84573-16-0,MFCD08702699
Catalog No.:AA008HF9

84573-16-0 | Rocaglamide

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥95%
in stock  
$218.00   $152.00
- +
5mg
≥95%
in stock  
$398.00   $278.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA008HF9
Chemical Name:
Rocaglamide
CAS Number:
84573-16-0
Molecular Formula:
C29H31NO7
Molecular Weight:
505.5589
MDL Number:
MFCD08702699
SMILES:
COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)N(C)C)O)c(OC)cc(c3)OC
NSC Number:
326408
Properties
Computed Properties
 
Complexity:
810  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
37  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
6  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
2.8  

Downstream Synthesis Route

[1]Chemistry-AEuropeanJournal,2016,vol.22,p.15929-15936

Literature

Title: Total synthesis of (±)-rocaglamide via oxidation-initiated Nazarov cyclization.

Journal: The Journal of organic chemistry 20120217

Title: Synthesis of rocaglamide hydroxamates and related compounds as eukaryotic translation inhibitors: synthetic and biological studies.

Journal: Journal of medicinal chemistry 20120112

Title: Inhibitors of translation targeting eukaryotic translation initiation factor 4A.

Journal: Methods in enzymology 20120101

Title: Cytotoxic and NF-κB inhibitory constituents of the stems of Cratoxylum cochinchinense and their semisynthetic analogues.

Journal: Journal of natural products 20110527

Title: Resorcylic acid lactones with cytotoxic and NF-κB inhibitory activities and their structure-activity relationships.

Journal: Journal of natural products 20110527

Title: Cytotoxic and NF-kappaB inhibitory constituents of Artocarpus rigida.

Journal: Journal of natural products 20100528

Title: Cytotoxic xanthone constituents of the stem bark of Garcinia mangostana (mangosteen).

Journal: Journal of natural products 20091101

Title: Nazarov cyclization initiated by peracid oxidation: the total synthesis of (+/-)-rocaglamide.

Journal: Journal of the American Chemical Society 20090610

Title: Bioactive 5,6-dihydro-alpha-pyrone derivatives from Hyptis brevipes.

Journal: Journal of natural products 20090601

Title: Stereoselective synthesis of the rocaglamide skeleton via a silyl vinylketene formation/[4 + 1] annulation sequence.

Journal: Organic letters 20081002

Title: Ponapensin, a cyclopenta[bc]benzopyran with potent NF-kappaB inhibitory activity from Aglaia ponapensis.

Journal: Bioorganic & medicinal chemistry letters 20070101

Title: Potential of cyclopenta[b]benzofurans from Aglaia species in cancer chemotherapy.

Journal: Anti-cancer agents in medicinal chemistry 20060701

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones.

Journal: Journal of the American Chemical Society 20041027

Title: Rocaglamide derivatives are potent inhibitors of NF-kappa B activation in T-cells.

Journal: The Journal of biological chemistry 20021122

Title: Rocaglamides, glycosides, and putrescine bisamides from Aglaia dasyclada.

Journal: Journal of natural products 20010901

Title: New insecticidal rocaglamide derivatives and related compounds from Aglaia oligophylla.

Journal: Journal of natural products 20010401

Title: Santagata S, et al. Tight coordination of protein translation and heat shock factor 1 activation supports the anabolic malignant state. Science. 2013 Jul 19; 341(6143): 1238303.

Title: Luan Z, et al. Rocaglamide overcomes tumor necrosis factor-related apoptosis-inducing ligand resistance in hepatocellular carcinoma cells by attenuating the inhibition of caspase-8 through cellular FLICE-like-inhibitory protein downregulation. Mol Med Rep

Title: Baumann B, et al. Rocaglamide derivatives are potent inhibitors of NF-kappa B activation in T-cells. J Biol Chem. 2002 Nov 22;277(47):44791-800.

