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Rachelmycin

Names

[ CAS No. ]:
69866-21-3

[ Name ]:
Rachelmycin

[Synonym ]:
(+)-(3bR,4aS)-CC-1065
(+)-CC-1065
Rachelmycin

Biological Activity

[Description]:

Rachelmycin (CC-1065; NSC 298223) is a potent naturally antibiotic isolated from Streptomyces zelensis. Rachelmycin binds non-covalently and covalently (N-3 adenine adduct) in the minor groove of B-form DNA. Rachelmycin has exceptionally potent antitumor activity[1].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Infection

[In Vivo]

The smallest dose at which delayed death occurs is less for Rachelmycin (CC-1065; NSC 298223; 12.5 mg/kg) in experiments with non-tumored BDF1 mice[1].

[References]

[1]. W C Krueger, et al. Calf Thymus DNA binding/bonding Properties of CC-1065 and Analogs as Related to Their Biological Activities and Toxicities. Chem Biol Interact. 1992 Mar;82(1):31-46.

Chemical & Physical Properties

[ Density]:
1.75g/cm3

[ Molecular Formula ]:
C37H33N7O8

[ Molecular Weight ]:
703.70000

[ Exact Mass ]:
703.23900

[ PSA ]:
210.31000

[ LogP ]:
4.62030

[ Index of Refraction ]:
1.878

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DF4936700
CAS REGISTRY NUMBER :
69866-21-3
LAST UPDATED :
199806
DATA ITEMS CITED :
17
MOLECULAR FORMULA :
C37-H33-N7-O8
MOLECULAR WEIGHT :
703.77

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>8 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>8800 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
6900 ng/kg
TOXIC EFFECTS :
Gastrointestinal - other changes Liver - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
9 ug/kg
TOXIC EFFECTS :
Gastrointestinal - other changes Liver - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
1 ug/kg
TOXIC EFFECTS :
Liver - fatty liver degeneration
TYPE OF TEST :
Micronucleus test

MUTATION DATA

TYPE OF TEST :
DNA damage
TEST SYSTEM :
Mammal - species unspecified Lymphocyte
DOSE/DURATION :
7400 nmol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 42,999,1982 *** REVIEWS *** TOXICOLOGY REVIEW 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: 39,319,1986

Synthetic Route

Precursor & DownStream


Related Compounds