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Rocaglamide

Rocaglamide Structure
Rocaglamide structure
CAS No.
84573-16-0
Chemical Name:
Rocaglamide
Synonyms
Rocaglamide A;Roc-A;NSC 326408;Rocaglamide;Rocaglamide, 10 mM in DMSO;Rocaglamide (Rocaglamide A, Roc-A);Rocaglamide, inhibitor of NF-kappaB activation;NF-κB,Nuclear factor-kappaB,Heat shock proteins,inhibit,Rocaglamide,Eukaryotic Initiation Factor (eIF),Nuclear factor-κB,HSP,Inhibitor;N,N-Dimethyl-1α,8bβ-dihydroxy-6,8-dimethoxy-3β-phenyl-3aβ-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2α-carboxamide;2,3,3a,8b-Tetrahydro-N,N-dimethyl-1α,8bβ-dihydroxy-6,8-dimethoxy-3β-phenyl-3aβ-(4-methoxyphenyl)-1H-cyclopenta[b]benzofuran-2α-carboxamide
CBNumber:
CB7847527
Molecular Formula:
C29H31NO7
Molecular Weight:
505.56
MDL Number:
MFCD08702699
MOL File:
84573-16-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:55:07
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Rocaglamide Properties

Melting point 117-118 °C
Boiling point 667.3±55.0 °C(Predicted)
Density 1.321±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Soluble in DMSO or Ethanol
pka 11.70±0.70(Predicted)
form film
color colorless
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. Protect from exposure to light and moisture.
FDA UNII FRG4N852F7
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  3

Rocaglamide price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0656 Rocaglamide ≥96% (HPLC) 84573-16-0 100μg $396 2026-04-30 Buy
Cayman Chemical 14841 Rocaglamide ≥95% 84573-16-0 500μg $112 2026-04-30 Buy
Cayman Chemical 14841 Rocaglamide ≥95% 84573-16-0 1mg $168 2026-04-30 Buy
Cayman Chemical 14841 Rocaglamide ≥95% 84573-16-0 5mg $306 2026-04-30 Buy
Cayman Chemical 14841 Rocaglamide ≥95% 84573-16-0 5 mg $278 2024-03-01 Buy
Product number Packaging Price Buy
SML0656 100μg $396 Buy
14841 500μg $112 Buy
14841 1mg $168 Buy
14841 5mg $306 Buy
14841 5 mg $278 Buy

Rocaglamide Chemical Properties, Uses, Production

Description

Rocaglamide is an anti-inflammatory, insecticidal, and anticancer tetrahydrobenzofuran isolated from Aglaia species. It has been shown to inhibit both TNF-α and the activation of NF-κB in Jurkat T cells with IC50 values in the nanomolar range. At 25 nM, rocaglamide induces apoptosis in various human leukemia cell lines, activating p38 MAPK/JNK and suppressing ERK. Rocaglamide also reduces IFN-γ, TNF-α, IL-2, and IL-4 production in peripheral blood T cells at a concentration of 50 nM. Furthermore, rocaglamide can inhibit the T cell expression of the immune response transcription factor, nuclear factor of activated T cells.

Uses

Rocaglamide is derived from a Chinese medicinal plant Aglaia. Rocaglamide induces apoptosis in various human leukemia cell lines and in acute lymphoblastic leukemia, chronic myeloid leukemia and acute myeloid leukemia cells freshly isolated from patients.

Definition

ChEBI: An organic heterotricyclic compound that is 2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan substituted by hydroxy groups at positions 1 and 8b, methoxy groups at positions 6 and 8, a 4-methoxyphenyl group at position 3a, a phenyl group at position 3 and a N,N-dimethylcarbamoyl group at position 1. Isolated from Aglaia odorata and Aglaia duperreana, it exhibits antineoplastic activity.

General Description

Rocaglamide is known to be derived from tetrahydro benzofuran and is also an active chemical compound of Aglaia plants.

