Didesmethylrocaglamide

CAT: 0013-GTR19191173-03Size: 1 ml x 10 mM (in DMSO)Dry Ice: NoHazardous: No

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CAT#:0013-GTR19191173-03Size:1 ml x 10 mM (in DMSO)

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Description

Didesmethylrocaglamide is a potent (IC50 = 5 nM) eIF4A inhibitor derived from rocaglamide. It suppresses oncogenic signaling pathways, induces apoptosis in cancer cells, and demonstrates antitumor activity in both cellular and animal models, making it a valuable tool for cancer research.

CAS Number

177262-30-5

Field of Research

Cell Biology

Purity

99.74% (May vary between batches)

Smiles

O[C@]12[C@] ([C@@H] ([C@@H] (C (N) =O) [C@H]1O) C3=CC=CC=C3) (OC=4C2=C (OC) C=C (OC) C4) C5=CC=C (OC) C=C5

Molecular Formula

C27H27NO7

Molecular Weight

477.51

Storage Conditions

-20°C

Notes

For research use only.

Chemical Information

Didesmethylrocaglamide

Didesmethylrocaglamide is a naturally-occurring derivative of [rocaglamide] and belongs to a class of anti-cancer phytochemicals referred to as "rocaglamides" derived from plants of the genus Aglaia. While traditionally used for their insecticidal benefits, this class of compounds is now being studied for use as chemotherapeutic agents in the treatment of various leukemias, lymphomas, and carcinomas. Of the known derivatives of rocaglamide, didesmethylrocaglamide appears to carry the most potent anti-tumour activity.

CAS Number	177262-30-5
PubChem CID	397614
IUPAC Name	(1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
Molecular Formula	C27H27NO7
Molecular Weight	477.5
XLogP	2.2
Topological Polar Surface Area	120
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	6
Heavy Atom Count	35
Formal Charge	0
Complexity	767

SMILES

COC1=CC=C(C=C1)[C@]23[C@@H]([C@H]([C@H]([C@]2(C4=C(O3)C=C(C=C4OC)OC)O)O)C(=O)N)C5=CC=CC=C5

InChI

InChI=1S/C27H27NO7/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(28)30)24(29)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,29,31H,1-3H3,(H2,28,30)/t21-,22-,24-,26+,27+/m1/s1

InChIKey

RMNPQEWLGQURNX-PXIJUOARSA-N

Chemical Structure

2D Structure

CAS: 177262-30-5

CID: 397614

Formula: C27H27NO7

MW: 477.5

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	477.5
XLogP3	2.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	6
Exact Mass	477.17875220
Monoisotopic Mass	477.17875220
Topological Polar Surface Area	120 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	767
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
BA2947-5	Didesmethylrocaglamide

Didesmethylrocaglamide

Chemical Information

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