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Compounds

COMPOUND NPA009142

STRUCTURE
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PROPERTIES
NPAID NPA009142
CLUSTER ID 193
NODE ID 181
NAME Marcfortine B
FORMULA C27H33N3O4
MOLECULAR WEIGHT (Da) 463.5780
ACCURATE MASS (Da) 463.2471
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Penicillium
ORIGIN SPECIES roqueforti
InChIKey SGIZPBSMKAKPSO-KVPGOQOISA-N
InChI InChI=1S/C27H33N3O4/c1-23(2)10-12-33-20-17(34-23)8-7-16-19(20)28-22(32)27(16)14-25-15-30-11-6-5-9-26(30,21(31)29-25)13-18(25)24(27,3)4/h7-8,10,12,18H,5-6,9,11,13-15H2,1-4H3,(H,28,32)(H,29,31)/t18-,25-,26+,27-/m1/s1
SMILES CC1(C=COC2=C(O1)C=CC3=C2NC(=O)[C@@]34C[C@@]56CN7CCCC[C@]7(C[C@@H]5C4(C)C)C(=O)N6)C
ORIGINAL ISOLATION REFERENCE
CITATION Prange, Thierry; Billion, Marie-Annick; Vuilhorgne, Marc; Pascard, Claudine; Polonsky, Judith; Moreau, Serge STRUCTURES OF MARCFORTINE B AND C (X-RAY ANALYSIS), ALKALOIDS FROM PENICILLIUM ROQUEFORTI Tetrahedron Letters 1981 22 (21) 1977-1980.
DOI 10.1016/s0040-4039(01)92883-7 PMID -
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Eurotiomycetes MycoBank 147545
Order Eurotiales MycoBank 5042
Family Aspergillaceae MycoBank 1131492
Genus Penicillium MycoBank 5073
SYNTHESES
CITATION 1 Trost BM; Cramer N; Bernsmann H Concise total synthesis of (+/-)-marcfortine B. Journal of the American Chemical Society 2007 129 (11) 3086-3087. DOI: 10.1021/ja070142u PMID: 17315880
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