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Compounds

COMPOUND NPA018676

STRUCTURE
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PROPERTIES
NPAID NPA018676
CLUSTER ID 378
NODE ID 341
NAME Antroquinonol
FORMULA C24H38O4
MOLECULAR WEIGHT (Da) 390.5640
ACCURATE MASS (Da) 390.2770
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Antrodia
ORIGIN SPECIES camphorata
InChIKey LJTSIMVOOOLKOL-FNRDIUJOSA-N
InChI InChI=1S/C24H38O4/c1-16(2)10-8-11-17(3)12-9-13-18(4)14-15-20-19(5)21(25)23(27-6)24(28-7)22(20)26/h10,12,14,19-20,22,26H,8-9,11,13,15H2,1-7H3/b17-12+,18-14+/t19-,20-,22-/m1/s1
SMILES C[C@@H]1[C@H]([C@H](C(=C(C1=O)OC)OC)O)C/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
ORIGINAL ISOLATION REFERENCE
CITATION Lee, Tzong-Huei; Lee, Ching-Kuo; Tsou, Wan-Lin; Liu, Sheng-Yung; Kuo, Mao-Tien; Wen, Wu-Che A New Cytotoxic Agent from Solid-State Fermented Mycelium of Antrodia camphorata Planta Medica 2007 73 (13) 1412-1415.
DOI 10.1055/s-2007-990232 PMID 17932820
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Basidiomycota MycoBank 5204
Class Agaricomycetes MycoBank 155619
Order Polyporales MycoBank 5303
Family Fomitopsidaceae MycoBank 1769247
Genus Antrodia MycoBank 40415
SYNTHESES
CITATION 1 Sulake RS; Chen C Total synthesis of (+)-antroquinonol and (+)-antroquinonol D. Organic Letters 2015 17 (5) 1138-41. DOI: 10.1021/acs.orglett.5b00046 PMID: 25679542
CITATION 2 Sulake RS; Lin HH; Hsu CY; Weng CF; Chen C Synthesis of (+)-Antroquinonol: An Antihyperglycemic Agent. Journal of Organic Chemistry 2015 80 (12) 6044-51. DOI: 10.1021/acs.joc.5b00345 PMID: 26039178
CITATION 3 Wang X; Du C; Hong B; Lei X Total synthesis of (±)-antroquinonol. Organic & Biomolecular Chemistry 2019 17 (7) 1754-1757. DOI: 10.1039/c8ob02494d PMID: 30418462
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