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Compounds

COMPOUND NPA014580

STRUCTURE
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PROPERTIES
NPAID NPA014580
CLUSTER ID 248
NODE ID 11
NAME Fellutamide B
FORMULA C27H49N5O7
MOLECULAR WEIGHT (Da) 555.7170
ACCURATE MASS (Da) 555.3632
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Penicillium
ORIGIN SPECIES purpurogenum G59
InChIKey MFXAGCQVWGPEJH-LRSLUSHPSA-N
InChI InChI=1S/C27H49N5O7/c1-4-5-6-7-8-9-10-11-20(34)15-25(37)31-22(16-24(29)36)27(39)32-21(12-13-23(28)35)26(38)30-19(17-33)14-18(2)3/h17-22,34H,4-16H2,1-3H3,(H2,28,35)(H2,29,36)(H,30,38)(H,31,37)(H,32,39)/t19-,20+,21-,22-/m0/s1
SMILES CCCCCCCCC[C@H](CC(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(C)C)C=O)O
ORIGINAL ISOLATION REFERENCE
CITATION Shigemori, Hideyuki; Wakuri, Shinobu; Yazawa, Kazunaga; Nakamura, Takemichi; Sasaki, Takuma; Kobayashi, Jun'ichi Fellutamides A and B, cytotoxic peptides from a marine fish-possessing fungus Penicillium fellutanum Tetrahedron 1991 47 (40) 8529-8534.
DOI 10.1016/s0040-4020(01)82396-6 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 Schneekloth JS; Sanders JL; Hines J; Crews CM Neurotrophic peptide aldehydes: solid phase synthesis of fellutamide B and a simplified analog. Bioorganic and Medicinal Chemistry Letters 2006 16 (14) 3855-3858. DOI: 10.1016/j.bmcl.2006.04.029 PMID: 16697191
CITATION 2 Giltrap AM; Cergol KM; Pang A; Britton WJ; Payne RJ Total synthesis of fellutamide B and deoxy-fellutamides B, C, and D. Marine Drugs 2013 11 (7) 2382-2397. DOI: 10.3390/md11072382 PMID: 23880930
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