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Compounds

COMPOUND NPA017880

STRUCTURE
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PROPERTIES
NPAID NPA017880
CLUSTER ID 24
NODE ID 23
NAME Vialinin A
FORMULA C34H26O8
MOLECULAR WEIGHT (Da) 562.5740
ACCURATE MASS (Da) 562.1628
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Thelephora
ORIGIN SPECIES vialis
InChIKey NOJUKCRPSUMHQQ-UHFFFAOYSA-N
InChI InChI=1S/C34H26O8/c35-25-15-11-23(12-16-25)29-31(39)32(40)30(24-13-17-26(36)18-14-24)34(42-28(38)20-22-9-5-2-6-10-22)33(29)41-27(37)19-21-7-3-1-4-8-21/h1-18,35-36,39-40H,19-20H2
SMILES C1=CC=C(C=C1)CC(=O)OC2=C(C(=C(C(=C2C3=CC=C(C=C3)O)O)O)C4=CC=C(C=C4)O)OC(=O)CC5=CC=CC=C5
ORIGINAL ISOLATION REFERENCE
CITATION XIE, Chun; KOSHINO, Hiroyuki; ESUMI, Yasuaki; TAKAHASHI, Shunya; YOSHIKAWA, Kunie; ABE, Naoki Vialinin A, a Novel 2,2-Diphenyl-1-picrylhydrazyl (DPPH) Radical Scavenger from an Edible Mushroom in China Bioscience Biotechnology and Biochemistry 2005 69 (12) 2326-2332.
DOI 10.1271/bbb.69.2326 PMID 16377890
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Basidiomycota MycoBank 5204
Class Agaricomycetes MycoBank 155619
Order Thelephorales MycoBank 56487
Family Thelephoraceae MycoBank 56488
Genus Thelephora MycoBank 56489
SYNTHESES
CITATION 1 Fujiwara K; Sato T; Sano Y; Norikura T; Katoono R; Suzuki T; Matsue H Total synthesis of thelephantin O, vialinin A/terrestrin A, and terrestrins B-D. Journal of Organic Chemistry 2012 77 (11) 5161-5166. DOI: 10.1021/jo300565s PMID: 22571724
CITATION 2 Ye YQ; Koshino H; Onose J; Yoshikawa K; Abe N; Takahashi S First total synthesis of vialinin A, a novel and extremely potent inhibitor of TNF-alpha production. Organic Letters 2007 9 (21) 4131-4. DOI: 10.1021/ol701590b PMID: 17850091
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