of Rocaglamide?

The molecular weight of Rocaglamide is 505.6 g/mol.

When was Rocaglamide first created?

Rocaglamide was created on March 26, 2005.

What is another name for Rocaglamide?

Rocaglamide is also known as Roc-A.

What is the role of Rocaglamide?

Rocaglamide has a role as a metabolite, an antineoplastic agent, and an antileishmanial agent.

What plant is Rocaglamide a natural product of?

Rocaglamide is a natural product found in Aglaia rimosa and Aglaia elliptifolia, among other organisms.

What class of phytochemicals does Rocaglamide belong to?

Rocaglamide belongs to a class of anti-cancer phytochemicals known as rocaglamides.

When was Rocaglamide first isolated?

Rocaglamide was first isolated in 1982 from the species A. elliptifolia.

What is the InChIKey for Rocaglamide?

The InChIKey for Rocaglamide is DAPAQENNNINUPW-IDAMAFBJSA-N.

What is the canonical SMILES for Rocaglamide?

The canonical SMILES for Rocaglamide is 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.