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Isocoumarins

More information in Books or onNLM PubMed
Definition: Compounds that differ from COUMARINS in having the positions of the ring and ketone oxygens reversed so the keto oxygen is at the 1-position of the molecule.     
Examples Ochratoxins 		Other names 1H-2-Benzopyran-1-ones; 1-Isochromen-1-ones
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
pinophilin B  0   *Isocoumarins. J Nat Prod. 2012 Feb 24;75(2):135-41
pinophilin A  0   *Isocoumarins. J Nat Prod. 2012 Feb 24;75(2):135-41
(1S,7R,8aS)-1,8a-dihydroxy-7-methyl-6,8-dioxo-3-(E-prop-1-enyl)- 6,7,8,8a-tetrahydro-1H-isochromen-7-yl 2,4-dihydroxy-6-methylbenzoate  0   *Isocoumarins Antiviral Agents. J Nat Prod. 2011 Sep 23;74(9):2014-8
6-hydroxy-3-hydroxymethyl-8-methoxyisocoumarin  0   *Isocoumarins. Phytochemistry. 2011 Aug;72(11-12):1431-5
5-chloro-8-hydroxy-6-methoxy-3-pentylisocoumarin  0   *Isocoumarins. J Asian Nat Prod Res. 2011 Jun;13(6):505-11
bireticulol  0   *Isocoumarins. J Antibiot (Tokyo). 2011 Mar;64(3):267-70
(S)-4-methoxy-7-phenyl-7,8-dihydro(1,3)dioxolo(4,5-g)isochromen-5-one  0   *Isocoumarins. J Nat Prod. 2010 Apr 23;73(4):768-70
7-demethylannulatomarin  0   *Isocoumarins. J Asian Nat Prod Res. 2010 Jan;12(1):88-93
6-O-methylannulatomarin  0   *Isocoumarins. J Asian Nat Prod Res. 2010 Jan;12(1):88-93
8-hydroxy-6-methoxy-3-methylisocoumarin  0   *Isocoumarins. J Basic Microbiol 2009 Apr;49(2):142-51
(3R,4R)-(-)-6-methoxy-1-oxo-3-pentyl-3,4-dihydro-1 H-isochromen-4-yl acetate  0   *Isocoumarins. J Nat Prod 2008 Jun;71(6):1082-4
JCP 104  0   *Isocoumarins. Nat Chem Biol 2008 Mar;4(3):203-13
4-chloro-3-(3-cyclopentylpropoxy)isocoumarin  0   *Isocoumarins. Bioorg Med Chem 2008 May 1;16(9):5285-94
4-chloro-3-(4-cyclohexylbutoxy)isocoumarin  0   *Isocoumarins. Bioorg Med Chem 2008 May 1;16(9):5285-94
1-deoxyrubralactone  0   *Isocoumarins DNA-Directed DNA Polymerase/antagonists & inhibitors. Bioorg Med Chem 2008 Mar 15;16(6):2939-44
seco-milbemycin B  0   *Spiro Compounds *Isocoumarins. J Antibiot (Tokyo) 2008 Jan;61(1):27-32
seco-milbemycin A  0   *Spiro Compounds *Isocoumarins. J Antibiot (Tokyo) 2008 Jan;61(1):27-32
(3R)-7-hydroxy-5-methylmellein  0   *Isocoumarins. J Nat Prod 2008 Feb;71(2):272-4
4-hydroxymellein A  0   *Isocoumarins. J Microbiol Biotechnol 2007 May;17(5):865-7
annulatomarin  0   *Isocoumarins. Nat Prod Res 2007 Oct;21(12):1056-60
rubralactone  0   *Isocoumarins. Biosci Biotechnol Biochem 2007 Aug;71(8):1896-901
6-hydroxy-5-methylramulosin  0   *Isocoumarins. Chem Pharm Bull (Tokyo) 2007 Jun;55(6):953-4
sclerotinin C  0   *Isocoumarins. Biosci Biotechnol Biochem 2007 Feb;71(2):499-503
erythrocentauric acid  0   *Isocoumarins. Zhongguo Zhong Yao Za Zhi 2005 Oct;30(19):1519-22
cruentaren B  0   *Isocoumarins. J Antibiot (Tokyo) 2006 Oct;59(10):664-8
Sg17-1-4  0   *Isocoumarins. J Antibiot (Tokyo). 2006 Jun;59(6):355-7
cis-3,4-dihydro-4,5,8-trihydroxy -3-(1-pentenyl)isocoumarin  0   *Isocoumarins. Phytochemistry. 2004 Dec;65(23):3119-23
(E)-5-hydroxy-8-methoxy-3-(1-pentenyl)isocoumarin  0   *Isocoumarins. Phytochemistry. 2004 Dec;65(23):3119-23
(E)-5,8-dihydroxy-3-(1-pentenyl)isocoumarin  0   *Isocoumarins. Phytochemistry. 2004 Dec;65(23):3119-23
isocoumarin 2  0   *Isocoumarins. Toxicol In Vitro. 2004 Feb;18(1):109-14
isocoumarin 3  0   *Isocoumarins. Toxicol In Vitro. 2004 Feb;18(1):109-14
