Rebeccamycin

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Names

[ CAS No. ]:
93908-02-2

[ Name ]:
Rebeccamycin

[Synonym ]:
AmbotzLS-1199
MFCD01718312

Chemical & Physical Properties

[ Density]:
1.87g/cm3

[ Molecular Formula ]:
C₂₇H₂₁Cl₂N₃O₇

[ Molecular Weight ]:
570.37800

[ Exact Mass ]:
569.07600

[ PSA ]:
150.37000

[ Index of Refraction ]:
1.844

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NM3455000

CHEMICAL NAME :: 5H-Indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6H)-dione , 1,11-dichloro-12,13-dihydro-12-(4-O- methyl-beta-D-glucopyranosyl)-

CAS REGISTRY NUMBER :: 93908-02-2

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C27-H21-Cl2-N3-O7

MOLECULAR WEIGHT :: 570.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Human Cells - not otherwise specified

DOSE/DURATION :: 3 mg/L

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 40,668,1987

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Structure and mechanism of the rebeccamycin sugar 4'-O-methyltransferase RebM.

J. Biol. Chem. 283(33) , 22628-36, (2008)

The 2.65-angstroms crystal structure of the rebeccamycin 4'-O-methyltransferase RebM in complex with S-adenosyl-l-homocysteine revealed RebM to adopt a typical S-adenosylmethionine-binding fold of sma...

Natural product diversification using a non-natural cofactor analogue of S-adenosyl-L-methionine.

J. Am. Chem. Soc. 128(9) , 2760-1, (2006)

Adenosine analogues bearing either 5'-aziridine or 5'-N-mustard electrophiles are methyltransferase-dependent DNA alkylating agents. We present here a novel synthetic cofactor bearing a pendant 5'-ami...

Engineering biosynthetic pathways to generate antitumor indolocarbazole derivatives.

J. Ind. Microbiol. Biotechnol. 33(7) , 560-8, (2006)

The indolocarbazole family of natural products is a source of lead compounds with potential therapeutic applications in the treatment of cancer and neurodegenerative disorders. Rebeccamycin and stauro...