Protein Information

Name cytochrome P450 (protein family or complex)
Synonyms cytochrome P450; cytochrome P 450; CYP450; CYP 450

Compound Information

Name allyl alcohol
CAS 2-propen-1-ol

Reference List

PubMed Abstract RScore(About this table)
3006282 Klinger W, Devereux T, Maronpot R, Fouts J: Functional hepatocellular heterogeneity determined by the hepatotoxins allyl alcohol and bromobenzene in immature and adult Fischer 344 rats. Toxicol Appl Pharmacol. 1986 Mar 30;83(1):108-14.

In adult rats, allyl alcohol decreased hepatic cytochrome P-450, benzphetamine N-demethylation, and ethoxyresorufin O-deethylation activities all by about 30%, whereas bromobenzene influenced these parameters differently: cytochrome P-450 was lowered by 55%, benzphetamine N-demethylation by 80%, and ethoxyresorufin O-deethylation by 90%.
82(1,1,1,2) Details
15242186 Valentova K, Moncion A, de Waziers I, Ulrichova J: The effect of Smallanthus sonchifolius leaf extracts on rat hepatic metabolism. Cell Biol Toxicol. 2004 Mar;20(2):109-20.

In this paper, we present the effects of two organic fractions and two aqueous extracts from the leaves of S. sonchifolius on rat hepatocyte viability, on oxidative damage induced by tert-butyl hydroperoxide (t-BH) and allyl alcohol (AA), and on glucose metabolism and their insulin-like effect on the expression of cytochrome P450 (CYP) mRNA.
81(1,1,1,1) Details
4035663 Iversen PL, Franklin MR: Microsomal cytochrome P-450 "handprints": five fractions from anion-exchange high-pressure liquid chromatography provide a rapid preliminary screen for selectivity in the induction and destruction of rat hepatic cytochrome P-450 subpopulations. Toxicol Appl Pharmacol. 1985 Mar 30;78(1):1-9.

The pattern of cytochrome P-450 loss after allyl alcohol was similar to that seen after cobalt chloride treatment, but differed from that seen following acetaminophen administration.
11(0,0,1,6) Details
6137336 Gumbrecht JR, Franklin MR: The alteration of hepatic cytochrome P-450 subpopulations of phenobarbital-induced and uninduced rat by regioselective hepatotoxins. Drug Metab Dispos. 1983 Jul-Aug;11(4):312-8.

Two centrilobular hepatotoxins, bromobenzene and acetaminophen, and a periportal hepatotoxin, allyl alcohol, caused necrosis and cytochrome P-450 depletion in the livers of uninduced and phenobarbital-induced rats.
8(0,0,1,3) Details
6473897 Tanaka E, Nakamura T, Misawa S, Yoshida T, Kuroiwa Y: Effects of allyl alcohol and bromobenzene on trimethadione metabolism in the rat. Res Commun Chem Pathol Pharmacol. 1984 Jul;45(1):137-51.

The relationship between the serum concentration ratio of 5,5-dimethyl-2,4-oxazolidinedione (DMO) to trimethadione (TMO) and the cytochrome P-450-dependent drug-oxidizing enzyme activity in rats pretreated with different dose levels of bromobenzene (BZ) and allyl alcohol (AA) was investigated.
7(0,0,1,2) Details
3668850 Rikans LE, Moore DR: Effect of age and sex on allyl alcohol hepatotoxicity in rats: role of liver alcohol and aldehyde dehydrogenase activities. J Pharmacol Exp Ther. 1987 Oct;243(1):20-6.

Allyl alcohol-induced hepatotoxicity was more severe in old male rats than in young-adult male rats, as measured by release of hepatic enzymes from injured cells and loss of hepatic microsomal cytochrome P-450.
6(0,0,1,1) Details
6334430 Gadeholt G: Ethanol-inducible cytochrome P-450 is more susceptible to in vitro carbon tetrachloride-mediated destruction than phenobarbital-inducible and beta-naphthoflavone-inducible cytochromes P-450. Acta Pharmacol Toxicol. 1984 Sep;55(3):216-23.

The destructive action of carbon tetrachloride in microsomes from ethanol-pretreated rats was found to be different from those of allyl alcohol and 2-isopropyl 4-pentenamide.
4(0,0,0,4) Details
1417966 Hammond AH, Fry JR: Effect of serum-free medium on cytochrome P450-dependent metabolism and toxicity in rat cultured hepatocytes. Biochem Pharmacol. 1992 Oct 6;44(7):1461-4.

The activity of alcohol dehydrogenase and the toxicity of allyl alcohol were similar in hepatocytes cultured in serum-free and serum-containing medium for 96 hr.
2(0,0,0,2) Details
11089889 Lupp A, Lucas N, Danz M, Klinger W: Transplantation of fetal liver tissue suspension into the spleens of adult syngenic rats: effects of different cytotoxins on cytochrome P450 isoforms expression and on glycogen content. Exp Toxicol Pathol. 2000 Oct;52(5):381-93.

Four months after surgery, transplant recipients and age matched control rats were treated with different cytotoxins (allyl alcohol [AAL], bromobenzene [BBZ], carbon tetrachloride [CCl4], or thioacetamide [TAA]) or the respective solvents 24 or 48 hours before sacrifice.
2(0,0,0,2) Details
10547960 Wang RS, Nakajima T, Honma T: Different change patterns of the isozymes of cytochrome P450 and glutathione S-transferases in chemically induced liver damage in rat. Ind Health. 1999 Oct;37(4):440-8.

