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Phorbol Esters

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Definition: Tumor-promoting compounds obtained from CROTON OIL (Croton tiglium). Some of these are used in cell biological experiments as activators of protein kinase C.  a group of tumor-promoting cpds; GEN or unspecified: prefer specifics; index here only for a specific phorbol ester not in MeSH; D25-26 qualif   
Pharmacological Action Carcinogens
Examples Phorbol 12,13-Dibutyrate; Tetradecanoylphorbol Acetate
Other names Esters, Phorbol; Diesters, Phorbol; Phorbol Diesters
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
4beta-deoxy-16-hydroxyphorbol-16-acetate  0   *Phorbol Esters. Chem Pharm Bull (Tokyo). 2009 Nov;57(11):1289-91
16-hydroxyphorbol-16-acetate  0   *Phorbol Esters. Chem Pharm Bull (Tokyo). 2009 Nov;57(11):1289-91
12-O-methoxymethylphorbol-13-decanoate  0   *Phorbol Esters. Antivir Chem Chemother. 2005;16(5):303-13
12-O-benzyloxymethylphorbol-13-decanoate  0   *Phorbol Esters. Antivir Chem Chemother. 2005;16(5):303-13
deoxyphorbol 13-tetradecanoate  0   *Phorbol Esters. Eur J Pharmacol 1999 Sep 17;381(1):77-84
phorbol-12-myristate  20839-06-9   *Phorbol Esters. Diabetes 1999 Feb;48(2):279-86
phorbol 12-phenylacetate 13-acetate 20-homovanillate  175796-50-6   *Phorbol Esters Ligands Receptors, Drug. Eur J Pharmacol 1996 Mar 28;299(1-3):221-8
12-deoxyphorbol 13-(3,5-decadienoate)  0   *Phorbol Esters. J Nat Prod 1995 May;58(5):769-72
phorbol 12,13-dibenzoate 20-homovanillylamide  0   *Phorbol Esters. J Neurochem 1995 Jul;65(1):234-40
thymeleatoxin  94482-56-1   *Phorbol Esters. FEBS Lett 1993 Mar 15;319(1-2):31-4
phorbol-13-acetate-12-N-methyl-N-4-(N,N'-di(2-hydroxyethyl)amino)-7-nitrobenz-2-oxa-1,3-diazole-aminododecanoate  137034-69-6   *Oxadiazoles *Phorbol Esters. J Cell Biochem 1991 Jul;46(3):266-76
prostratin  60857-08-1   *Phorbol Esters. Cancer Res 1991;51(19):5355
sapintoxin D  80998-07-8 Benzoic acid, 2-(methylamino)-, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester  *Phorbol Esters. Pigment Cell Res 1990;3(2):98
12-deoxy-16-hydroxyphorbol-4'-(12',14'-butadienyl)-6'-(16',18',20'-nonatrienyl)-bicyclo(3.1.0)hexane-(13-O)-2'-(carboxylate)-(16-O)-3'-(8'-butenoic-10')ate  117855-87-5   *Phorbol Esters. Cancer Res 1988;48(20):5800
phorbol 12,13,20-triacetate  19891-05-5   *Phorbol Esters. Endocrinology 1987;121(4):1503
phorbol 13-monoacetate  32752-29-7   *Phorbol Esters. J Biol Chem 1986;261(29):13606
12-deoxyphorbol-13-isobutyrate-20-acetate  25090-71-5   *Phorbol Esters. Biochem Biophys Res Commun 1986;134(3):1245
12-O-(5-azido-2-nitrobenzoylphorbol)-13-acetate  96657-96-4 Benzoic acid, 5-azido-2-nitro-, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9))  *Azides *Phorbol Esters. Cancer Lett 1985;26(1):97
milliamine I  91197-54-5   *Phorbol Esters. Planta Med 1984;50(4):319
milliamine H  91197-53-4   *Phorbol Esters. Planta Med 1984;50(4):319
phorbol 13,20-diacetate  41621-85-6   *Phorbol Esters. Biocem Biophys Res Commun 1984;123(2):703
