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20562-03-2

20562-03-2 structure
20562-03-2 structure
  • Name: alpha-Chaconine
  • Chemical Name: α-CHACONINE
  • CAS Number: 20562-03-2
  • Molecular Formula: C45H73NO14
  • Molecular Weight: 852.05900
  • Catalog: Natural product Alkaloid
  • Create Date: 2018-04-23 08:00:00
  • Modify Date: 2024-01-11 12:25:26
  • α-Chaconine, isolated from a Solanum tuberosum L. cv Jayoung, inhibits the expressions of COX-2, IL-1β, IL-6, and TNF-α at the transcriptional level. α-Chaconine inhibits the LPS-induced expressions of iNOS and COX-2 at the protein and mRNA levels and their promoter activities in RAW 264.7 macrophages. Anti-inflammatory effects[1].

Name α-CHACONINE
Synonyms chaconine
chaconine,a
a-chaconine with tlc
a-chaconine
a-chaconine from potato sprouts
alpa-chaconine
Description α-Chaconine, isolated from a Solanum tuberosum L. cv Jayoung, inhibits the expressions of COX-2, IL-1β, IL-6, and TNF-α at the transcriptional level. α-Chaconine inhibits the LPS-induced expressions of iNOS and COX-2 at the protein and mRNA levels and their promoter activities in RAW 264.7 macrophages. Anti-inflammatory effects[1].
Related Catalog
Target

COX-2

In Vitro α-Chaconine attenuates the transcriptional activity of activator protein-1 (AP-1) by reducing the translocation and phosphorylation of c-Jun.α-Chaconine suppresses lipopolysaccharide-induced pro-inflammatory mediators via AP-1 inactivation in RAW 264.7 macrophages and protects mice from endotoxin shock.α-Chaconine also suppresses the phosphorylation of TGF-β-activated kinase-1 (TAK1), which lies upstream of MKK7/JNK signaling[1].
References

[1]. Lee KG, et al. α-Chaconine isolated from a Solanum tuberosum L. cv Jayoung suppresses lipopolysaccharide-induced pro-inflammatory mediators via AP-1 inactivation in RAW 264.7 macrophages and protects mice from endotoxin shock. Chem Biol Interact. 2015 Jun 25;235:85-94.

Density 1.37 g/cm3
Melting Point 228-236ºC
Molecular Formula C45H73NO14
Molecular Weight 852.05900
Exact Mass 851.50300
PSA 220.46000
LogP 1.12070
Index of Refraction 1.621
Water Solubility pyridine: 10 mg/mL, clear, very faintly yellow

CHEMICAL IDENTIFICATION

RTECS NUMBER :
FL6700000
CHEMICAL NAME :
alpha-Chaconine
CAS REGISTRY NUMBER :
20562-03-2
BEILSTEIN REFERENCE NO. :
0077396
LAST UPDATED :
199612
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C45-H73-N-O14
MOLECULAR WEIGHT :
852.19

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
84 mg/kg
TOXIC EFFECTS :
Blood - hemorrhage
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
19 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - cyanosis
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
160 mg/kg/8D-I
TOXIC EFFECTS :
Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
80 mg/kg/2D-I
TOXIC EFFECTS :
Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
40 mg/kg
SEX/DURATION :
female 5-12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
20 mg/kg
SEX/DURATION :
female 5-12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
165 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
90 mg/kg/3D (Continuous)
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 33,191,1995 *** REVIEWS *** TOXICOLOGY REVIEW FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,61,1979
Hazard Codes Xn: Harmful;
Risk Phrases R63
Safety Phrases 22-36/37
RIDADR UN 1544
WGK Germany 3
RTECS FL6700000
Packaging Group III
Hazard Class 6.1(b)