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(+)-Rebeccamycin

(+)-Rebeccamycin structure

CAS No:
93908-02-2
Formula:
C27H21Cl2N3O7
Chemical Name:
(+)-Rebeccamycin
Synonyms:
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)-;1,11-Dichloro-12,13-dihydro-12-(4-O-methyl-β-D-glucopyranosyl)-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione;Rebeccamycin;NSC 359079;(+)-Rebeccamycin
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Rebeccamycin is an N-glycosyl compound consisting of a heteropolycyclic ring system with a glucosyl group attached to one of the indolic nitrogens. It is a N-glycosyl compound, an indolocarbazole, an organochlorine compound and an organic heterohexacyclic compound.|Rebeccamycin is a weak topoisomerase I inhibitor isolated from Nocardia sp.|Rebeccamycin is an indolocarbazole glycoside antineoplastic antibiotic isolated from the bacterium Saccharothrix aerocolonigenes. Rebeccamycin intercalates into DNA and stabilizes the DNA-topoisomerase I complex, thereby interfering with the topoisomerase I-catalyzed DNA breakage-reunion reaction and initiating DNA cleavage and apoptosis. (NCI04)

(+)-Rebeccamycin Basic Attributes

Molecular Weight：

570.4 g/mol

Exact Mass：

570.38

UNII：

Y96MQM21V9

DSSTox ID：

DTXSID70239880

NCI Thesaurus Code：

C1213

Characteristics

PSA：

146 Å²

Drug Information

MeSH Entry Terms：

BRN 4732638

Computed Properties

Molecular Weight:570.4
XLogP3:2.6
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:569.0756554
Monoisotopic Mass:569.0756554
Topological Polar Surface Area:146
Heavy Atom Count:39
Complexity:1010
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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5h-indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6h)-dione,1,11-dichloro-12,13-dihy

CAS No.: 93908-02-2

Grade: Industrial Grade

Content: 98%

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