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Compounds

COMPOUND NPA020445

STRUCTURE
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PROPERTIES
NPAID NPA020445
CLUSTER ID 6
NODE ID 6
NAME Hibarimicinone
FORMULA C45H48O21
MOLECULAR WEIGHT (Da) 924.8580
ACCURATE MASS (Da) 924.2688
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Microbispora
ORIGIN SPECIES rosea subsp. hibaria
InChIKey SSVUTDACAKUVQH-HAYJQOOLSA-N
InChI InChI=1S/C45H48O21/c1-6-8-42(60)40(58)32(54)24(46)14-11-12-10-13-16(25(47)15(12)38(56)44(14,42)61)26(48)20(37(65-5)34(13)63-3)19-27(49)17-18(30(52)36(19)64-4)28(50)21-22(29(17)51)39(57)45(62)23-31(53)33(55)41(59)43(45,9-7-2)66-35(21)23/h10,14,23-24,31-33,35,40-41,46-48,50-51,53-55,58-62H,6-9,11H2,1-5H3/t14-,23+,24+,31+,32-,33-,35+,40+,41+,42+,43?,44-,45-/m1/s1
SMILES CCC[C@@]1([C@H]([C@@H]([C@H]([C@@H]2[C@]1(C(=O)C3=C(C2)C=C4C(=C3O)C(=C(C(=C4OC)OC)C5=C(C(=O)C6=C(C5=O)C(=C7C(=C6O)[C@H]8[C@@H]9[C@@H]([C@H]([C@@H](C([C@@]9(C7=O)O)(O8)CCC)O)O)O)O)OC)O)O)O)O)O)O
ORIGINAL ISOLATION REFERENCE
CITATION CHO, SUNG IG; FUKAZAWA, HIDESUKE; HONMA, YOSHIO; KAJIURA, TAKAYUKI; HORI, HIROSHI; IGARASHI, YASUHIRO; FURUMAI, TAMOTSU; OKI, TOSHIKAZU; UEHARA, YOSHIMASA Effects of Hibarimicins and Hibarimicin-Related Compounds Produced by Microbispora on v-Src Kinase Activity and Growth and Differentiation of Human Myeloid Leukemia HL-60 Cells Journal of Antibiotics 2002 55 (3) 270-278.
DOI 10.7164/antibiotics.55.270 PMID 12014442
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptosporangiales LPSN 85012
Family Streptosporangiaceae LPSN 2004
Genus Microbispora LPSN 2005
SYNTHESES
CITATION 1 Tatsuta K; Hosokawa S Total synthesis of hibarimicinone, a v-Src tyrosine kinase inhibitor possessing the pseudo-dimer structure of tetracycline. Chemical Record 2014 14 (1) 28-40. DOI: 10.1002/tcr.201300020 PMID: 24734306
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