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Compounds

COMPOUND NPA010499

STRUCTURE
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PROPERTIES
NPAID NPA010499
CLUSTER ID 2290
NODE ID 1814
NAME Harzianic acid
FORMULA C19H27NO6
MOLECULAR WEIGHT (Da) 365.4260
ACCURATE MASS (Da) 365.1838
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Trichoderma
ORIGIN SPECIES harzianum
InChIKey FQSWTHMMNDRFAI-DJJJIMSYSA-N
InChI InChI=1S/C19H27NO6/c1-5-6-7-8-9-10-14(21)15-16(22)13(20(4)17(15)23)11-19(26,12(2)3)18(24)25/h7-10,12-13,21,26H,5-6,11H2,1-4H3,(H,24,25)/t13-,19-/m0/s1
SMILES CCCC=CC=CC(=C1C(=O)[C@@H](N(C1=O)C)C[C@](C(C)C)(C(=O)O)O)O
ORIGINAL ISOLATION REFERENCE
CITATION Vinale, Francesco; Flematti, Gavin; Sivasithamparam, Krishnapillai; Lorito, Matteo; Marra, Roberta; Skelton, Brian W.; Ghisalberti, Emilio L. Harzianic acid, an antifungal and plant growth promoting metabolite from Trichoderma harzianum Journal of Natural Products 2009 72 (11) 2032-2035.
DOI 10.1021/np900548p PMID 19894739
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Sordariomycetes MycoBank 147550
Order Hypocreales MycoBank 5125
Family Hypocreaceae MycoBank 5129
Genus Trichoderma MycoBank 5543
SYNTHESES
CITATION 1 Healy AR; Vinale F; Lorito M; Westwood NJ Total synthesis and biological evaluation of the tetramic acid based natural product harzianic acid and its stereoisomers. Organic Letters 2015 17 (3) 692-695. DOI: 10.1021/ol503717r PMID: 25629709
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