Loading...

Loading...

Compounds

COMPOUND NPA008751

STRUCTURE
Image structure
EXPORT OPTIONS PNG JSON SDF
PROJECT MOLECULE TO GLOBAL VIEW See Global
EXTERNAL LINKS
npmrd logo unichem logo
PROPERTIES
NPAID NPA008751
CLUSTER ID 2367
NODE ID 1864
NAME 14-deoxy-oxacylododecindione
FORMULA C18H21ClO5
MOLECULAR WEIGHT (Da) 352.8140
ACCURATE MASS (Da) 352.1078
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Exserohilum
ORIGIN SPECIES rostratum
InChIKey SQFBFKKGAWCQAU-XHHWIUDKSA-N
InChI InChI=1S/C18H21ClO5/c1-9-5-4-6-10(2)18(23)16-12(7-15(22)24-11(9)3)17(19)14(21)8-13(16)20/h6,8-9,11,20-21H,4-5,7H2,1-3H3/b10-6+/t9-,11+/m0/s1
SMILES C/C1=C\CC[C@H](C)[C@@H](C)OC(=O)CC2=C(C1=O)C(O)=CC(O)=C2Cl
ORIGINAL ISOLATION REFERENCE
CITATION Richter, Julia; Sandjo, Louis P.; Liermann, Johannes C.; Opatz, Till; Erkel, Gerhard 4-Dechloro-14-deoxy-oxacyclododecindione and 14-deoxy-oxacylododecindione, two inhibitors of inducible connective tissue growth factor expression from the imperfect fungus Exserohilum rostratum Bioorganic and Medicinal Chemistry 2015 23 (3) 556-563.
DOI 10.1016/j.bmc.2014.12.004 PMID 25537529
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Dothideomycetes MycoBank 147541
Order Pleosporales MycoBank 92860
Family Pleosporaceae MycoBank 28556
Genus Exserohilum MycoBank 91493
REVISIONS
VERSION SMILES CITATION
Original Isolation CC1CC/C=C(/C(=O)C2=C(CC(=O)OC1C)C(=C(C=C2O)O)Cl)\C Richter, Julia; Sandjo, Louis P.; Liermann, Johannes C.; Opatz, Till; Erkel, Gerhard 4-Dechloro-14-deoxy-oxacyclododecindione and 14-deoxy-oxacylododecindione, two inhibitors of inducible connective tissue growth factor expression from the imperfect fungus Exserohilum rostratum Bioorganic and Medicinal Chemistry 2015 23 (3) 556-563. DOI: 10.1016/j.bmc.2014.12.004 PMID: 25537529
2 C/C1=C\CC[C@H](C)[C@@H](C)OC(=O)CC2=C(C1=O)C(O)=CC(O)=C2Cl Tauber, Johannes; Rohr, Markus; Walter, Thorsten; Schollmeyer, Dieter; Rahn-Hotze, Karin; Erkel, Gerhard; Opatz, Till A surprising switch in absolute configuration of anti-inflammatory macrolactones. Organic & Biomolecular Chemistry 2016 14 (15) 3695-8. DOI: 10.1039/c6ob00430j PMID: 27035902
CLASSYFIRE
Show Hide
NP CLASSIFIER
Show Hide