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Substance Name: Microcystin-LR
RN: 101043-37-2
UNII: EQ8332842Y
InChIKey: ZYZCGGRZINLQBL-GWRQVWKTSA-N

Note

  • Cyclic heptapeptide from cyanobacterium Microcystis aeruginosa.

Classification Codes

  • Enzyme Inhibitors
  • Natural Product

Molecular Formula

  • C49-H74-N10-O12

Molecular Weight

  • 995.1816
 
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Names and Synonyms

Results Name

  • Microcystin-LR

Name of Substance

  • Cyanoginosin LR
  • Cyanoginosin-LR

Synonyms

  • 5-L-Argininecyanoginosin LA
  • Akerstox
  • BRN 4779759
  • Cyanoginosin LR
  • Cyclo(Ala-Leu-MAsp-Arg-Adda-isoGlu-Mdha)
  • HSDB 7751
  • MCYST-LR
  • Microcystin
  • Microcystin-a
  • Microcystin-LR
  • Microcystis aeruginosa toxin
  • Toxin I (Microcystis aeruginosa)
  • Toxin I, cyanobacterium
  • Toxin T 17 (Microcystis aeruginosa)
  • Toxin, blue green alga, Microcystis aeruginosa
  • Toxin-LR
  • UNII-EQ8332842Y

Systematic Names

  • Cyanoginosin LA, 5-L-arginine-
  • Microcystin LR

Registry Numbers

CAS Registry Number

  • 101043-37-2

FDA UNII

  • EQ8332842Y

Other Registry Number

  • 128657-50-1

System Generated Number

  • 0101043372

Structure Descriptors

InChI

1S/C49H74N10O12/c1-26(2)23-37-46(66)58-40(48(69)70)30(6)42(62)55-35(17-14-22-52-49(50)51)45(65)54-34(19-18-27(3)24-28(4)38(71-10)25-33-15-12-11-13-16-33)29(5)41(61)56-36(47(67)68)20-21-39(60)59(9)32(8)44(64)53-31(7)43(63)57-37/h11-13,15-16,18-19,24,26,28-31,34-38,40H,8,14,17,20-23,25H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,62)(H,56,61)(H,57,63)(H,58,66)(H,67,68)(H,69,70)(H4,50,51,52)/b19-18+,27-24+/t28-,29-,30-,31+,34-,35-,36+,37-,38-,40+/m0/s1

InChIKey

ZYZCGGRZINLQBL-GWRQVWKTSA-N

Smiles

CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(/C)\C=C\[C@@H]2NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(=O)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 18mg/m3/10M (18mg/m3)   Toxicon. Vol. 28, Pg. 605, 1990.
mouse LD50 intraperitoneal 32500ng/kg (0.0325mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Environmental Pathology, Toxicology and Oncology. Vol. 9(3), Pg. 221, 1989.
mouse LD50 intravenous 60ug/kg (0.06mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Science. Vol. 220, Pg. 1383, 1983.
mouse LD50 oral 5mg/kg (5mg/kg) LIVER: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Human & Experimental Toxicology. Vol. 18, Pg. 162, 1999.
mouse LD50 unreported 5200ug/kg (5.2mg/kg)   Chemico-Biological Interactions. Vol. 63, Pg. 215, 1987.
rat LD50 intraperitoneal 50ug/kg (0.05mg/kg)   Toxicon. Vol. 26, Pg. 603, 1988.
rat LD50 oral > 5mg/kg (5mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

LIVER: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Human & Experimental Toxicology. Vol. 18, Pg. 162, 1999.
rat LD50 unreported 50ug/kg (0.05mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"

CARDIAC: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Toxicologist. Vol. 8, Pg. 221, 1988.