2.02012-07-30 14:54:59 -06002015-06-03 17:20:55 -0600ECMDB21218M2MDB001626FerrichromeFerrichrome is a cyclic hexa-peptide that forms a complex with iron atoms. It is a siderophore composed of three glycine and three modified ornithine residues with hydroxamate groups [-N(OH)C(=O)C-]. The 6 oxygen atoms from the three hydroxamate groups bind Fe(III) in near perfect octahedral coordination.(cyclo{glycyl-N5-(hydroxy-kappaO)-N5-[1-(oxo-kappaO)ethyl]-L-ornithyl-N5-(hydroxy-kappaO)-N5-[1-(oxo-kappaO)ethyl]-L-ornithyl-N5-(hydroxy-kappaO)-N5-[1-(oxo-kappaO)ethyl]-L-ornithylglycylglycyl})ironFerrichromeC27H42FeN9O12740.52740.2302349861-{3,29-diacetyl-9,12,15,18,21,34-hexahydroxy-2,27,28-trioxa-3,8,11,14,17,20,26,29,33-nonaaza-1-ferratricyclo[17.8.5.2⁷,²²]tetratriaconta-8,11,14,17,20,33-hexaen-26-yl}ethan-1-one1-{3,29-diacetyl-9,12,15,18,21,34-hexahydroxy-2,27,28-trioxa-3,8,11,14,17,20,26,29,33-nonaaza-1-ferratricyclo[17.8.5.2⁷,²²]tetratriaconta-8,11,14,17,20,33-hexaen-26-yl}ethanone15630-64-5CC(=O)N1CCCC2N=C(O)CN=C(O)CN=C(O)CN=C(O)C3CCCN(O[Fe](O1)ON(CCCC(N=C2O)C(O)=N3)C(C)=O)C(C)=OInChI=1S/C27H42N9O12.Fe/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39;/h19-21H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44);/q-3;+3GGUNGDGGXMHBMJ-UHFFFAOYSA-NCytosolExtra-organismPeriplasmlogp0.04logs-3.71solubility1.45e-01 g/llogp0.34pka_strongest_acidic1.86pka_strongest_basic4.67iupac1-{3,29-diacetyl-9,12,15,18,21,34-hexahydroxy-2,27,28-trioxa-3,8,11,14,17,20,26,29,33-nonaaza-1-ferratricyclo[17.8.5.2⁷,²²]tetratriaconta-8,11,14,17,20,33-hexaen-26-yl}ethan-1-oneaverage_mass740.52mono_mass740.230234986smilesCC(=O)N1CCCC2N=C(O)CN=C(O)CN=C(O)CN=C(O)C3CCCN(O[Fe](O1)ON(CCCC(N=C2O)C(O)=N3)C(C)=O)C(C)=OformulaC27H42FeN9O12inchiInChI=1S/C27H42N9O12.Fe/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39;/h19-21H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44);/q-3;+3inchikeyGGUNGDGGXMHBMJ-UHFFFAOYSA-Npolar_surface_area284.16refractivity161.55polarizability68.22rotatable_bond_count0acceptor_count18donor_count6physiological_charge0formal_charge0Specdb::MsMs36638Specdb::MsMs36639Specdb::MsMs36640Specdb::MsMs39086Specdb::MsMs39087Specdb::MsMs3908864425125520C062285019CPD0-2241FerrichromeIron(3+)-hydroxamate import ATP-binding protein fhuCP07821FHUC_ECOLIfhuChttp://ecmdb.ca/proteins/P07821.xmlIron(3+)-hydroxamate import system permease protein fhuBP06972FHUB_ECOLIfhuBhttp://ecmdb.ca/proteins/P06972.xmlIron(3+)-hydroxamate-binding protein fhuDP07822FHUD_ECOLIfhuDhttp://ecmdb.ca/proteins/P07822.xmlIron(3+)-hydroxamate import ATP-binding protein fhuCP07821FHUC_ECOLIfhuChttp://ecmdb.ca/proteins/P07821.xmlIron(3+)-hydroxamate import system permease protein fhuBP06972FHUB_ECOLIfhuBhttp://ecmdb.ca/proteins/P06972.xmlFerrichrome-iron receptorP06971FHUA_ECOLIfhuAhttp://ecmdb.ca/proteins/P06971.xmlBiopolymer transport protein exbBP0ABU7EXBB_ECOLIexbBhttp://ecmdb.ca/proteins/P0ABU7.xmlBiopolymer transport protein exbDP0ABV2EXBD_ECOLIexbDhttp://ecmdb.ca/proteins/P0ABV2.xmlProtein tonBP02929TONB_ECOLItonBhttp://ecmdb.ca/proteins/P02929.xmlIron(3+)-hydroxamate-binding protein fhuDP07822FHUD_ECOLIfhuDhttp://ecmdb.ca/proteins/P07822.xmlAdenosine triphosphate + Water + Ferrichrome > ADP + Ferrichrome + Hydrogen ion + PhosphateAdenosine triphosphate + Water + Ferrichrome > ADP + Ferrichrome + Hydrogen ion + PhosphateFe3+ + Ferrichrome minus Fe(III) > Ferrichrome