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Substance Name: Cylindrospermopsin
RN: 143545-90-8
UNII: 2JIZ556BA3
InChIKey: LHJPHMKIGRLKDR-VDPNAHCISA-N

Note

  • A cyanobacterial alkaloid; isolated from blue-green alga Umezakia natans; has a tricyclic guanidine moiety combined with hydroxymethyluracil.

Molecular Formula

  • C15-H21-N5-O7-S

Molecular Weight

  • 415.4249
 

Classification Code

  • Natural Product
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Names and Synonyms

Name of Substance

  • Cylindrospermopsin

Synonyms

  • Cylindrospermopsin
  • HSDB 7752
  • UNII-2JIZ556BA3

Systematic Names

  • 2,4(1H,3H)-Pyrimidinedione, 6-((S)-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, 6-(hydroxy(2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(sulfooxy)-1H-1,8,8b-triazaacenaphthylen-7-yl)methyl)-, (2a-alpha,3-alpha,4-alpha,5a- alpha,7-beta(R*))-(-)-

Registry Numbers

CAS Registry Number

  • 143545-90-8

FDA UNII

  • 2JIZ556BA3

System Generated Number

  • 0143545908

Structure Descriptors

InChI

1S/C15H21N5O7S/c1-6-10-5-16-14-17-8(13(22)9-4-12(21)19-15(23)18-9)2-7(20(10)14)3-11(6)27-28(24,25)26/h4,6-8,10-11,13,22H,2-3,5H2,1H3,(H,16,17)(H,24,25,26)(H2,18,19,21,23)/t6-,7+,8-,10-,11+,13-/m1/s1

InChIKey

LHJPHMKIGRLKDR-VDPNAHCISA-N

Smiles

C[C@H]1[C@H](C[C@@H]2C[C@@H](N=C3NC[C@H]1N23)[C@@H](O)C4=CC(=O)NC(=O)N4)OS(=O)(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2100ug/kg (2.1mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"

BLOOD: CHANGES IN SPLEEN

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Toxicologist. Vol. 14, Pg. 211, 1994.