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Compounds

COMPOUND NPA022090

STRUCTURE
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PROPERTIES
NPAID NPA022090
CLUSTER ID 394
NODE ID 11
NAME Versiquinazoline H
FORMULA C25H24N4O4
MOLECULAR WEIGHT (Da) 444.4910
ACCURATE MASS (Da) 444.1798
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Aspergillus
ORIGIN SPECIES versicolor LZD-14-1
InChIKey UUHMOOKGLMRCGV-FJVADALBSA-N
InChI InChI=1S/C25H24N4O4/c1-3-14(2)20-23(32)28-18-11-7-5-9-16(18)25(33)12-19(22(31)29(20)24(25)28)27-13-26-17-10-6-4-8-15(17)21(27)30/h4-11,13-14,19-20,24,33H,3,12H2,1-2H3/t14-,19+,20-,24-,25+/m0/s1
SMILES CC[C@H](C)[C@H]1C(=O)N2C3=CC=CC=C3[C@]3(O)C[C@@H](N4C=NC5=CC=CC=C5C4=O)C(=O)N1[C@H]23
ORIGINAL ISOLATION REFERENCE
CITATION Cheng, Zhongbin; Lou, Lanlan; Liu, Dong; Li, Xiaodan; Proksch, Peter; Yin, Sheng; Lin, Wenhan Versiquinazolines A-K, Fumiquinazoline-Type Alkaloids from the Gorgonian-Derived Fungus Aspergillus versicolor LZD-14-1 Journal of Natural Products 2016 79 (11) 2941-2952.
DOI 10.1021/acs.jnatprod.6b00801 PMID 27933898
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 Aspergillus MycoBank 5052
REVISIONS
VERSION SMILES CITATION
Original Isolation CCC(C)[C@@H]1C(=O)N2[C@@H]3N1C(=O)[C@H](C[C@@]3(C4=CC=CC=C42)O)N5C=NC6=CC=CC=C6C5=O Cheng, Zhongbin; Lou, Lanlan; Liu, Dong; Li, Xiaodan; Proksch, Peter; Yin, Sheng; Lin, Wenhan Versiquinazolines A-K, Fumiquinazoline-Type Alkaloids from the Gorgonian-Derived Fungus Aspergillus versicolor LZD-14-1 Journal of Natural Products 2016 79 (11) 2941-2952. DOI: 10.1021/acs.jnatprod.6b00801 PMID: 27933898
2 CC[C@H](C)[C@H]1C(=O)N2C3=CC=CC=C3[C@]3(O)C[C@@H](N4C=NC5=CC=CC=C5C4=O)C(=O)N1[C@H]23 Wu, Jiang-Feng; Huang, Pei-Qiang Concise, enantioselective total syntheses of both the proposed and revised structures of (−)-versiquinazoline H Chinese Chemical Letters 2020 31 (1) 61-63. DOI: 10.1016/j.cclet.2019.06.043
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