Home > Compound List > Product Information
Rebeccamycin_Molecular_structure_CAS_93908-02-2)
Click picture or here to close

Rebeccamycin

Catalog No. R4900 Name Sigma Aldrich
CAS Number 93908-02-2 Website http://www.sigmaaldrich.com
M. F. C27H21Cl2N3O7 Telephone 1-800-521-8956
M. W. 570.37754 Fax
Purity ≥98% (HPLC) Email
Storage protect from light Chembase ID: 155075

SYNONYMS

IUPAC name
5,21-dichloro-23-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1(16),2(10),4,6,8,11(15),17(22),18,20-nonaene-12,14-dione
IUPAC Traditional name
rebeccamycin

DATABASE IDS

CAS Number 93908-02-2
MDL Number MFCD01718312
PubChem SID 24899375

PROPERTIES

Biological Source from Saccharothrix aerocolonigenes
Empirical Formula (Hill Notation) C27H21Cl2N3O7
Purity ≥98% (HPLC)
Shipped in wet ice
Gene Information human ... TOP1(7150)mouse ... Prkca(18750)rat ... Prkca(24680)
Apperance yellow solid
Solubility DMSO: ≥3 mg/mL
Solubility THF: soluble
MSDS Link Download
Storage Condition protect from light
Storage Temperature -20°C
German water hazard class -

DETAILS

Description (English)
Biochem/physiol Actions
Rebeccamycin is an antibiotic composed of a halogenated indolocarbazole chromophore linked via N-glycosidic bond to a glucose derivative. As an antitumor agent,1 it is cytotoxic to tumor cell lines such as human lung adenocarcinoma, colon carcinoma and nasopharyngeal carcinoma, etc.2 Rebeccamycin intercalates into the DNA and is an inhibitor of topoisomerase I. It stabilizes the covalent topoisomerase I-DNA intermediate (the cleavable complex) resulting in increased DNA strand breaks.3
Description (简体中文)
Biochem/physiol Actions
Rebeccamycin is an antibiotic composed of a halogenated indolocarbazole chromophore linked via N-glycosidic bond to a glucose derivative. As an antitumor agent,1 it is cytotoxic to tumor cell lines such as human lung adenocarcinoma, colon carcinoma and nasopharyngeal carcinoma, etc.2 Rebeccamycin intercalates into the DNA and is an inhibitor of topoisomerase I. It stabilizes the covalent topoisomerase I-DNA intermediate (the cleavable complex) resulting in increased DNA strand breaks.3

REFERENCES