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Compounds

COMPOUND NPA014353

STRUCTURE
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PROPERTIES
NPAID NPA014353
CLUSTER ID 5128
NODE ID 3672
NAME Citrinalin B
FORMULA C25H31N3O5
MOLECULAR WEIGHT (Da) 453.5390
ACCURATE MASS (Da) 453.2264
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Penicillium
ORIGIN SPECIES citrinum
InChIKey QVBARITWSQCBBV-QBDGMKJCSA-N
InChI InChI=1S/C25H31N3O5/c1-22(2)11-16(29)19-17(33-22)8-7-15-20(19)26-21(30)25(15)12-24(28(31)32)13-27-9-5-6-14(27)10-18(24)23(25,3)4/h7-8,14,18H,5-6,9-13H2,1-4H3,(H,26,30)/t14-,18+,24-,25-/m0/s1
SMILES CC1(C)CC(=O)C2=C(C=CC3=C2NC(=O)[C@]32C[C@]3([N+](=O)[O-])CN4CCC[C@H]4C[C@@H]3C2(C)C)O1
ORIGINAL ISOLATION REFERENCE
CITATION Pimenta, Eli F.; Vita-Marques, Aline M.; Tininis, Aristeu; Seleghim, Mirna H. R.; Sette, Lara D.; Veloso, Katyuscya; Ferreira, Antonio G.; Williams, David E.; Patrick, Brian O.; Dalisay, Doralyn S.; Andersen, Raymond J.; Berlinck, Roberto G. S. Use of Experimental Design for the Optimization of the Production of New Secondary Metabolites by Two Penicillium Species Journal of Natural Products 2010 73 (11) 1821-1832.
DOI 10.1021/np100470h PMID 21053938
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
REVISIONS
VERSION SMILES CITATION
Original Isolation CC1(CC(=O)C2=C(O1)C=CC3=C2NC(=O)[C@]34C[C@]5(CN6CCC[C@@H]6C[C@@H]5C4(C)C)[N+](=O)[O-])C Pimenta, Eli F.; Vita-Marques, Aline M.; Tininis, Aristeu; Seleghim, Mirna H. R.; Sette, Lara D.; Veloso, Katyuscya; Ferreira, Antonio G.; Williams, David E.; Patrick, Brian O.; Dalisay, Doralyn S.; Andersen, Raymond J.; Berlinck, Roberto G. S. Use of Experimental Design for the Optimization of the Production of New Secondary Metabolites by Two Penicillium Species Journal of Natural Products 2010 73 (11) 1821-1832. DOI: 10.1021/np100470h PMID: 21053938
2 CC1(C)CC(=O)C2=C(C=CC3=C2NC(=O)[C@]32C[C@]3([N+](=O)[O-])CN4CCC[C@H]4C[C@@H]3C2(C)C)O1 Mercado-Marin, EV; Garcia-Reynaga, P; Romminger, S; Pimenta, EF; Romney, DK; Lodewyk, MW; Williams, DE; Andersen, RJ; Miller, SJ; Tantillo, DJ; Berlinck, RGS; Sarpong, R Total synthesis and isolation of citrinalin and cyclopiamine congeners. Nature 2014 509 (7500) 318-324. DOI: 10.1038/nature13273 PMID: 24828190
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