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Compounds

COMPOUND NPA006940

STRUCTURE
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PROPERTIES
NPAID NPA006940
CLUSTER ID 1260
NODE ID 1068
NAME Trichodermamide B
FORMULA C20H19ClN2O8
MOLECULAR WEIGHT (Da) 450.8310
ACCURATE MASS (Da) 450.0830
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Trichoderma
ORIGIN SPECIES virens
InChIKey ROOWAKADKHUVSQ-OVCSSCHWSA-N
InChI InChI=1S/C20H19ClN2O8/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)22-18(25)11-8-20(27)14(21)6-4-12(24)17(20)31-23-11/h3-7,12,14,17,24,27H,8H2,1-2H3,(H,22,25)/t12-,14-,17+,20+/m1/s1
SMILES COC1=C(C2=C(C=C1)C=C(C(=O)O2)NC(=O)C3=NO[C@H]4[C@@H](C=C[C@H]([C@]4(C3)O)Cl)O)OC
ORIGINAL ISOLATION REFERENCE
CITATION Garo, Eliane; Starks, Courtney M.; Jensen, Paul R.; Fenical, William; Lobkovsky, Emil; Clardy, Jon Trichodermamides A and B, cytotoxic modified dipeptides from the marine-derived fungus Trichoderma virens Journal of Natural Products 2003 66 (3) 423-426.
DOI 10.1021/np0204390 PMID 12662106
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 Lu CD; Zakarian A Total synthesis of (+/-)--trichodermamide B and of a putative biosynthetic precursor to aspergillazine a using an oxaza-cope rearrangement. Angewandte Chemie International Edition 2008 47 (36) 6829-6831. DOI: 10.1002/anie.200801652 PMID: 18651690
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