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Compounds

COMPOUND NPA020192

STRUCTURE
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PROPERTIES
NPAID NPA020192
CLUSTER ID 6406
NODE ID 1250
NAME Haenamindole
FORMULA C29H28N4O5
MOLECULAR WEIGHT (Da) 512.5660
ACCURATE MASS (Da) 512.2060
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Penicillium
ORIGIN SPECIES sp. KCB12F005
InChIKey IAICBPZDIBCDOH-RHSHIPIZSA-N
InChI InChI=1S/C29H28N4O5/c34-25-16-21(19-11-5-2-6-12-19)31-28-29(37,20-13-7-8-14-23(20)32(25)28)17-24-26(35)30-22(27(36)33(24)38)15-18-9-3-1-4-10-18/h1-14,21-22,24,28,31,37-38H,15-17H2,(H,30,35)/t21-,22+,24+,28+,29+/m0/s1
SMILES O=C1N[C@H](CC2=CC=CC=C2)C(=O)N(O)[C@@H]1C[C@@]1(O)C2=CC=CC=C2N2C(=O)C[C@@H](C3=CC=CC=C3)N[C@H]21
ORIGINAL ISOLATION REFERENCE
CITATION Kim, Jong Won; Ko, Sung-Kyun; Son, Sangkeun; Shin, Kee-Sun; Ryoo, In-Ja; Hong, Young-Soo; Oh, Hyuncheol; Hwang, Bang Yeon; Hirota, Hiroshi; Takahashi, Shunji; Kim, Bo Yeon; Osada, Hiroyuki; Jang, Jae-Hyuk; Ahn, Jong Seog Haenamindole, an unusual diketopiperazine derivative from a marine-derived Penicillium sp. KCB12F005 Bioorganic and Medicinal Chemistry Letters 2015 25 (22) 5398-5401.
DOI 10.1016/j.bmcl.2015.09.026 PMID 26403931
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@@]1([C@@H]2N[C@@H](CC(=O)N2C3=CC=CC=C31)C4=CC=CC=C4)C[C@@H]5C(=O)N[C@H](C(=O)N5O)CC6CCCCC6 Kim, Jong Won; Ko, Sung-Kyun; Son, Sangkeun; Shin, Kee-Sun; Ryoo, In-Ja; Hong, Young-Soo; Oh, Hyuncheol; Hwang, Bang Yeon; Hirota, Hiroshi; Takahashi, Shunji; Kim, Bo Yeon; Osada, Hiroyuki; Jang, Jae-Hyuk; Ahn, Jong Seog Haenamindole, an unusual diketopiperazine derivative from a marine-derived Penicillium sp. KCB12F005 Bioorganic and Medicinal Chemistry Letters 2015 25 (22) 5398-5401. DOI: 10.1016/j.bmcl.2015.09.026 PMID: 26403931
2 O=C1N[C@H](CC2=CC=CC=C2)C(=O)N(O)[C@@H]1C[C@@]1(O)C2=CC=CC=C2N2C(=O)C[C@@H](C3=CC=CC=C3)N[C@H]21 Song, Fuhang; He, Hongtao; Ma, Rong; Xiao, Xue; Wei, Qi; Wang, Qinqin; Ji, Zengchun; Dai, Huanqin; Zhang, Lixin; Capon, Robert J. Structure revision of the Penicillium alkaloids haenamindole and citreoindole Tetrahedron Letters 2016 57 (34) 3851-3852. DOI: 10.1016/j.tetlet.2016.07.049
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