National Toxicology Program

Selected toxicity information from HSDB, one of the National Library of Medicine's databases. ¹

Names (NTP)

• trans-Stilbene
• (E)-1,1'-(1,2-ETHANEDIYL)BIS-BENZENE (9CI)
• STILBENE

Human Toxicity Excerpts

• None found

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Non-Human Toxicity Excerpts

• trans-Stilbene oxide (TSO, 2 mmol/kg ip.) induced ornithine decarboxylase (ODC) and S-adenosylmethionine decarboxylase (SAMDC) to 60-fold and 5-fold of the controls, respectively, in the liver of rats. Parallel to ODC induction, there was a marked increase in putrescine content to 50-fold of the control levels. cis-Stilbene oxide (CSO), a stereoisomer of TSO, also produced the induction of ODC and SAMDC and the increase in putrescine content. There was no difference in the ability to induce ODC and SAMDC between TSO and CSO with respect to the extents of induction and the time needed to reach maximal levels. trans-Stilbene (TS), a mother compound of TSO, did not show such an effect on ODC, while cis-stilbene (CS) induced both ODC and SAMDC. Treatment with glutathione inhibited TSO- and CSO-mediated induction of ODC and SAMDC. These findings add new information concerning the abilities of TSO, CSO and CS on hepatic polyamine metabolism. [Oguro T et al; Life Sci 48 (2): 195-202 (1990)]**PEER REVIEWED**
  

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Human Toxicity Values

• None found

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Non-Human Toxicity Values

• LD50 Mouse oral 920 mg/kg [Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 3017]**PEER REVIEWED**
  
• LD50 Mouse ip 6050 mg/kg [Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 3017]**PEER REVIEWED**
  

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Absorption, Distribution and Excretion

• None found

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Metabolism/Metabolites

• TRANS-STILBENE GIVES 4-HYDROXY-TRANS-STILBENE IN RABBIT & GUINEA PIG. /FROM TABLE/ [Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. S-9]**PEER REVIEWED**
  
• STUDY OF RING-HYDROXYLATED METABOLITES OF TRANS-STILBENE /SHOWS/...URINE CONTAINS RANGE OF POLYHYDROXYLATED BIBENZYL DERIVATIVES. ...EVIDENCE /SUGGESTS/ THAT BIBENZYL COMPD ARE FORMED BY MICROFLORAL REDUCTION OF STILBENES. [The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 4: A Review of the Literature Published during 1974 and 1975. London: The Chemical Society, 1977., p. 248]**PEER REVIEWED**
  
• IN GUINEA PIGS & RABBITS, /TRANS-STILBENE/ BIOTRANSFORMATION INTO 4-HYDROXY-, 4,4'-DIHYDROXY-, 3-HYDROXY-4-METHOXY-, & 3-METHOXY-4-HYDROXYSTILBENES OCCURS... HOWEVER, IN MOUSE ONLY LIMITED CONVERSION TO 4,4'-DIHYDROXY- TAKES PLACE. [The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 1: A Review of the Literature Published Between 1960 and 1969. London: The Chemical Society, 1970., p. 398]**PEER REVIEWED**
  
• SCHEME FOR OXIDATIVE CLEAVAGE OF ETHYLENIC LINKAGE OF STILBENE IS PRESENTED. [WATABE T, AKAMATSU K; BIOCHEM PHARMACOL 24(3) 442 (1975)]**PEER REVIEWED**
  
• ...TRANS-STILBENE, VIA THE TRANS-EPOXIDE, /IS CONVERTED/ INTO THE CORRESPONDING MESO-ISOMER /OF 1,2-DIPHENYL-1,2-ETHANEDIOL/. [The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 4: A Review of the Literature Published during 1974 and 1975. London: The Chemical Society, 1977., p. 248]**PEER REVIEWED**
  
• Mechanisms of hemoglobin and myoglobin catalyzed epoxidation reactions were studied for hydrogen-peroxide (H2O2) dependent oxidation of trans-stilbene, cis-stilbene, and trans-7,8-dihydroxy-7,8-dihydrobenzo(a)pyrene (HOBAP). A single major product was formed after incubation of trans-stilbene with bovine methemoglobin and H2O2. The product was identified as trans-stilbene-oxide. Formation of the product was dependent on the presence of hemoglobin and H2O2, with quantitative incorporation of oxygen from the H2O2. After incubation of cis-stilbene with hemoglobin and H2O2, two major products, at an approximate ratio of 5:1 were formed and identified as cis-stilbene-oxide (1689710) and trans-stilbene-oxide. The oxygen content of the cis-stilbene-oxide was derived from that of the H2O2. In trans-stilbene-oxide, the oxygen was not derived from the H2O2. The authors suggest three possible oxidative mechanisms: a ferryl oxygen transfer, a cooxidation pathway probably mediated by protein residues, and a pathway for readily oxidized olefins that may involve radical cation intermediates. [Catalano CE Ortiz de Montellano PR; Biochemistry 26 (25): 8373-80 (1987)]**PEER REVIEWED**
  

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TSCA Test Submissions

• None found

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Footnotes

¹ Source: the National Library of Medicine's Hazardous Substance Database, 10/28/2007.