Hymenidin

AdipoGen Life Sciences
Product Code: AG-CN2-0503
CodeSizePrice
AG-CN2-0503-M0011 mg£180.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
N-[(2E)-3-(2-Amino-1H-imidazol-5-yl)prop-2-en-1-yl]-4-bromo-1H-pyrrole-2-carboxamide; Hymenidine; 2-Debromooroidin
Appearance:
Amorphous solid.
CAS:
107019-95-4
Class:
6.1
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS06
Handling Advice:
Keep cool and dry.Protect from light.
Hazards:
H301, H311, H331
InChi:
InChI=1S/C11H12BrN5O/c12-7-4-9(15-5-7)10(18)14-3-1-2-8-6-16-11(13)17-8/h1-2,4-6,15H,3H2,(H,14,18)(H3,13,16,17)/b2-1+
InChiKey:
KHJREOQCERRAME-OWOJBTEDSA-N
Long Description:
Chemical. CAS: 107019-95-4. Formula: C11H12BrN5O . H2O. MW: 310.2 . 18.0. Isolated from sponge Stylissa sp. Inhibitor of CDK5/p25 (IC50=4µM) and GSK-3beta (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.
MDL:
MFCD08702701
Molecular Formula:
C11H12BrN5O . H2O
Molecular Weight:
310.2 . 18.0
Package Type:
Vial
PG:
III
Precautions:
P261, P280, P301, P310, P302, P352, P304, P340, P405
Product Description:
Inhibitor of CDK5/p25 (IC50=4µM) and GSK-3beta (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.
Purity:
>97% (HPLC)
Signal Word:
Danger
SMILES:
O=C(NC/C=C/C1=CN=C(N)N1)C2=CC(Br)=CN2
Solubility Chemicals:
Soluble in DMSO, ethanol or methanol.
Source / Host:
Isolated from sponge Stylissa sp.
Transportation:
Excepted Quantity
UN Nummer:
UN 3462
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

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