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Substance Name: Bactobolin
RN: 72615-20-4
InChIKey: RBCHRRIVFAIGFI-RGBMRXMBSA-N

Note

  • From Pseudomonas sp. BN-183.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C14-H20-Cl2-N2-O6

Molecular Weight

  • 383.226
 
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Names and Synonyms

Name of Substance

  • Bactobolin

Synonyms

  • (-)-Bactobolin
  • Antibiotic BN 183B
  • BN 183B
  • NSC 325014
  • Y 12278

Systematic Names

  • Bactobolin
  • Propanamide, 2-amino-N-(3-(dichloromethyl)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-methyl-1-oxo-1H-2-benzopyran-4-yl)-, (3S-(3alpha,4alpha(R*),4abeta,5beta,6alpha))-

Registry Numbers

CAS Registry Number

  • 72615-20-4

System Generated Number

  • 0072615204

Structure Descriptors

InChI

1S/C14H20Cl2N2O6/c1-4(17)11(22)18-10-8-7(5(19)3-6(20)9(8)21)12(23)24-14(10,2)13(15)16/h4,6,8-10,13,19-21H,3,17H2,1-2H3,(H,18,22)/t4-,6+,8-,9-,10+,14-/m0/s1

InChIKey

RBCHRRIVFAIGFI-RGBMRXMBSA-N

Smiles

C1=2[C@H]([C@@H](NC(=O)[C@@H](N)C)[C@](OC1=O)(C(Cl)Cl)C)[C@@H](O)[C@@H](CC2O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 6250ug/kg (6.25mg/kg)   Journal of Antibiotics. Vol. 33, Pg. 1054, 1980.
mouse LD50 intravenous 10mg/kg (10mg/kg)   Journal of Pharmacobio-Dynamics. Vol. 3, Pg. 177, 1980.