{"id":9012,"npaid":"NPA009012","original_name":"Desferrioxamine B","mol_formula":"C25H48N6O8","mol_weight":"560.6930","exact_mass":"560.3534","inchikey":"UBQYURCVBFRUQT-UHFFFAOYSA-N","smiles":"CC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCN)O)O)O","cluster_id":501,"node_id":450,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C25H48N6O8/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34)","m_plus_h":"561.3607","m_plus_na":"583.3426","origin_reference":{"doi":"10.1002/hlca.19630460433","pmid":null,"authors":"H. Bickel H. Keberle E. Vischer","title":"Stoffwechselprodukte von Mikroorganismen. 43. Mitteilung. Zur Kenntnis von Desferrioxamin B (Metabolites of microorganisms. 43rd communication. To note desferrioxamine B)","journal":"Helvetica Chimica Acta","year":1963,"volume":"46","issue":"4","pages":"1385-1389"},"origin_organism":{"id":97,"type":"Bacterium","genus":"Unknown-bacterium","species":"sp.","taxon":{"id":563,"name":"Unknown-bacterium","rank":"genus","taxon_db":"lpsn","external_id":null,"ncbi_id":null,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1002/hlca.19630460433","structure_smiles":"CC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCN)O)O)O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0000940"},{"external_db_name":"mibig","external_db_code":"BGC0000941"},{"external_db_name":"mibig","external_db_code":"BGC0002305"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00001059065%3%Desferrioxamine&B"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003739979%3%Desferrioxamine&B"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005435926%3%Desferrioxamine&B&+&Al&(M-2H+Al)"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005435927%3%Deferoxamine"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000079678%1%MLS002702118-01!Deferroxamine"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000848497%NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N%1!CCMSLIB00000848498%NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N%1!CCMSLIB00000847319%NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000072100%Desferrioxamine B%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003134607%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003134671%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003135047%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003135563%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003135712%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003135891%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003136339%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003137069%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003138086%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003139590%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003139877%Spectral Match to Desferrioxamine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009945880%Suspect related to Desferrioxamine (predicted molecular formula: C27H48N6O9) with delta m/z 39.994 (putative explanation: extra OH sodium adduct|Glyoxal-derived hydroimiadazolone|S-carbamoylmethylcysteine cyclization (N-terminus)|unspecified; atomic difference: 1H,1O|2C,1O|2C,1O|2C,1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009945881%Suspect related to Desferrioxamine (predicted molecular formula: unknown) with delta m/z 84.102 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968956%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula: C24H46N6O8) with delta m/z -14.016 (putative explanation: Ala->Gly substitution|Gln->Asn substitution|Glu->Asp substitution|Leu/Ile->Val substitution|Thr->Ser substitution; atomic difference: -1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968957%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula: C25H46N8O8) with delta m/z 25.979 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968958%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula: C38H48O6) with delta m/z 39.994 (putative explanation: extra OH sodium adduct|Glyoxal-derived hydroimiadazolone|S-carbamoylmethylcysteine cyclization (N-terminus)|unspecified; atomic difference: 1H,1O|2C,1O|2C,1O|2C,1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968959%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula: C29H56N4O11) with delta m/z 76.031 (putative explanation: Acrolein addition +76|Ala->Phe substitution|Ser->Tyr substitution|unspecified; atomic difference: 6C,4H|6C,4H|6C,4H|6C,4H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968960%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula: C27H56N12O6) with delta m/z 84.094 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009992435%Suspect related to Spectral Match