5,8-dihydroxy-3-methyl-3,4-dihydroisocoumarin  0   *Isocoumarins. Wei Sheng Wu Xue Bao 2001 Jun;41(3):363-6
5-formyl-2,3-dihydroisocoumarin  0   *Isocoumarins. Nat Prod Res. 2003 Oct;17(5):361-4
isocoumarin NM-3  0   *Isocoumarins. Res Commun Mol Pathol Pharmacol 2000 Nov-Dec;108(5-6):297-309
thunberginol D  147517-07-5   *Isocoumarins. Bioorg Med Chem Lett 1999 Jul;7(7):1445-50
paepalantine  0   *Isocoumarins. Teratog Carcinog Mutagen 1997;17(2):85-95
4-acetylisocoumarin  16385-16-3   *Isocoumarins. Biol Chem Hoppe Seyler 1994 Sep;375(9):629-33
hydrangenol-4'-O-glucoside  0   *Glucosides *Isocoumarins Sweetening Agents. Chung Kuo Chung Yao Tsa Chih 1994 May;19(5):293-5,320
hydrangenol-8-O-galactoside  0   *Galactosides *Isocoumarins Sweetening Agents. Chung Kuo Chung Yao Tsa Chih 1994 May;19(5):293-5,320
4-chloro-3-(2-isothioureidoethoxy)--7-(((-methylbenzyl)carbamoyl)amino)isocoumarin  0   *Isocoumarins. J Med Chem 1994 Apr 29;37(9):1298-1306
4-chloro-3-(2-isothioureidoethoxy)-7-((phenylcarbamoyl)amino)isocoumarin  0   *Isocoumarins. J Med Chem 1994 Apr 29;37(9):1298-1306
6,8-dimethoxy-3-methyl-3,4-dihydroisocoumarin  77844-97-4   *Isocoumarins. Chem Res Toxicol 1993 Jan-Feb;6(1):46-9
6-methoxy-8-hydroxy-3-methyl-3,4-dihydroisocoumarin  6803-02-7   *Isocoumarins. Chem Res Toxicol 1993 Jan-Feb;6(1):46-9
thunberginol F  147666-82-8   *Isocoumarins Plant Extracts. Chem Pharm Bull (Tokyo) 1992 Nov;40(11):3121-3
thunberginol B  147666-81-7   *Isocoumarins Plant Extracts. Chem Pharm Bull (Tokyo) 1992 Nov;40(11):3121-3
thunberginol A  147666-80-6   *Isocoumarins Plant Extracts. Chem Pharm Bull (Tokyo) 1992 Nov;40(11):3121-3
6-hydroxymellein  70901-60-9 1H-2-Benzopyran-1-one, 3,4-dihydro-6,8-dihydroxy-3-methyl-, (R)  *Isocoumarins Nerve Growth Factors. FEBS Lett 1991;288(1-2):219
7-amino-4-chloro-3-(3-isothiureidopropoxy)isocoumarin  113251-07-3   *Isocoumarins. Thromb Res 1990;58(2):191
agrimonolide-6-O-glucopyranoside  126223-29-8   *Glucosides *Isocoumarins Agrimonia. Yao Hsueh Hsueh Pao 1989;24(11):837
agrimonolide  21499-24-1   *Isocoumarins Agrimonia. Chung Hua I Hsueh Tsh Chih 1982;62(6):336
hydrangenol  480-47-7 3,4-dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one  *Isocoumarins Sweetening Agents Hydrangeaceae. Yakugaku Zasshi 1979;99(6):683
phyllodulcin  480-46-6 3,4-dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl) 1H-2-benzopyran-1-one  *Isocoumarins Sweetening Agents. Chem Pharm Bull (Tokyo) 23(12):3101;1975; Yakugaku Zasshi 94(9):1167;1974
5'-hydroxyasperentin 8-O-methyl ether  0 isocoumarin, 3,4-dihydro-6-hydroxy-8-methoxy-3-(5-hydroxy-6- methyltetrahydropyran-2-ylmethyl)  *Isocoumarins Mycotoxins. J Chem Soc (Perkin I) 22:2704;1973
4'-hydroxyasperentin  51484-09-4 1H-2-Benzopyran-1-one, 3,4-dihydro-6,8-dihydroxy-3-((tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-yl)methyl)  *Isocoumarins Mycotoxins. J Chem Soc (Perkin I):22:2704;1973
erythrocentaurin  50276-98-7 5-formyl-3,4-dihydroisocoumarin  *Isocoumarins. J Pharm Sci 63(6):944;1974
cladosporin  35818-31-6 3,4-dihydro-6,8-dihydroxy-3-(tetrahydro-6- methyl-2H-pyran-2-yl)methylisocoumarin  *Isocoumarins Mycotoxins. Arch Microbiol 116:253;1978; J Antibiot (Tokyo) 1979;32(9):952; J Antibiot (Tokyo) 24(11):747;1971; J Chem Soc 19(0):2400;1972

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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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