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313-67-7

313-67-7 structure
313-67-7 structure
  • Name: Aristolochic acid A
  • Chemical Name: aristolochic acid
  • CAS Number: 313-67-7
  • Molecular Formula: C17H11NO7
  • Molecular Weight: 341.27
  • Catalog: Biochemical Biological response modifier
  • Create Date: 2018-02-08 08:00:00
  • Modify Date: 2024-01-02 11:38:05
  • Aristolochic acid A (Aristolochic acid I) is the main component of plant extract Aristolochic acids, which are found in various herbal plants of genus Aristolochia and Asarum. AAI significantly reduces both activator protein 1 (AP-1) and NF-κB activities. Aristolochic acid A reduces BLCAP gene expression in human cell lines[1].
Name aristolochic acid
Synonyms Aristolohic Acid A
Descresept
8-methoxy-3,4-methylenedioxy-10-nitrophenanthrene-1-carboxylic acid
Aristolochic acid
birthwort
Phenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid, 8-methoxy-6-nitro-
AristolochicacidI
EINECS 206-238-3
Aristolochia
tardolyt
Aristolochic Acid A
Aristolochia A
aristolochin
8-Methoxy-6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid
TR 1736
Aristolochic
MFCD00004996
aristolochine
8-Methoxy-6-nitrophenanthro[3,4-d]-1,3-dioxole-5-carboxylic Acid
Description Aristolochic acid A (Aristolochic acid I) is the main component of plant extract Aristolochic acids, which are found in various herbal plants of genus Aristolochia and Asarum. AAI significantly reduces both activator protein 1 (AP-1) and NF-κB activities. Aristolochic acid A reduces BLCAP gene expression in human cell lines[1].
Related Catalog
In Vitro Aristolochic acid A (150, 200 μM, 24 hours) inhibits the cell viabilities of kidney cells HEK293 and HK-2[1]. Aristolochic acid A (100, 200 μM, 24 hours) causes a concentration-dependent decrease in bladder cancer-associated protein (BLCAP) mRNA levels in kidney cells (HEK 293 and HK-2) , and bladder cancer cell line (HT-1376)[1]. Aristolochic acid A (100, 200 μM, 24 hours) weakens the BLCAP protein signals in a dose-dependent manner in both HEK293 and HT-1376 cells[1]. Cell Viability Assay[1] Cell Line: Kidney cells (HEK 293 and HK-2) Concentration: 50, 100, 150, 200 μM Incubation Time: 24 hours Result: The cell viabilities of HEK293 and HK-2 were lower than that of vehicle-treated cultures until 150 μM and 200 μM. RT-PCR[1] Cell Line: Kidney cells (HEK 293 and HK-2), and bladder cancer cell line (HT-1376) Concentration: 100, 200 μM Incubation Time: 24 hours Result: Down regulated the levels of BLCAP mRNA. Western Blot Analysis[1] Cell Line: HEK293 and HT-1376 cells Concentration: 100, 200 μM Incubation Time: 24 hours Result: Reduced the BLCAP protein expression in a dose-dependent manner.
References

[1]. Huang YT, et al. Aristolochic acid I interferes with the expression of BLCAP tumor suppressor gene in human cells. Toxicol Lett. 2018 Jul;291:129-137.
Density 1.6±0.1 g/cm3
Boiling Point 615.5±55.0 °C at 760 mmHg
Melting Point 260 °C
Molecular Formula C17H11NO7
Molecular Weight 341.27
Flash Point 326.0±31.5 °C
Exact Mass 341.053558
PSA 110.81000
LogP 3.41
Vapour Pressure 0.0±1.9 mmHg at 25°C
Index of Refraction 1.747
Water Solubility DMSO: soluble

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CF3325000
CHEMICAL NAME :
Aristolochine
CAS REGISTRY NUMBER :
313-67-7
BEILSTEIN REFERENCE NO. :
0345159
LAST UPDATED :
199612
DATA ITEMS CITED :
20
MOLECULAR FORMULA :
C17-H11-N-O7
MOLECULAR WEIGHT :
341.29
WISWESSER LINE NOTATION :
T C5 B666 DO FO EHJ IVQ KNW NO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
3 mg/kg/2D-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
184 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
74 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
55900 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
14320 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 :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
38400 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
40 mg/kg
TOXIC EFFECTS :
Vascular - BP elevation not characterized in autonomic section Lungs, Thorax, or Respiration - respiratory depression Lungs, Thorax, or Respiration - respiratory stimulation
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
1500 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
22 mg/kg/11D-I
TOXIC EFFECTS :
Blood - changes in other cell count (unspecified) Skin and Appendages - dermatitis, other (after systemic exposure)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
105 mg/kg/3W-C
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Gastrointestinal - tumors
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
DNA adduct
TYPE OF TEST :
Mutation in mammalian somatic cells
TYPE OF TEST :
Mutation in mammalian somatic cells

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
50 umol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 206,447,1988
Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301
Precautionary Statements P301 + P310
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic
Risk Phrases R25
Safety Phrases S7-S35-S45
RIDADR UN 1544 6.1/PG 3
WGK Germany 3
RTECS CF3325000
Packaging Group III
Hazard Class 6.1(b)

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