Biochem/physiol Actions

Rocaglamide is a potent anticancer agent isolated from the genus Aglaia. Rocaglamides inhibit protein synthesis without affecting DNA or RNA synthesis. Recent study shows that Rocaglamide binds to prohibitin (PHB) 1 and 2, which prevents interaction between PHB and CRaf and inhibits CRaf activation and subsequently CRaf-MEK-ERK signaling. Also, Rocaglamide is an immunosuppressant that inhibits activation of NF-kB and NF-AT.

target

Bcl-2/Bax | Caspase | p53 | TNF-α | NF-kB | MEK | ERK | Chk | Raf | p38MAPK

References

[1] BERND BAUMANN. Rocaglamide derivatives are potent inhibitors of NF-kappa B activation in T-cells.[J]. The Journal of Biological Chemistry, 2002, 277 47: 44791-44800. DOI:10.1074/jbc.m208003200
[2] PETER PROKSCH. Rocaglamide derivatives are immunosuppressive phytochemicals that target NF-AT activity in T cells.[J]. Journal of immunology, 2005, 174 11: 7075-7084. DOI:10.4049/jimmunol.174.11.7075
[3] GERNOT POLIER. The natural anticancer compounds rocaglamides inhibit the Raf-MEK-ERK pathway by targeting prohibitin 1 and 2.[J]. Chemistry & biology, 2012, 19 9: 1093-1104. DOI:10.1016/j.chembiol.2012.07.012
[4] JENNIFER NEUMANN. The natural anticancer compound rocaglamide selectively inhibits the G1-S-phase transition in cancer cells through the ATM/ATR-mediated Chk1/2 cell cycle checkpoints[J]. International Journal of Cancer, 2013, 134 8: 1991-2002. DOI:10.1002/ijc.28521
[5] JIA Y. ZHU. The traditional Chinese herbal compound rocaglamide preferentially induces apoptosis in leukemia cells by modulation of mitogen-activated protein kinase activities[J]. International Journal of Cancer, 2007, 121 8: 1839-1846. DOI:10.1002/ijc.22883

Rocaglamide Preparation Products And Raw materials

Raw materials

Preparation Products

Rocaglamide Suppliers

Global Suppliers ( 95)
Supplier Tel Email Country ProdList Advantage
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 5996 61
BioBioPha Co., Ltd. 0871-65217109 y.liu@mail.biobiopha.com China 5641 65
Haoyuan Chemexpress Co., Ltd. 021-58950125 info@chemexpress.com China 7545 61
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51389 80
Shanghai Lollane Biological Technology Co.,Ltd. 021-52996696，15000506266 15000506266 China 4859 55
ALB Technology Limited 702-983-3769 sales@albtechnology.com United States 2992 55
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8435 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9799 58
Shanghai YuanYe Biotechnology Co., Ltd. 15026964105 2881489226@qq.com China 89667 60
Supplier Advantage
Chembest Research Laboratories Limited 61
BioBioPha Co., Ltd. 65
Haoyuan Chemexpress Co., Ltd. 61
Bide Pharmatech Ltd. 60
Sigma-Aldrich 80
Shanghai Lollane Biological Technology Co.,Ltd. 55
ALB Technology Limited 55
EMMX Biotechnology LLC 60
Shanghai EFE Biological Technology Co., Ltd. 58
Shanghai YuanYe Biotechnology Co., Ltd. 60

View Latest Price from Rocaglamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Rocaglamide pictures 2026-08-26 Rocaglamide
84573-16-0
 $207.00 99.37% 10g TargetMol Chemicals Inc.
ROCAGLAMIDE pictures 2020-03-13 ROCAGLAMIDE
84573-16-0
 $1.00 1KG 98% HPLC 10 tons Career Henan Chemical Co
  • Rocaglamide pictures
  • Rocaglamide
    84573-16-0
  • $207.00
  • 99.37%
  • TargetMol Chemicals Inc.
  • ROCAGLAMIDE pictures
  • ROCAGLAMIDE
    84573-16-0
  • $1.00
  • 98% HPLC
  • Career Henan Chemical Co

Rocaglamide Spectrum

ROCAGLAMIDE(84573-16-0)1HNMR

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1of4

(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 (1R)-N,N-Dimethyl-1α,8bβ-dihydroxy-3β-phenyl-3aβ-(4-methoxyphenyl)-6,8-dimethoxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2α-carboxamide 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 2,3,3a,8b-Tetrahydro-N,N-dimethyl-1α,8bβ-dihydroxy-6,8-dimethoxy-3β-phenyl-3aβ-(4-methoxyphenyl)-1H-cyclopenta[b]benzofuran-2α-carboxamide N,N-Dimethyl-1α,8bβ-dihydroxy-6,8-dimethoxy-3β-phenyl-3aβ-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2α-carboxamide (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 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,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 NF-κB,Nuclear factor-kappaB,Heat shock proteins,inhibit,Rocaglamide,Eukaryotic Initiation Factor (eIF),Nuclear factor-κB,HSP,Inhibitor Rocaglamide, inhibitor of NF-kappaB activation Rocaglamide (Rocaglamide A, Roc-A) Rocaglamide, 10 mM in DMSO Rocaglamide A Rocaglamide 84573-16-0