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303-33-3

303-33-3 structure
303-33-3 structure
  • Name: Heliotrine
  • Chemical Name: heliotrine
  • CAS Number: 303-33-3
  • Molecular Formula: C16H27NO5
  • Molecular Weight: 313.389
  • Catalog: Signaling Pathways Others Others
  • Create Date: 2018-04-23 08:00:00
  • Modify Date: 2025-08-25 20:10:54
  • Heliotrine is a monoester pyrrolizidine alkaloid and is used for obtaining models of hepatitis and cirrhosis of the liver[1].
Name heliotrine
Synonyms (2S,3R)-2-Hydroxy-2-isopropyl-3-methoxy-buttersaeure-((7aR)-7c-hydroxy-(7ar)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-ylmethylester)
(2S)-2-Hydroxy-2-[(R)-1-methoxyethyl]-3-methylbutyric acid [(1S,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl
(2S,3R)-2-hydroxy-2-isopropyl-3-methoxy-butyric acid-((7aR)-7c-hydroxy-(7ar)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-ylmethyl ester)
7S-Heliotrine
[(1S,7aR)-1-Hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2S,3R)-2-hydroxy-2-isopropyl-3-methoxybutanoate
Butanoic acid, 2-hydroxy-3-methoxy-2-(1-methylethyl)-, [(1S,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2S,3R)-
Heliotrine
(2S)-2-Hydroxy-2-[(R)-1-methoxyethyl]-3-methylbutyric acid [(1S,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester
Heliotrin
9-Heliotrylheliotridine
Description Heliotrine is a monoester pyrrolizidine alkaloid and is used for obtaining models of hepatitis and cirrhosis of the liver[1].
Related Catalog
References

[1]. R Schoental, et al. Pancreatic Islet-Cell and Other Tumors in Rats Given Heliotrine, a Monoester Pyrrolizidine Alkaloid, and Nicotinamide. Cancer Res. 1975 Aug;35(8):2020-4.
Density 1.2±0.1 g/cm3
Boiling Point 450.7±45.0 °C at 760 mmHg
Melting Point 125-126 °C
Molecular Formula C16H27NO5
Molecular Weight 313.389
Flash Point 226.4±28.7 °C
Exact Mass 313.188934
PSA 79.23000
LogP 1.04
Vapour Pressure 0.0±2.5 mmHg at 25°C
Index of Refraction 1.541

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MH6125000
CHEMICAL NAME :
Heliotrine
CAS REGISTRY NUMBER :
303-33-3
LAST UPDATED :
199803
DATA ITEMS CITED :
31
MOLECULAR FORMULA :
C16-H27-N-O5
MOLECULAR WEIGHT :
313.44
WISWESSER LINE NOTATION :
T55 AN CUTJ D1OVXQY1&1&Y1&O1 FQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
50 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 :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
296 mg/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes Kidney, Ureter, Bladder - hematuria
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
274 mg/kg
TOXIC EFFECTS :
Liver - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
251 mg/kg
TOXIC EFFECTS :
Liver - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
260 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 - mouse
DOSE/DURATION :
900 mg/kg/9D-I
TOXIC EFFECTS :
Liver - hepatitis (hepatocellular necrosis), zonal Blood - macrocytosis Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
460 mg/kg/6D-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
50 mg/kg
SEX/DURATION :
female 10 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 :
100 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
150 mg/kg
SEX/DURATION :
female 16 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - blood and lymphatic systems (including spleen and marrow)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
200 mg/kg
SEX/DURATION :
female 12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - homeostasis Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - Central Nervous System
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Dominant lethal test
TYPE OF TEST :
Mutation test systems - not otherwise specified
TYPE OF TEST :
Micronucleus test

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Mammal - species unspecified Leukocyte
DOSE/DURATION :
50 umol/L
REFERENCE :
AJBSAM Australian Journal of Biological Sciences. (Commonwealth Scientific and Industrial Research Organization, 314 Albert St., E. Melbourne, Vic. 3002, Australia) V.6- 1953- Volume(issue)/page/year: 21,469,1968 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975
Safety Phrases 22-36/37/39-45
RIDADR UN 1544
Packaging Group III
Hazard Class 6.1(b)
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