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Compounds

COMPOUND NPA022702

STRUCTURE
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PROPERTIES
NPAID NPA022702
CLUSTER ID 6973
NODE ID 4808
NAME Hinduchelin A
FORMULA C21H22N2O5
MOLECULAR WEIGHT (Da) 382.4160
ACCURATE MASS (Da) 382.1529
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptoalloteichus
ORIGIN SPECIES hindustanus
InChIKey XLYCPINEMIZSEN-INIZCTEOSA-N
InChI InChI=1S/C21H22N2O5/c1-13-18(20(25)22-12-16(24)14-8-5-4-6-9-14)23-21(28-13)15-10-7-11-17(26-2)19(15)27-3/h4-11,16,24H,12H2,1-3H3,(H,22,25)/t16-/m0/s1
SMILES COC1=CC=CC(C2=NC(C(=O)NC[C@H](O)C3=CC=CC=C3)=C(C)O2)=C1OC
ORIGINAL ISOLATION REFERENCE
CITATION He, Fei; Nakamura, Hitomi; Hoshino, Shotaro; Fong Chin, Joyce Seow; Yang, Liang; Zhang, Huiping; Hayashi, Fumiaki; Abe, Ikuro Hinduchelins A-D, Noncytotoxic Catechol Derivatives from Streptoalloteichus hindustanus Journal of Natural Products 2018 81 (6) 1493-1496.
DOI 10.1021/acs.jnatprod.8b00049 PMID 29792433
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Pseudonocardiales LPSN 85010
Family Pseudonocardiaceae LPSN 2070
Genus Streptoalloteichus LPSN 2016
SYNTHESES
CITATION 1 Childress ES; Garrison AT; Sheldon JR; Skaar EP; Lindsley CW Total Synthesis of Hinduchelins A-D, Stereochemical Revision of Hinduchelin A, and Biological Evaluation of Natural and Unnatural Analogues. Journal of Organic Chemistry 2019 84 (10) 6459-6464. DOI: 10.1021/acs.joc.9b00391 PMID: 31039303
REVISIONS
VERSION SMILES CITATION
Original Isolation CC1=C(N=C(O1)C2=C(C(=CC=C2)OC)OC)C(=O)NC[C@H](C3=CC=CC=C3)O He, Fei; Nakamura, Hitomi; Hoshino, Shotaro; Fong Chin, Joyce Seow; Yang, Liang; Zhang, Huiping; Hayashi, Fumiaki; Abe, Ikuro Hinduchelins A-D, Noncytotoxic Catechol Derivatives from Streptoalloteichus hindustanus Journal of Natural Products 2018 81 (6) 1493-1496. DOI: 10.1021/acs.jnatprod.8b00049 PMID: 29792433
2 COC1=CC=CC(C2=NC(C(=O)NC[C@H](O)C3=CC=CC=C3)=C(C)O2)=C1OC Childress ES; Garrison AT; Sheldon JR; Skaar EP; Lindsley CW Total Synthesis of Hinduchelins A-D, Stereochemical Revision of Hinduchelin A, and Biological Evaluation of Natural and Unnatural Analogues. Journal of Organic Chemistry 2019 84 (10) 6459-6464. DOI: 10.1021/acs.joc.9b00391 PMID: 31039303
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