Tutin

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Names

[ Name ]:
Tutin

[Synonym ]:
(1S,2R,3S,5R,6R,7R,8S,9R,12R)-2,8-Dihydroxy-12-isopropenyl-7-methyl-11H-spiro[4,10-dioxatetracyclo[7.2.1.0.0]dodecane-6,2'-oxiran]-11-one
Toot poison
[1aS-(1aa,1bb,2b,5b,6a,6ab,7b,7aa,8S*)]-Hexahydro-1b,6-dihydroxy-6a-methyl-8-(1-methylethenyl)spiro(2,5-methano-7H-oxireno[3,4]cyclopent[1,2-d]oxepin-7,2'-oxiran)-3(2H)-one
(1aS,1bR,2S,5R,6S,6aR,7R,7aR,8R)-1b,6-dihydroxy-6a-methyl-8-(prop-1-en-2-yl)hexahydrospiro[2,5-methanooxireno[3,4]cyclopenta[1,2-d]oxepine-7,2'-oxiran]-3(2H)-one
Tutu
(1S,2R,3S,5R,6R,7R,8S,9R,12R)-2,8-Dihydroxy-7-methyl-12-(prop-1-en-2-yl)-11H-spiro[4,10-dioxatetracyclo[7.2.1.0.0]dodecane-6,2'-oxiran]-11-one

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
550.9±50.0 °C at 760 mmHg

[ Melting Point ]:
209-212°; mp 204-205° (Wakamatsu)

[ Molecular Formula ]:
C₁₅H₁₈O₆

[ Molecular Weight ]:
294.300

[ Flash Point ]:
212.6±23.6 °C

[ Exact Mass ]:
294.110352

[ PSA ]:
91.82000

[ LogP ]:
1.38

[ Vapour Pressure ]:
0.0±3.4 mmHg at 25°C

[ Index of Refraction ]:
1.637

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WH1314800

CHEMICAL NAME :: Spiro(2,5-methano-7H-oxireno(3,4)cyclopent(1,2-d)oxep in-7,2'-oxiran)-3(2ah )-one, 1a-beta, 1b,5a,6,6a,7a-beta-hexahydro-1b-alpha,6-beta-dihydrox y-8a-isopropenyl-6a-a lpha-methyl-

CAS REGISTRY NUMBER :: 2571-22-4

LAST UPDATED :: 199007

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C15-H18-O6

MOLECULAR WEIGHT :: 294.33

WISWESSER LINE NOTATION :: T D3 C565 A EO GX KOVTJ AY1&U1 CQ H1 IQ G-& BT3OX CHJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 11,729,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3613 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 29,2,1940

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1521 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 29,2,1940

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1244 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 29,2,1940

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1666 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - coma Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 2,73,1910

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 2 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - coma Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 2,73,1910

Related Compounds

2-(1-bromopropan-2-yl)-2,3-dihydro-1H-indene
5-(1H-pyrrol-3-yl)-1,3-oxazolidin-2-one
2-Amino-4,4-diethoxy-3-hydroxybutanoic acid
4-Bromo-1-chloro-7-fluoro-3-methylisoquinoline
4-Bromo-1-chloro-8-fluoro-3-methylisoquinoline
1-Bromo-7-tert-butyl-3-methylisoquinoline
2-(3,5-Dimethyl-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-1-yl)acetic acid
4-(aminomethyl)-5-(4-fluorophenyl)-2H-1,3-dioxol-2-one
2-Methoxy-2-[1-(5-methoxypyridin-2-yl)cyclopropyl]acetic acid
O-{[1-(2,6-dimethoxyphenyl)cyclopropyl]methyl}hydroxylamine

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