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Compounds

COMPOUND NPA001688

STRUCTURE
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PROPERTIES
NPAID NPA001688
CLUSTER ID 1081
NODE ID 930
NAME Communesin I
FORMULA C33H42N4O3
MOLECULAR WEIGHT (Da) 542.7240
ACCURATE MASS (Da) 542.3257
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Penicillium
ORIGIN SPECIES expansum Y32
InChIKey COSCMJYSYBZWIO-STNQXKNUSA-N
InChI InChI=1S/C33H42N4O3/c1-6-10-20(38)19-25(39)36-18-16-33-22-12-7-8-13-23(22)34-29-32(33)15-17-37(31(33,36)4)27(28-30(2,3)40-28)21-11-9-14-24(26(21)32)35(29)5/h7-9,11-14,20,27-29,34,38H,6,10,15-19H2,1-5H3/t20-,27+,28-,29-,31+,32-,33?/m1/s1
SMILES CCC[C@@H](O)CC(=O)N1CCC23C4=CC=CC=C4N[C@@H]4N(C)C5=CC=CC6=C5[C@]42CCN([C@@H]6[C@H]2OC2(C)C)[C@]13C
ORIGINAL ISOLATION REFERENCE
CITATION Fan, Ya-Qin; Li, Pei-Hai; Chao, Ya-Xi; Chen, Hao; Du, Ning; He, Qiu-Xia; Liu, Ke-Chun Alkaloids with cardiovascular effects from the marine-derived fungus Penicillium expansum Y32 Marine Drugs 2015 13 (10) 6489-6504.
DOI 10.3390/md13106489 PMID 26506361
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
REVISIONS
VERSION SMILES CITATION
Original Isolation CCC[C@@H](CC(=O)N1CC[C@]23[C@H]1N4CC[C@]25[C@H](NC6=CC=CC=C36)N(C7=CC=CC(=C57)[C@H]4[C@@H]8C(O8)(C)C)C)O Fan, Ya-Qin; Li, Pei-Hai; Chao, Ya-Xi; Chen, Hao; Du, Ning; He, Qiu-Xia; Liu, Ke-Chun Alkaloids with cardiovascular effects from the marine-derived fungus Penicillium expansum Y32 Marine Drugs 2015 13 (10) 6489-6504. DOI: 10.3390/md13106489 PMID: 26506361
2 CCC[C@@H](O)CC(=O)N1CCC23C4=CC=CC=C4N[C@@H]4N(C)C5=CC=CC6=C5[C@]42CCN([C@@H]6[C@H]2OC2(C)C)[C@]13C Pompeo, Matthew M; Cheah, Jaime H; Movassaghi, Mohammad Total Synthesis and Anti-Cancer Activity of All Known Communesin Alkaloids and Related Derivatives. Journal of the American Chemical Society 2019 141 (36) 14411-14420. DOI: 10.1021/jacs.9b07397 PMID: 31422662
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