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Lactams, Macrocyclic

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Definition: LACTAMS forming compounds with a ring size of approximately 1-3 dozen atoms.      Other names Cyclams; Macrocyclic Lactams; Ansamycins
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
CH5164840  0   *Benzoquinones *Lactams, Macrocyclic Biotin HSP90 Heat-Shock Proteins/antagonists & inhibitors. Cancer Sci. 2012 Feb;103(2):342-9
4,5-dihydrothiazinogeldanamycin  0   *Thiazines *Lactams, Macrocyclic. Biosci Biotechnol Biochem. 2011;75(10):2042-5.
DHQ7 compound  0   *Lactams, Macrocyclic. J Antibiot (Tokyo). 2011 Jun;64(6):461-3
DHQ8 compound  0   *Lactams, Macrocyclic. J Antibiot (Tokyo). 2011 Jun;64(6):461-3
4,5-dihydro-19-S-methylgeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. J Antibiot (Tokyo). 2011 Jul;64(7):519-22
19-S-methylgeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. J Antibiot (Tokyo). 2011 Jul;64(7):519-22
4,5-dihydrogeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. Sheng Wu Gong Cheng Xue Bao. 2009 Jun;25(6):847-53
HSAF compound  0   *Lactams, Macrocyclic. J Am Chem Soc. 2011 Feb 2;133(4):643-5
gamitrinib-G4  0   *Guanidines *Lactams, Macrocyclic. J Clin Invest 2009 Mar;119(3):454-64
sceliphrolactam  0   *Lactams, Macrocyclic. Org Lett. 2011 Feb 18;13(4):752-5
heronamide C  0   *Lactams, Macrocyclic. Org Biomol chem 2010 Oct 21;8(20):4682-9
7-O-descarbamoyl-7-hydroxygeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. J Antibiot (Tokyo). 2010 Oct;63(10):623-5
autolytimycin  0   *Lactams, Macrocyclic. J Org Chem. 2010 May 7;75(9):2820-35
17-(2-(pyrrolidin-1-yl)ethyl)-amino-17-demethoxygeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. J Physiol Pharmacol. 2009 Sep;60(3):161-6
piceamycin  0   *Lactams, Macrocyclic. J Antibiot (Tokyo) 2009 Sep;62(9):513-8
DHQ3 compound  0   *Benzoquinones *Lactams, Macrocyclic. Chembiochem. 2009 May 4;10(7):1243-51
aburatubolactam A  0   *Lactams, Macrocyclic. Angew Chem Int Ed Engl. 2008;47(44):8499-501
4,5-dihydro-19-O-glycylgeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. J Antibiot (Tokyo) 2008 Jun;61(6):347-55
4,5-dihydro-7-O-descarbamoyl-7-hydroxy-19-O-glycylgeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. J Antibiot (Tokyo) 2008 Jun;61(6):347-55
DMAG-N-oxide  0   *Benzoquinones *Lactams, Macrocyclic. Oncogene 2008 Apr 10;27(17):2478-87
trierixin  0   *Lactams, Macrocyclic. J Antibiot (Tokyo) 2007 Sep;60(9):582-5
17-amino-17-demethoxygeldanomycin  0   *Benzoquinones *Lactams, Macrocyclic. Cancer Chemother Pharmacol 2008 Jan;61(1):39-45
4,4-difluoro-4-bora-3a,4a-diaza-s-indacene-geldanamycin  0   *Boron Compounds *Benzoquinones *Lactams, Macrocyclic. J Mol Biol 2007 Sep 14;372(2):287-97
(12S)-1,4,7,10-tetraazadicyclo(10,3,0)-pentadecane-3,11-dione  0   *Bicyclo Compounds, Heterocyclic *Lactams, Macrocyclic. J Phys Chem A. 2005 Mar 31;109(12):2878-86
17-aminogeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. J Med Chem 2006 Oct 19;49(21):6290-7
17-amino-17-demethoxygeldanamycin -C2-galactose  0   *Galactosides *Lactams, Macrocyclic. J Med Chem 2006 Oct 19;49(21):6290-7
4,5-epoxy-8-demethylgeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. J Nat Prod 2005 Apr;68(4):607-10
17-hexamethylenediamine-17-demethoxygeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. Biochem Biophys Res Commun 2005 May 6;330(2):561-4
17-(3-aminopropylamino)-17-demethoxygeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic HSP90 Heat-Shock Proteins. Cancer Res 2003 Nov 15;63(22):7876-82
CGH45  0   Lactams, Macrocyclic.