12-deoxyphorbol 13-isobutyrate  25090-74-8   *Phorbol Esters. Cancer Res 1983;43(10):4632
ostodin  85527-84-0 Undecadienoic acid, 9a-(acetyloxy)-1a,1b,2,4a,5,7a,7b,8,9,9a-decahydro-2-hydroperoxy-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester, (1aR-(1aalpha,1bbeta,2beta,4abeta,7aalpha,7balpha,8alpha,9bet  *Phorbol Esters. J Nat Prod 1983;46(1):123
12-O-undecadienoylphorbol-13-acetate  85527-86-2 Undecadienoic acid, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))  *Phorbol Esters. J Nat Prod 1983;46(1):123
12-deoxyphorbol-13-(2,4,6-decatrienate)  80154-52-5 2,4,6-Decatrienoic acid, 1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-9aH-cyclopropa(3,4)benz(1,2-e)azulen-9a-yl ester, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9aalpha))  *Phorbol Esters. Carcinogenesis 1982;7:305
12-deoxyphorbol-13-decanoate  70278-05-6   *Phorbol Esters. Carcinogenesis 1982;7:305
phorbol-12,13-dipropionate  51821-33-1   *Phorbol Esters. Carcinogenesis 1982;7:57
12-O-retinoylphorbol-13-acetate  80188-99-4 Retinoic acid, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))  *Phorbol Esters. Biochim Biophys Acta 1981;678(1):122
sapintoxin A  79083-69-5 Benzoic acid, 2-(methylamino)-, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-7b-hydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))  *Phorbol Esters. Experientia 1981;37(7):681
12-deoxyphorbol-13-angelate  65700-60-9   *Phorbol Esters. Inflammation 1981;5(1):29
12-deoxyphorbolphenylacetate-20-acetate  54662-30-5   *Phorbol Esters. Acta Pharmacol Toxicol 1981;48(1):47
12-deoxyphorbolphenylacetate  58821-98-0   *Phorbol Esters.
Pharma Action Irritants
Acta Pharmacol Toxicol 1981;48(1):47
12-O-hexadecanoyl-4-deoxy-4 alpha-16-hydroxyphorbol-13-acetate  73089-77-7   *Phorbol Esters. J Cancer Res Clin Oncol 1980;98(1):9
croton factor F2  67492-54-0   *Phorbol Esters Enzyme Induction. J Cancer Res Clin Oncol 1980;98(1):9
croton factor F1  53202-98-5   *Phorbol Esters Enzyme Induction. J Cancer Res Clin Oncol 1980;98(1):9
4-deoxyphorbol triester  0   *Phorbol Esters. Toxicon 1980;18(2):165
4-O-methyl-phorbol-12,13-didecanoate  54870-24-5 Decanoic acid, 1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-7b-hydroxy-3-(hydroxymethyl)-4a-methoxy-1,1,6,8-tetramethyl-5-oxo-9aH-cyclopropa(3,4)benz(1,2-e)azulene-9,9a-diyl ester, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))  *Phorbol Esters. Cancer Lett 6(4-5):227;1979
phorbol 12-tiglate 13-decanoate  59086-92-9   *Phorbol Esters. Science 191(4227):571;1976
phorbol-12,13-didecanoate  24928-17-4   *Phorbol Esters.
Pharma Action Carcinogens
Biochem Biophys Res Commun 1979;91(2):395; Cancer Res 33(12):3103;1973; J Biol Chem 253(13):4783;1978
phorbol-12,13-dibenzoate  25405-85-0   *Phorbol Esters. Cancer Res 33(12):3103;1973
phorbol-12,13-diacetate  24928-15-2   *Phorbol Esters. Cancer Res 36(11):4062;1976; Exp Cell Res 88(1):40;1974

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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