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Substance Name: Bistratene A
RN: 115566-02-4
InChIKey: HXZRMADPDYFMEB-MLTUFRGDSA-N

Note

  • From marine invertebrate Lissoclinum bistratum; also may originate from Urochordata Lissoclinum bistratum Sluiteror or from symbiotic alagae; has high affinity to ACTINS causing depolymerization and interfering with locomotion.

Classification Code

  • Natural Product

Molecular Formula

  • C40-H68-N2-O8

Molecular Weight

  • 704.983
 
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Names and Synonyms

Name of Substance

  • Bistratene A

Synonym

  • Bistratene A

Systematic Names

  • 2,17,28-Trioxa-13,26-diazatricyclo(14.7.4.16,9)octacosane-14,25-dione, 6-hydroxy-18-(6-hydroxy-3,5-dimethyl-4-heptenyl)-8,15,23-trimethyl-3-(2-oxo-3-pentenyl)-
  • 2H-Pyran-2-acetamide, tetrahydro-N-(2-hydroxy-4-((3-(8-(6-hydroxy-3,5-dimethyl-4-heptenyl)-3-methyl-1,7-dioxaspiro(5.5)undec-2-yl)propyl)amino)-3-methyl-4-oxobutyl)-3-methyl-6-(2-oxo-3-pentenyl)-
  • Bistramide A

Registry Numbers

CAS Registry Number

  • 115566-02-4

System Generated Number

  • 0115566024

Structure Descriptors

InChI

1S/C40H68N2O8/c1-8-11-32(44)23-34-17-15-27(3)37(48-34)24-38(46)42-25-35(45)30(6)39(47)41-21-10-13-36-28(4)18-20-40(50-36)19-9-12-33(49-40)16-14-26(2)22-29(5)31(7)43/h8,11,22,26-28,30-31,33-37,43,45H,9-10,12-21,23-25H2,1-7H3,(H,41,47)(H,42,46)/b11-8-,29-22+

InChIKey

HXZRMADPDYFMEB-MLTUFRGDSA-N

Smiles

O1[C@@H](CCC[C@@]21CC[C@@H]([C@@H](CCCNC([C@@H](C)[C@@H](O)CNC(=O)C[C@@H]1[C@@H](C)CC[C@@H](CC(\C=C/C)=O)O1)=O)O2)C)CC[C@@H](\C=C(\[C@@H](C)O)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1500ug/kg (1.5mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Toxicon. Vol. 26, Pg. 1129, 1988.
rat LDLo intracrebral 1mg/kg (1mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: MUSCLE WEAKNESS
Toxicon. Vol. 26, Pg. 1129, 1988.