Rachelmycin

Modify Date: 2024-01-13 11:12:38

Rachelmycin structure	Common Name	Rachelmycin
	CAS Number	69866-21-3	Molecular Weight	703.70000
	Density	1.75g/cm3	Boiling Point	N/A
	Molecular Formula	C₃₇H₃₃N₇O₈	Melting Point	N/A
	MSDS	N/A	Flash Point	N/A

Use of Rachelmycin

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].

Name	Benzo[1,2-b_4,3-b']dipyrrole-3(2H)-carboxamide, 7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[(4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl)carbonyl]benzo[1,2-b_4,3-b']dipyrrol-3(2H)-yl]carbonyl]-1,6-dihydro-4-hydroxy-5-methoxy
Synonym	More Synonyms

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.

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

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

Precursor 10
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DownStream 0