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Tags:84573-16-0 Molecular Formula|84573-16-0 MDL|84573-16-0 SMILES|84573-16-0 Rocaglamide
Catalog No.: AA008HF9
84573-16-0,MFCD08702699
84573-16-0 | Rocaglamide
Pack Size: 1mg
Purity: ≥95%
in stock
$218.00 $152.00
Pack Size: 5mg
Purity: ≥95%
in stock
$398.00 $278.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA008HF9
Chemical Name: Rocaglamide
CAS Number: 84573-16-0
Molecular Formula: C29H31NO7
Molecular Weight: 505.5589
MDL Number: MFCD08702699
SMILES: COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)N(C)C)O)c(OC)cc(c3)OC
NSC Number: 326408
Properties
Complexity: 810  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 37  
Hydrogen Bond Acceptor Count: 7  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 6  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 2.8  
Downstream Synthesis Route
52189-63-6    84573-16-0 

[1]Chemistry-AEuropeanJournal,2016,vol.22,p.15929-15936

Literature fold

Title: Total synthesis of (±)-rocaglamide via oxidation-initiated Nazarov cyclization.

Journal: The Journal of organic chemistry20120217

Title: Synthesis of rocaglamide hydroxamates and related compounds as eukaryotic translation inhibitors: synthetic and biological studies.

Journal: Journal of medicinal chemistry20120112

Title: Inhibitors of translation targeting eukaryotic translation initiation factor 4A.

Journal: Methods in enzymology20120101

Title: Cytotoxic and NF-κB inhibitory constituents of the stems of Cratoxylum cochinchinense and their semisynthetic analogues.

Journal: Journal of natural products20110527

Title: Resorcylic acid lactones with cytotoxic and NF-κB inhibitory activities and their structure-activity relationships.

Journal: Journal of natural products20110527

Title: Cytotoxic and NF-kappaB inhibitory constituents of Artocarpus rigida.

Journal: Journal of natural products20100528

Title: Cytotoxic xanthone constituents of the stem bark of Garcinia mangostana (mangosteen).

Journal: Journal of natural products20091101

Title: Nazarov cyclization initiated by peracid oxidation: the total synthesis of (+/-)-rocaglamide.

Journal: Journal of the American Chemical Society20090610

Title: Bioactive 5,6-dihydro-alpha-pyrone derivatives from Hyptis brevipes.

Journal: Journal of natural products20090601

Title: Stereoselective synthesis of the rocaglamide skeleton via a silyl vinylketene formation/[4 + 1] annulation sequence.

Journal: Organic letters20081002

Title: Ponapensin, a cyclopenta[bc]benzopyran with potent NF-kappaB inhibitory activity from Aglaia ponapensis.

Journal: Bioorganic & medicinal chemistry letters20070101

Title: Potential of cyclopenta[b]benzofurans from Aglaia species in cancer chemotherapy.

Journal: Anti-cancer agents in medicinal chemistry20060701

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones.

Journal: Journal of the American Chemical Society20041027

Title: Rocaglamide derivatives are potent inhibitors of NF-kappa B activation in T-cells.

Journal: The Journal of biological chemistry20021122

Title: Rocaglamides, glycosides, and putrescine bisamides from Aglaia dasyclada.

Journal: Journal of natural products20010901

Title: New insecticidal rocaglamide derivatives and related compounds from Aglaia oligophylla.

Journal: Journal of natural products20010401

Title: Santagata S, et al. Tight coordination of protein translation and heat shock factor 1 activation supports the anabolic malignant state. Science. 2013 Jul 19; 341(6143): 1238303.

Title: Luan Z, et al. Rocaglamide overcomes tumor necrosis factor-related apoptosis-inducing ligand resistance in hepatocellular carcinoma cells by attenuating the inhibition of caspase-8 through cellular FLICE-like-inhibitory protein downregulation. Mol Med Rep

Title: Baumann B, et al. Rocaglamide derivatives are potent inhibitors of NF-kappa B activation in T-cells. J Biol Chem. 2002 Nov 22;277(47):44791-800.

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