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Hymenidin

AG-CN2-0503-M001 1 mg INQ
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Product Data
Synonyms N-[(2E)-3-(2-Amino-1H-imidazol-5-yl)prop-2-en-1-yl]-4-bromo-1H-pyrrole-2-carboxamide; Hymenidine; 2-Debromooroidin
Properties
Formula C11H12BrN5O . H2O
MW 310.2 . 18.0
CAS 107019-95-4
Source/Host Isolated from sponge Stylissa sp.
Purity ≥97% (HPLC)
Appearance Amorphous solid.
Solubility Soluble in DMSO, ethanol or methanol.
Identity Determined by 1H-NMR and MS.
InChi Key KHJREOQCERRAME-OWOJBTEDSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry. Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
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Product Description

  • Inhibitor of CDK5/p25 (IC50=4µM) and GSK-3β (IC50=12µM). Potentially useful in neuronal diseases research.
  • Antagonist of serotonergic receptors.
  • Shown to reduce voltage-dependent calcium elevation.
  • Moderate anticancer compound. Inhibits cell growth in a panel of cancer cell lines at low μM range.
  • Antiprotozoal agent.
  • Antibacterial. Plays a role in the sponge antibacterial defense.

Product References

  1. A novel antagonist of serotonergic receptors, hymenidin, isolated from the Okinawan marine sponge Hymeniacidon sp: J. Kobayashi, et al.; Experientia 42, 1176 (1986)
  2. Inhibition of cyclin-dependent kinases, GSK-3beta and CK1 by hymenialdisine, a marine sponge constituent: L. Meijer, et al.; Chem. Biol. 7, 51 (2000)
  3. Brominated pyrrole alkaloids from marine Agelas sponges reduce depolarization-induced cellular calcium elevation: U. Bickmeyer, et al.; Toxicon 44, 45 (2004)
  4. Marine compounds for the therapeutic treatment of neurological disorders: D. Alonso, et al.; Expert Opin. Ther. Pat. 15, 1377 (2005)
  5. Antineoplastic agents 470. Absolute configuration of the marine sponge bromopyrrole agelastatin A: G.R. Pettit, et al.; Oncol. Res. 15, 11 (2005)
  6. Bromopyrrole alkaloids as lead compounds against protozoan parasites: F. Scala, et al.; Mar. Drugs 8, 2162 (2010)
  7. Chemical defense against predators and bacterial fouling in the Mediterranean sponges Axinella polypoides and A. verrucosa: M. Haber, et al.; MEPS 422, 113 (2011)
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