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Substance Name: Granaticin
RN: 19879-06-2
UNII: 98K5Y1HV1I
InChIKey: QBQXQYSJPWXZJL-VJIOUTPZSA-N

Classification Codes

  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
  • Mutation Data
  • Natural Product

Molecular Formula

  • C22-H20-O10

Molecular Weight

  • 444.39
 
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Names and Synonyms

Name of Substance

  • Granaticin

Synonyms

  • 91C-JWN-79
  • Antibiotic WR 141
  • Granaticin
  • Granaticin A
  • Granatomycin C
  • Litmomycin
  • Litomycin
  • NSC 77038
  • U 19728
  • UNII-98K5Y1HV1I
  • Upjohn 206t
  • WR 141

Systematic Names

  • 8,11-Ethanofuro(2,3-e)naphtho(2,3-c:6,7-c')dipyran-2,6,13(9H)-trione, 3,3a,5,8,11,13b-hexahydro-7,8,12,15-tetrahydroxy-5,9-dimethyl-,(3aS-(3aalpha,5alpha,8alpha,9alpha,11beta,13balpha,15S*))- (9CI)
  • Granaticin

Registry Numbers

CAS Registry Number

  • 19879-06-2

FDA UNII

  • 98K5Y1HV1I

System Generated Number

  • 0019879062

Structure Descriptors

InChI

1S/C22H20O10/c1-5-11-15(21-8(30-5)4-10(24)32-21)19(27)13-14(17(11)25)20(28)16-12(18(13)26)7-3-9(23)22(16,29)6(2)31-7/h5-9,21,23,26,28-29H,3-4H2,1-2H3/t5-,6+,7+,8-,9+,21+,22-/m0/s1

InChIKey

QBQXQYSJPWXZJL-VJIOUTPZSA-N

Smiles

C[C@H]1C2=C([C@H]3[C@@H](O1)CC(=O)O3)C(=O)c4c(c(c5c(c4O)[C@H]6C[C@H]([C@]5([C@H](O6)C)O)O)O)C2=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   Archivum Immunologiae et Therapiae Experimentalis. Vol. 17, Pg. 63, 1969.
mouse LD50 intravenous 14mg/kg (14mg/kg)   German Vol. #147115,
mouse LD50 unreported 38mg/kg (38mg/kg)   "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 823, 1967.
mouse LDLo subcutaneous 250mg/kg (250mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 135, 1978.