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Compounds

COMPOUND NPA007238

STRUCTURE
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PROPERTIES
NPAID NPA007238
CLUSTER ID 2433
NODE ID 1913
NAME Chrysamide B
FORMULA C26H28N4O8
MOLECULAR WEIGHT (Da) 524.5300
ACCURATE MASS (Da) 524.1907
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Penicillium
ORIGIN SPECIES chrysogenum SCSIO41001
InChIKey PNZUHMALUWDEMC-NNNIJISHSA-N
InChI InChI=1S/C26H28N4O8/c1-15-13-28(24(32)26(4)22(38-26)18-7-11-20(12-8-18)30(35)36)16(2)14-27(15)23(31)25(3)21(37-25)17-5-9-19(10-6-17)29(33)34/h5-12,15-16,21-22H,13-14H2,1-4H3/t15-,16-,21+,22+,25-,26-/m0/s1
SMILES C[C@H]1CN(C(=O)[C@@]2(C)O[C@@H]2C2=CC=C([N+](=O)[O-])C=C2)[C@@H](C)CN1C(=O)[C@@]1(C)O[C@@H]1C1=CC=C([N+](=O)[O-])C=C1
ORIGINAL ISOLATION REFERENCE
CITATION Chen, Shengtian; Wang, Junfeng; Lin, Xiuping; Zhao, Bingxin; Wei, Xiaoyi; Li, Guangqiang; Kaliaperumal, Kumaravel; Liao, Shengrong; Yang, Bin; Zhou, Xuefeng; Liu, Juan; Xu, Shihai; Liu, Yonghong Chrysamides A-C, Three Dimeric Nitrophenyl trans-Epoxyamides Produced by the Deep-Sea-Derived Fungus Penicillium chrysogenum SCSIO41001 Organic Letters 2016 18 (15) 3650-3653.
DOI 10.1021/acs.orglett.6b01699 PMID 27440074
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 C[C@@H]1CN([C@@H](CN1C(=O)[C@@]2([C@H](O2)C3=CC=C(C=C3)[N+](=O)[O-])C)C)C(=O)[C@@]4([C@H](O4)C5=CC=C(C=C5)[N+](=O)[O-])C Chen, Shengtian; Wang, Junfeng; Lin, Xiuping; Zhao, Bingxin; Wei, Xiaoyi; Li, Guangqiang; Kaliaperumal, Kumaravel; Liao, Shengrong; Yang, Bin; Zhou, Xuefeng; Liu, Juan; Xu, Shihai; Liu, Yonghong Chrysamides A-C, Three Dimeric Nitrophenyl trans-Epoxyamides Produced by the Deep-Sea-Derived Fungus Penicillium chrysogenum SCSIO41001 Organic Letters 2016 18 (15) 3650-3653. DOI: 10.1021/acs.orglett.6b01699 PMID: 27440074
2 C[C@H]1CN(C(=O)[C@@]2(C)O[C@@H]2C2=CC=C([N+](=O)[O-])C=C2)[C@@H](C)CN1C(=O)[C@@]1(C)O[C@@H]1C1=CC=C([N+](=O)[O-])C=C1 Chen, Jinhong; Li, Junfang; Zhu, Longqing; Peng, Xue; Feng, Yiyue; Lu, Yingmei; Hu, Xiaoling; Liang, Jianpin; Zhao, Quanyi; Wang, Zhen Total synthesis and structure revision of chrysamide B. Organic Chemistry Frontiers None 5 (23) 3402-3405. DOI: 10.1039/c8qo00949j
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