Cylindrospermopsin
Molecular Formula
C15H21N5O7S
M.W.
415.40
CAS number
143545-90-8
MSDS
Source
Cyanobacterium: Cylindrospermopsis ovalisporum
Fermentek product Code
CYL
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥ 98% ; refer to CoA for more data
Purity By TLC
≥ 98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 1mg/ml of Methanol.
Names and identifiers

 

Synonyms:

  • Cylindrospermopsin
  • 6-[(R)-Hydroxy[(2aS,3R,4S,5aS,7R)-2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(sulfooxy)-1H-1,8,8b-triazaacenaphthylen-7-yl]methyl]-2,4(1H,3H)-pyrimidinedione

 

Chemical names:

IUPAC:  (2aS,3R,4S,5aS,7R)-7-[(R)-(2,6-Dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)(hydroxy)methyl]-3-methyl-2,2a,3,4,5,5a,6,7-octahydro-1H-1,8,8b-triazaacenaphthylen-4-yl hydrogen sulfate

 

RTECS: UV9104310

 

EU number
802-929-4
Chemical name
Cylindrospermopsine
Description

Tricyclic alkaloid hepatotoxin from a cyanobacterium.

Cylindrospermopsin (abbreviated to CYN, or CYL) is a cyanotoxin produced by a variety of freshwater cyanobacteria. CYL is a polycyclic uracil derivative containing guanidino and sulfate groups. It is also zwitterionic, making it highly water soluble. CYL is toxic to liver and kidney tissue and is thought to inhibit protein synthesis and to covalently modify DNA and/or RNA.

It is not known whether cylindrospermopsin is a carcinogen, but it appears to have no tumour initiating activity in mice. (source: T3DB )

 

 

InChl Key
LHJPHMKIGRLKDR-VDPNAHCISA-N
Canonical SMILES
CC1C(CC2CC(NC3=NCC1N23)C(C4=CC(=O)NC(=O)N4)O)OS(=O)(=O)O
Isomeric SMILES
[C@@]12(C[C@@H]([C@@H]([C@@]3(N1C(N[C@](C2)([C@H](C4=CC(NC(N4)=O)=O)O)[H])=NC3)[H])C)OS(O)(=O)=O)[H]
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to the SDS for further safety and handling instructions
Ingredient type
Fermentek product
Amber-glass vial
Shipped at ambient temperature
Available since
Title
safety sources
Value
Harmful Algae Blooms in Drinking Water: Removal of Cyanobacterial Cells and ... By Harold W. Walker
Title
safety sources
Value
WHO Guidelines for Drinking-water Quality - Cyanobacterial toxins: Cylindrospermopsin
Title
LD50 oral mouse
Value
6 mg/kg
Title
safety sources
Value
https://ntp.niehs.nih.gov/ntp/htdocs/chem_background/exsumpdf/cylindrospermopsin_508.pdf
Fermentek Product Category
Cyanobacterial Toxins
Research field: Cancer
Protein synthesis inhibitors
Cancer Related Compounds
Research Area: Stem Cells
Signal to sort
C

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