ChemSpider 2D Image | Rebeccamycin | C27H21Cl2N3O7

Rebeccamycin

  • Molecular FormulaC27H21Cl2N3O7
  • Average mass570.378 Da
  • Monoisotopic mass569.075684 Da
  • ChemSpider ID65891

  • defined stereocentres - 5 of 5 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(+)-Rebeccamycin
1,11-Dichlor-12-(4-O-methyl-β-D-glucopyranosyl)-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5,7(6H)-dion [German] [ACD/IUPAC Name]
1,11-Dichloro-12-(4-O-methyl-β-D-glucopyranosyl)-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione [ACD/IUPAC Name]
1,11-Dichloro-12-(4-O-méthyl-β-D-glucopyranosyl)-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione [French] [ACD/IUPAC Name]
1,11-Dichloro-12,13--dihydro-12-(4-O-methyl-b-D-glucopyranosyl)-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione
5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione, 1,11-dichloro-12,13-dihydro-12-(4-O-methyl-β-D-glucopyranosyl)- [ACD/Index Name]
93908-02-2 [RN]
MFCD01718312
Rebeccamycin [Wiki]
Y96MQM21V9
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

4732638 [DBID]
AIDS045370 [DBID]
AIDS-045370 [DBID]
BRN 4732638 [DBID]
NChemBio.2007.20-comp20 [DBID]
NSC 359079 [DBID]
NSC359079 [DBID]
R4900_SIGMA [DBID]
  • Miscellaneous

    • Chemical Class:

      An <element>N</element>-glycosyl compound consisting of a heteropolycyclic ring system with a glucosyl group attached to one of the indolic nitrogens. ChEBI CHEBI:135511
      An N-glycosyl compound consisting of a heteropolycyclic ring system with a glucosyl group attached to one of the indolic nitrogens. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:135511, CHEBI:135511

    • Bio Activity:

      Antibiotic. Weak topoisomerase I (Topo I) inhibitor. Structurally similar to staurosporine. Does not show any inhibitory activity against protein kinases. Shows significant antitumor properties in vitro (IC<sub>50</sub> = 480 nM against mouse B16 melanoma cells and IC<sub>50</sub> = 500 nM against P388 leukemia cells). Hello Bio HB4052
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB4052
      Enzymes/Isomerase/DNA Topoisomerase/Type 1 Hello Bio HB4052
      Weak topoisomerase I inhibitor. Shows no activity against protein kninases. Hello Bio HB4052

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.9±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.844
Molar Refractivity: 135.3±0.5 cm3
#H bond acceptors: 10
#H bond donors: 5
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 4
ACD/LogP: 5.55
ACD/LogD (pH 5.5): 4.35
ACD/BCF (pH 5.5): 1188.08
ACD/KOC (pH 5.5): 5527.98
ACD/LogD (pH 7.4): 4.35
ACD/BCF (pH 7.4): 1181.96
ACD/KOC (pH 7.4): 5499.51
Polar Surface Area: 146 Å2
Polarizability: 53.6±0.5 10-24cm3
Surface Tension: 77.9±7.0 dyne/cm
Molar Volume: 304.2±7.0 cm3

Click to predict properties on the Chemicalize site


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