Rats were administered 1,1-dichloroethylene (DCE), allyl alcohol (AA), bromobenzene (BB) and N,N-dimethylformamide (DMF) p.o. once every two days for 7 times, and decapitated 18 hr after the last administration.
2(0,0,0,2) Details
7205647 James R, Desmond P, Kupfer A, Schenker S, Branch RA: The differential localization of various drug metabolizing systems within the rat liver lobule as determined by the hepatotoxins allyl alcohol, carbon tetrachloride and bromobenzene. J Pharmacol Exp Ther. 1981 Apr;217(1):127-32.

Aniline hydroxylase and p-nitroanisole o-demethylase were concentrated in the midzonal and periportal zones, while aminopyrine N-demethylase was more uniformly distributed along the cytochrome P-450 gradient.
2(0,0,0,2) Details
10445401 Lupp A, Tralls M, Fuchs U, Lucas N, Danz M, Klinger W: Transplantation of fetal liver tissue suspension into the spleens of adult syngenic rats: effects of various mitogens and cytotoxins on cytochrome P450 (P450) isoforms expression and on P450 mediated monooxygenase functions. Exp Toxicol Pathol. 1999 Jul;51(4-5):375-88.

Four months after surgery, transplant recipients and age matched control rats were treated with various mitogens (fluorene [FEN], fluorenone [FON] and 2-acetylaminofluorene [AAF]) or cytotoxins (allyl alcohol [AAL], bromobenzene [BBZ] and carbon tetrachloride [CCl4]) or the respective solvents 24 or 48 hours before sacrifice.
2(0,0,0,2) Details
10367119 Saratikov AS, Vengerovskii AI: [Effects of hepatoprotective agents containing phospholipids on cytochrome P-450-dependent antitoxic liver function during experimental toxic hepatitis] Biull Eksp Biol Med. 1999 Apr;127(4):392-4.

1(0,0,0,1) Details
8825184 Singh Y, Cooke JB, Hinton DE, Miller MG: Trout liver slices for metabolism and toxicity studies. Drug Metab Dispos. 1996 Jan;24(1):7-14.

Response to the hepatotoxicants allyl formate and allyl alcohol was evaluated in slices only.
The cytochrome P450-dependent rate of formation of biphenyl metabolites was 0.48 +/- 0.04 nmol/min/mg protein in slices and 0.43 +/- 0.06 nmol/min/mg protein in isolated cells. 7-Ethoxycoumarin metabolism was also comparable between preparations (1.36 vs. 1.22 nmol/min/mg protein).
1(0,0,0,1) Details
11256755 Lupp A, Tralls M, Fuchs U, Klinger W: Transplantation of fetal liver tissue suspension into the spleens of adult syngenic rats: effects of different cytotoxins on cytochrome P450 mediated monooxygenase functions and on oxidative state. Exp Toxicol Pathol. 2001 Feb;52(6):529-38.

Four months after surgery, transplant recipients and age matched control rats were treated with different cytotoxins (allyl alcohol [AAL], bromobenzene [BBZ], carbon tetrachloride [CCl4], or thioacetamide [TAA]) or the respective solvents 24 or 48 hours before sacrifice.
1(0,0,0,1) Details
2886311 Rikans LE: The oxidation of acrolein by rat liver aldehyde dehydrogenases. Drug Metab Dispos. 1987 May-Jun;15(3):356-62.

Relation to allyl alcohol hepatotoxicity..
Hepatotoxicity was assessed on the basis of elevated serum alanine aminotransferase and sorbitol dehydrogenase activities and the loss of microsomal cytochrome P-450.
1(0,0,0,1) Details
6710524 Rikans LE: Influence of aging on the susceptibility of rats to hepatotoxic injury. Toxicol Appl Pharmacol. 1984 Apr;73(2):243-9.

The effects of allyl alcohol, galactosamine, bromobenzene, and corn oil administration were evaluated in male Fischer 344 rats at 4 to 5, 14 to 15, and 24 to 25 months of age to determine if susceptibility to hepatotoxic injury is modified as a consequence of aging.
Parameters measured were (1) severity of hepatocellular necrosis as judged by light microscopy of liver sections, (2) activity of alanine aminotransferase and aspartate aminotransferase in serum, and (3) hepatic microsomal cytochrome P-450 content and NADPH-cytochrome P-450 reductase activity.
1(0,0,0,1) Details
3999032 Haddad P, Gascon-Barre M, Dumont A: Comparative hepatic response to bromobenzene and allyl alcohol in the vitamin D-replete and vitamin D-depleted rat. J Pharmacol Exp Ther. 1985 May;233(2):499-506.

The severity of the hepatotoxicity was evaluated by the serum concentrations of aspartate aminotransferase, alanine aminotransferase and sorbitol dehydrogenase, the histomorphological appearance of the lesions, and the amount of cytochrome P-450 destroyed.
1(0,0,0,1) Details
3557468 Makarananda K, Fox GA, Price SC, Hinton RH: Changes in plasma proteins in rats treated for short periods with hepatotoxins or with agents which induce cytochrome P450 isoenzymes. Hum Toxicol. 1987 Mar;6(2):121-6.

We have compared the alterations in plasma proteins following treatment of rats with the centrilobular hepatotoxin carbon tetrachloride, the periportal hepatotoxin allyl alcohol and two inducers of hepatic microsomal drug metabolising enzymes, phenobarbitone and a mixture of polychlorinated biphenyls (Aroclor 1254).
1(0,0,0,1) Details
11306107 Moridani MY, Khan S, Chan T, Teng S, Beard K, O'Brien PJ: Cytochrome P450 2E1 metabolically activates propargyl alcohol: propiolaldehyde-induced hepatocyte cytotoxicity. Chem Biol Interact. 2001 Jan 30;130-132(1-3):931-42.


Propargyl alcohol (2-propyn-1-ol), because of its structural similarity to allyl alcohol, was thought to be activated by alcohol dehydrogenase.
0(0,0,0,0) Details