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ProductsBack/Agelasine D [92664-80-7]
Chemical Structure
Chemical Structure
Chemical Structure

Agelasine D [92664-80-7]

Research Use Only
AG-CN2-0492
AdipoGen Life Sciences
CAS Number92664-80-7
DownloadMSDS
Product group Chemicals
Estimated Purity>97%
Molecular Weight422.6
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Agelasine D
  • Delivery Days Customer
    10
  • CAS Number
    92664-80-7
  • Certification
    Research Use Only
  • Estimated Purity
    >97%
  • Molecular Formula
    C26H40N5
  • Molecular Weight
    422.6
  • Scientific Description
    Antifouling compound. Antimycobacterial and antibacterial agent. Exerts its antibacterial effect by inhibiting enzyme BCG 3185c, a suspected dioxygenase thereby disrupting bacterial homeostasis. Associated with contractive responses of smooth muscles and inhibition of Na+/K+ ATPase. Cytotoxic/Antineoplastic agent. Found to exhibit inhibitory activity against several cancer cell lines, including the drug resistant renal cancer cell line (ACHN). Suppressor of RANKL-induced osteoclastogenesis via down-regulation of c-Fos, NFATc1, NF-kappaB and ERK. Antiprotozoal compound. - Chemical. CAS: 92664-80-7. Formula: C26H40N5. MW: 422.6. Isolated from sponge Agelas sp. Antifouling compound. Antimycobacterial and antibacterial agent. Exerts its antibacterial effect by inhibiting enzyme BCG 3185c, a suspected dioxygenase thereby disrupting bacterial homeostasis. Associated with contractive responses of smooth muscles and inhibition of Na+/K+ ATPase. Cytotoxic/Antineoplastic agent. Found to exhibit inhibitory activity against several cancer cell lines, including the drug resistant renal cancer cell line (ACHN). Suppressor of RANKL-induced osteoclastogenesis via down-regulation of c-Fos, NFATc1, NF-kappaB and ERK. Antiprotozoal compound.
  • SMILES
    C/C(CC[C@H]1C(CC[C@]2([H])[C@]1(C)CCCC2(C)C)=C)=C\C[NH]3CN(C)C4=C3C(N)=NC=N4
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Agelasine-A -B, -C and -D, novel bicyclic diterpenoids with a 9-methyladeninium unit possessing inhibitory effects on Na,K-ATPase isolated from the Okinawian sea sponge Agelas sp: H. Nakamura, et al.; Tetrahedron Lett. 25, 2989 (1984)
  • (+)-agelasine D: improved synthesis and evaluation of antibacterial and cytotoxic activities: A. Vik, et al.; J. Nat. Prod. 69, 381 (2006)
  • Synthesis, antimicrobial and antineoplastic activities for agelasine and agelasimine analogs with a beta-cyclocitral derived substituent: A. Proszenyak, et al.; Arch. Pharm. 340, 625 (2007)
  • Antifouling activity of the sponge metabolite agelasine D and synthesised analogs on Balanus improvisus: M. Sjoegren, et al.; Biofouling 24, 251 (2008)
  • Screening of Agelasine D and Analogs for Inhibitory Activity against Pathogenic Protozoa; Identification of Hits for Visceral Leishmaniasis and Chagas Disease: A. Vik, et al.; Molecules 14, 279 (2009)
  • From anti-fouling to biofilm inhibition: New cytotoxic secondary metabolites from two Indonesian Agelas sponges: T. Hertiani, et al.; Bioorg. Med. Chem. 18, 1297 (2010)
  • Synthesis and biological activities of marine terpene-adenine hybrids and synthetic analogs: L.-L. Gundersen; Phytochem. Rev. 12, 467 (2013) (Review)
  • Identification of the target protein of agelasine D, a marine sponge diterpene alkaloid, as an anti-dormant mycobacterial substance: M. Arai, et al.; Chembiochem. 15, 117 (2014)
  • Agelasine D suppresses RANKL-induced osteoclastogenesis via down-regulation of c-Fos, NFATc1 and NF-kappaB: M.R. Kang, et al.; Mar. Drugs 12, 5643 (2014)