to Desferrioxamine from NIST14 (predicted molecular formula: C22H46N12O6) with delta m/z 14.016 (putative explanation: Asn->Gln substitution|Asp->Glu substitution|Gly->Ala substitution|Methylation|Ser->Thr substitution|Val->Leu/Ile substitution|chain elongation; atomic difference: 1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009992437%Suspect related to Spectral Match to Desferrioxamine from NIST14 (predicted molecular formula: C26H54N12O6) with delta m/z 70.078 (putative explanation: Labeling transglutaminase substrate on glutamine side chain|unspecified; atomic difference: 5C,10H|5C,10H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009992441%Suspect related to Spectral Match to Desferrioxamine from NIST14 (predicted molecular formula: C35H62N10O4) with delta m/z 126.141 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012106083%Suspect related to Desferrioxamine (predicted molecular formula SIRIUS: C27H48N6O9 / BUDDY: C27H48N6O9) with delta m/z 39.994 (putative explanation: extra OH sodium adduct|Glyoxal-derived hydroimiadazolone|S-carbamoylmethylcysteine cyclization (N-terminus)|unspecified; atomic difference: 1H,1O|2C,1O|2C,1O|2C,1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000531491%3%Desferrioxamine&B"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000531493%3%Desferrioxamine&B&+&Al&(M-2H+Al)"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012152640%Suspect related to Spectral Match to Desferrioxamine from NIST14 (predicted molecular formula SIRIUS: C26H54N12O6 / BUDDY: C36H58N2O7) with delta m/z 70.078 (putative explanation: Labeling transglutaminase substrate on glutamine side chain|unspecified; atomic difference: 5C,10H|5C,10H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012152644%Suspect related to Spectral Match to Desferrioxamine from NIST14 (predicted molecular formula SIRIUS: C35H62N10O4 / BUDDY: C45H66O5) with delta m/z 126.141 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000075313%3%Desferrioxamine&B"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012106084%Suspect related to Desferrioxamine (predicted molecular formula SIRIUS: unknown / BUDDY: unknown) with delta m/z 84.102 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012129159%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula SIRIUS: C24H46N6O8 / BUDDY: C35H46O5) with delta m/z -14.016 (putative explanation: Ala->Gly substitution|Gln->Asn substitution|Glu->Asp substitution|Leu/Ile->Val substitution|Thr->Ser substitution; atomic difference: -1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H) [M+Na]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012129160%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula SIRIUS: C25H46N8O8 / BUDDY: C37H46O6) with delta m/z 25.979 (putative explanation: unspecified; atomic difference: unspecified) [M+Na]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012129161%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula SIRIUS: C38H48O6 / BUDDY: C38H48O6) with delta m/z 39.994 (putative explanation: extra OH sodium adduct|Glyoxal-derived hydroimiadazolone|S-carbamoylmethylcysteine cyclization (N-terminus)|unspecified; atomic difference: 1H,1O|2C,1O|2C,1O|2C,1O) [M+Na]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012129162%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula SIRIUS: C29H56N4O11 / BUDDY: C35H56O10) with delta m/z 76.031 (putative explanation: Acrolein addition +76|Ala->Phe substitution|Ser->Tyr substitution|unspecified; atomic difference: 6C,4H|6C,4H|6C,4H|6C,4H) [M+Na]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012129163%Suspect related to NCGC00178802-07!N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide (predicted molecular formula SIRIUS: C27H56N12O6 / BUDDY: C42H60O5) with delta m/z 84.094 (putative explanation: unspecified; atomic difference: unspecified) [M+Na]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012152638%Suspect related to Spectral Match to Desferrioxamine from NIST14 (predicted molecular formula SIRIUS: C22H46N12O6 / BUDDY: C37H50O5) with delta m/z 14.016 (putative explanation: Asn->Gln substitution|Asp->Glu substitution|Gly->Ala substitution|Methylation|Ser->Thr substitution|Val->Leu/Ile substitution|chain elongation; atomic difference: 1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H) [M+H]+%4"},{"external_db_name":"npmrd","external_db_code":"NP0324755"},{"external_db_name":"cmmc","external_db_code":"https://cmmc-kb.gnps2.org/structurepage/?inchikey=UBQYURCVBFRUQT-UHFFFAOYSA-N"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000265","name":"Carboxylic acids and derivatives","chemont_id":"CHEMONTID:0000265","description":"Compounds containing a carboxylic acid group with the formula -C(=O)OH or a derivative thereof."