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303-33-3

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Basic Information
CAS No.: 303-33-3
Name: HELIOTRINE
Molecular Structure:
Molecular Structure of 303-33-3 (HELIOTRINE)
Formula: C16H27 N O5
Molecular Weight: 313.394
Synonyms: Butanoicacid, 2-hydroxy-2-(1-methoxyethyl)-3-methyl-,(2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, [1S-[1a,7[R*(S*)],7aa]]-; Heliotrine (6CI,8CI);(+)-Heliotrine; 7S-Heliotrine
Density: 1.19g/cm3
Melting Point: 125-126℃
Boiling Point: 450.7°Cat760mmHg
Flash Point: 226.4°C
Safety: A poison by ingestion, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
PSA: 79.23000
LogP: 0.26470
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Chemistry

IUPAC Name: [(7S,8R)-7-Hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl(2S)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate  
Molecular Formula: C16H27NO5
Molecular Weight: 313.44
Density: 1.19g/cm3
Melting Point: 128°C
Boiling Point: 450.7°C at 760mmHg
Flash Point: 226.4°C
Properties: Prisms from Me2CO  
Solubility: soluble in H2O 
Freely Rotating Bonds: 9
Polar Surface Area: 57.23 Å2
Index of Refraction: 1.541
Molar Refractivity: 82.19 cm3
Molar Volume: 261.4 cm3
Polarizability: 32.58× 10-24 cm3
Surface Tension: 48.5 dyne/cm
Enthalpy of Vaporization: 81.87 kJ/mol
Vapour Pressure: 5.13E-10 mmHg at 25°C 
Storage temperature: 2-8°C
Transport information: 1544
The Cas Register Number  of Heliotrine is 303-33-3.The chemical synonyms of Heliotrine (CAS NO.303-33-3) are Heliotron ; Heliotrine ; 7S-Heliotrine ;  (+)-Heliotrine ; CCRIS 9196 ; AI3-51769 ; (7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl-2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoate ; (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)-2-Hydroxy-2-[(R)-1-methoxyethyl]-3-methylbutyric acid [(1S,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester .Product categories of Heliotrine (CAS NO.303-33-3) are HA -HTForensic and Veterinary Standards ; AlkaloidsAlphabetic ; Chemical Structure ; Drugs of Abuse ; Drugs and Metabolites ; H ;Neat CompoundsDrugs of Abuse ; Others .The molecular structure of  Heliotrine (CAS NO.303-33-3) is.

Uses

 Heliotrine (CAS NO.303-33-3) is used as pharmaceutical.

Production

  Heliotrine (CAS NO.303-33-3) can be obtained from the epigeal part of Heliotropium dasycarpum Ledeb . And also obtaining Heliotrine (CAS NO.303-33-3) from the plant raw material has been developed which consists in the extraction of the raw material with 80% ethanol, concentration to an aqueous residue, and reduction of the N-oxide form of heliotrine followed by extraction with chloroform, evaporation, and recrystallization from acetone. The yield of Heliotrine (CAS NO.303-33-3)  is 75–85% of its amount in the raw material.

Toxicity Data With Reference

1.    

mma-sat 1 mg/plate

     MUREAV    Mutation Research. 68 (1979),211.
2.    

dni-hmn:lvr 25 mg/L

     IJEVAW    International Journal of Environmental Studies. 1 (1971),107.
3.    

oms-hmn:lvr 10 mg/L

     IJEVAW    International Journal of Environmental Studies. 1 (1971),107.
4.    

sce-ham:lng 1200 µg/L

     MUREAV    Mutation Research. 142 (1985),209.
5.    

cyt-mam:leu 50 µmol/L

     AJBSAM    Australian Journal of Biological Sciences. 21 (1968),469.
6.    

orl-rat LDLo:50 mg/kg

     NATUAS    Nature. 179 (1957),361.
7.    

ipr-rat LD50:296 mg/kg

     JPBAA7    Journal of Pathology and Bacteriology. 75 (1958),17.
8.    

ivn-rat LD50:274 mg/kg

     AMPLAO    AMA Archives of Pathology. 64 (1957),152.
9.    

ivn-mus LD50:251 mg/kg

     AMPLAO    AMA Archives of Pathology. 64 (1957),152.
10.    

ipr-mus LD50:296 mg/kg

     JPBAA7    Journal of Pathology and Bacteriology. 75 (1958),17.
11.    

ipr-mam LDLo:250 mg/kg

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

A poison by ingestion, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Safety Statements: 22-36/37/39-45 
S22: Do not breathe dust. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
HazardClass: 6.1(b)
RIDADR: 1544
PackingGroup: III