69866-21-3

69866-21-3 structure
69866-21-3 structure
  • Name: Rachelmycin
  • Chemical 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
  • CAS Number: 69866-21-3
  • Molecular Formula: C37H33N7O8
  • Molecular Weight: 703.70000
  • Catalog: Signaling Pathways Cell Cycle/DNA Damage DNA/RNA Synthesis
  • Create Date: 2017-12-05 21:46:18
  • Modify Date: 2024-01-13 11:12:38
  • 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
Synonyms (+)-(3bR,4aS)-CC-1065
(+)-CC-1065
Rachelmycin
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
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