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Compounds

COMPOUND NPA002638

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PROPERTIES
NPAID NPA002638
CLUSTER ID 1553
NODE ID 1275
NAME Pramanicin
FORMULA C19H31NO6
MOLECULAR WEIGHT (Da) 369.4580
ACCURATE MASS (Da) 369.2151
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Unknown-fungus
ORIGIN SPECIES ascomycotina
InChIKey BOWRHOKHYKPEAR-JLWRCVEWSA-N
InChI InChI=1S/C19H31NO6/c1-2-3-4-5-6-7-8-9-14-15(26-14)10-11-16(22)19(25)17(23)13(12-21)20-18(19)24/h10-11,13-15,17,21,23,25H,2-9,12H2,1H3,(H,20,24)/b11-10+/t13-,14+,15-,17-,19+/m0/s1
SMILES CCCCCCCCC[C@H]1O[C@H]1/C=C/C(=O)[C@]1(O)C(=O)N[C@@H](CO)[C@@H]1O
ORIGINAL ISOLATION REFERENCE
CITATION Schwartz, Robert E.; Helms, Gregory L.; Bolessa, Evon A.; Wilson, Kenneth E.; Giacobbe, Robert A.; Tkacz, Jan S.; Bills, Gerald F.; Liesch, Jerrold M.; Zink, Deborah L.; Curotto, James E.; Pramanik, Barnali; Onishi, Janet C. Pramanicin, a novel antimicrobial agent from a fungal fermentation Tetrahedron 1994 50 (6) 1675-1686.
DOI 10.1016/s0040-4020(01)80843-7 PMID -
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Genus Unknown-fungus MycoBank -
REVISIONS
VERSION SMILES CITATION
Original Isolation CCCCCCCCCC1C(O1)/C=C/C(=O)C2(C(C(NC2=O)CO)O)O Schwartz, Robert E.; Helms, Gregory L.; Bolessa, Evon A.; Wilson, Kenneth E.; Giacobbe, Robert A.; Tkacz, Jan S.; Bills, Gerald F.; Liesch, Jerrold M.; Zink, Deborah L.; Curotto, James E.; Pramanik, Barnali; Onishi, Janet C. Pramanicin, a novel antimicrobial agent from a fungal fermentation Tetrahedron 1994 50 (6) 1675-1686. DOI: 10.1016/s0040-4020(01)80843-7
2 CCCCCCCCC[C@H]1O[C@H]1/C=C/C(=O)[C@]1(O)C(=O)N[C@@H](CO)[C@@H]1O Barrett, Anthony G. M.; Head, John; Smith, Marie L.; Stock, Nicholas S.; White, A. J. P.; Williams, D. J. Fleming−Tamao Oxidation and Masked Hydroxyl Functionality:  Total Synthesis of (+)-Pramanicin and Structural Elucidation of the Antifungal Natural Product (−)-Pramanicin. Journal of Organic Chemistry 1999 64 (16) 6005-6018. DOI: 10.1021/jo9905672
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