quinogeldanamycin  0   *Benzoquinones *Lactams, Macrocyclic. Org Lett 2002 Oct 3;4(20):3549-52
17-(dimethylaminoethylamino)-17-demethoxygeldanamycin  0 ((4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-(2-dimethylaminoethylamino)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo(16.3.1)docosa-4,6,10,18,21-pentaen-9-yl) carbamate  *Benzoquinones *Lactams, Macrocyclic HSP90 Heat-Shock Proteins. Cancer Chemother Pharmacol 2002 Jan;49(1):7-19
17-(allylamino)-17-demethoxygeldanamycin  0 ((4E,6E,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-19-(prop-2-enylamino)-2-azabicyclo(16.3.1)docosa-4,6,10,18,21-pentaen-9-yl) carbamate  *Benzoquinones *Lactams, Macrocyclic Protein-Serine-Threonine Kinases/antagonists & inhibitors HSP90 Heat-Shock Proteins/antagonists & inhibitors. Cancer Res 1998 Jun 1;58(11):2385-96
herbimycin B  76207-83-5 ((4E,6E,10Z)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo(16.3.1)docosa-4,6,10,18,21-pentaen-9-yl) carbamate  *Benzoquinones *Lactams, Macrocyclic. J Antibiot (Tokyo) 1980;33(10):1114; J Antibiot (Tokyo) 1980;33(7):781; J Antibiot (Tokyo) 32(4):255;1979
macbecin II  73341-73-8 ((4Z,6Z,10Z)-20,22-dihydroxy-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3-oxo-2-azabicyclo(16.3.1)docosa-4,6,10,19,21,23-hexaen-9-yl) carbamate  *Benzoquinones *Lactams, Macrocyclic HSP90 Heat-Shock Proteins. J Antibiot (Tokyo) 1980;33(2):199; Tetrahedron Lett 1980;21:309
macbecin I  73341-72-7 ((4E,6Z,8S,10E,12R,13S,16S,17R)-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3,20,22-trioxo-2-azabicyclo(16.3.1)docosa-4,6,10,18,21-pentaen-9-yl) carbamate  *Benzoquinones *Lactams, Macrocyclic HSP90 Heat-Shock Proteins. J Antibiot (Tokyo) 1980;33(2):199; Tetrahedron Lett 1980;21:309
herbimycin  70563-58-5 ((4E,6E,8S,9S,10E,12S,13R,14S,16S,17R)-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo(16.3.1)docosa-4,6,10,18,21-pentaen-9-yl) carbamate  *Benzoquinones *Lactams, Macrocyclic Protein-Tyrosine Kinases/antagonists & inhibitors HSP90 Heat-Shock Proteins.
Pharma Action Anti-Bacterial Agents ; Antibiotics, Antineoplastic ; Enzyme Inhibitors 		J Antibiot (Tokyo) 1980;33(10):1114; J Antibiot (Tokyo) 1980;33(7):781; J Antibiot (Tokyo) 32(4):255;1979
geldanamycin  30562-34-6   *Benzoquinones *Lactams, Macrocyclic Protein-Tyrosine Kinases/antagonists & inhibitors HSP90 Heat-Shock Proteins.
Pharma Action Antibiotics, Antineoplastic ; Antiviral Agents ; Enzyme Inhibitors ; Cysteine Proteinase Inhibitors 		Cancer Treat Rep 61(5):815;1977; J Am Chem Soc 99(10):3541;1977; J Antibiot (Tokyo) 23(9):442;1970; J Antibiot(Tokyo) 1979;32(8):849; Mol Pharmacol 14:422;1978; Proc Soc Exp Biol Med 155:461;1977

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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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