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Substance Name: Valrubicin [USAN:USP:INN]
RN: 56124-62-0
UNII: 2C6NUM6878
InChIKey: ZOCKGBMQLCSHFP-KQRAQHLDSA-N

Classification Codes

  • Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
  • Topoisomerase II Inhibitors
  • Topoisomerase Inhibitors

Molecular Formula

  • C34-H36-F3-N-O13

Molecular Weight

  • 723.6464
 

Names and Synonyms

Name of Substance

  • Valrubicin
  • Valrubicin [USAN:USP:INN]

Synonyms

  • (2S-cis)-2-(1,2,3,4,6,11-Hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-((2,3,6-trideoxy-3-((trifluoroacetyl)amino)-alpha-L-lyxo-hexopyranosyl)oxy)-2-naphthacenyl)-2-oxoethyl pentanoate
  • (8S,10S)-8-Glycoloyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-10-((2,3,6-trideoxy-3-(2,2,2-trifluoroacetamido)-alpha-L-lyxo-hexopyranosyl)oxy)-5,12-naphthacenedione 8(sup 2)-valerate
  • AD 32
  • Antibiotic AD 32
  • HSDB 7288
  • N-Trifluoroacetyladriamycin-14-valerate
  • N-Trifluoroacetyldoxorubicin 14-valerate
  • NSC 246131
  • NSC-246131
  • Trifluoroacetyladriamycin-14-valerate
  • UNII-2C6NUM6878
  • Valrubicin
  • Valstar
  • Valstar preservative free

Systematic Names

  • (2S-cis)-Pentanoic acid, 2-(1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-((2,3,6-trideoxy-3-((trifluoroacetyl)amino)-alpha-L-lyxo-hexopyranosyl)oxy)-2-naphth acenyl)-2-oxoethyl ester
  • Adriamycin, trifluoroacetyl-, 14-valerate
  • Pentanoic acid, 2-((2S,4S)-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-((2,3,6-trideoxy-3-((trifluoroacetylamino)-, alpha-L-lysohexopyranoxyl)oxy)-2-naphthacenyl)-2-oxoethyl ester

Registry Numbers

CAS Registry Number

  • 56124-62-0

FDA UNII

  • 2C6NUM6878

Other Registry Number

  • 136816-53-0

System Generated Number

  • 0056124620

Structure Descriptors

InChI

1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22-,27+,33-/m0/s1

InChIKey

ZOCKGBMQLCSHFP-KQRAQHLDSA-N

Smiles

CCCCC(=O)OCC(=O)[C@@]1(Cc2c(c(c3c(c2O)C(=O)c4cccc(c4C3=O)OC)O)[C@H](C1)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O)NC(=O)C(F)(F)F)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 109mg/kg (109mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,