},"smiles":"CC(=O)N(O)CCCCCN=C(O)CCC(=O)N(O)CCCCCN=C(O)CCC(=O)N(O)CCCCCN","kingdom":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000000","name":"Organic compounds","chemont_id":"CHEMONTID:0000000","description":"Compounds that contain at least one carbon atom, excluding isocyanide/cyanide and their non-hydrocarbyl derivatives, thiophosgene, carbon diselenide, carbon monosulfide, carbon disulfide, carbon subsulfide, carbon monoxide, carbon dioxide, Carbon suboxide, and dicarbon monoxide."},"inchikey":"InChIKey=UBQYURCVBFRUQT-UHFFFAOYSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001093","name":"Carboxylic acid derivatives","chemont_id":"CHEMONTID:0001093","description":"Derivatives of carboxylic acid."},"ancestors":["Acetamides","Acetohydroxamic acids","Amines","Amino acids and derivatives","Amino acids, peptides, and analogues","Carbonyl compounds","Carboximidic acids","Carboximidic acids and derivatives","Carboxylic acid amides","Carboxylic acid derivatives","Carboxylic acids and derivatives","Chemical entities","Hydrocarbon derivatives","Hydroxamic acids","Monoalkylamines","Organic 1,3-dipolar compounds","Organic acids and derivatives","Organic compounds","Organic nitrogen compounds","Organic oxides","Organic oxygen compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Primary amines","Primary carboxylic acid amides","Propargyl-type 1,3-dipolar organic compounds"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000264","name":"Organic acids and derivatives","chemont_id":"CHEMONTID:0000264","description":"Compounds an organic acid or a derivative thereof."},"description":"This compound belongs to the class of organic compounds known as acetohydroxamic acids. These are organic compounds that contain a hydroxamic acid group carrying a methyl group attached to its carbon center.","substituents":["Acetamide","Acetohydroxamic acid","Amino acid or derivatives","Carboximidic acid","Carboximidic acid derivative","Propargyl-type 1,3-dipolar organic compound","Organic 1,3-dipolar compound","Carbonyl group","Organic nitrogen compound","Primary amine","Organooxygen compound","Organonitrogen compound","Primary aliphatic amine","Amine","Organic oxygen compound","Organopnictogen compound","Hydrocarbon derivative","Organic oxide","Aliphatic acyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003223","name":"Acetohydroxamic acids","chemont_id":"CHEMONTID:0003223","description":"Organic compounds that contain a hydroxamic acid group carrying a methyl group attached to its carbon center."},"intermediate_nodes":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000475","name":"Carboxylic acid amides","chemont_id":"CHEMONTID:0000475","description":"Carboxylic acid derivatives containing a carbonyl group in which the carbon atom is linked to a nitrogen atom (substituted or not). The general formula of the carboxylic acid amide is R1C(=O)N(R2)R3 (R1,R2,R3=H, alkyl, aryl)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001662","name":"Primary carboxylic acid amides","chemont_id":"CHEMONTID:0001662","description":"Compounds comprising primary carboxylic acid amide functional group, with the general structure RC(=O)NH2."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000376","name":"Hydroxamic acids","chemont_id":"CHEMONTID:0000376","description":"Compounds containing a hydroxamic acid functional group in which a hydroxylamine is inserted into a carboxylic acid. Its general structure is R-CO-NH-OH, with an R as an organic residue."}],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003922","name":"Acetamides","chemont_id":"CHEMONTID:0003922","description":"Organic compounds with the general formula RNHC(=O)CH3, where R= organyl group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000347","name":"Amino acids and derivatives","chemont_id":"CHEMONTID:0000347","description":"Organic compounds containing an amine group, a carboxylic acid group (or a derivative thereof), and a side-chain that is specific to each amino acid."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003633","name":"Propargyl-type 1,3-dipolar organic compounds","chemont_id":"CHEMONTID:0003633","description":"Organic 1,3-dipolar compounds with the general structure  X#N+-Z- <-> X-=N+=Z <-> X-=N-Z+ <-> X-N=Z (X = C or O, Z = C, N, or O)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002484","name":"Carboximidic acids","chemont_id":"CHEMONTID:0002484","description":"Organic acids with the general formula RC(=N)-OH (R=H, organic group)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004557","name":"Organopnictogen compounds","chemont_id":"CHEMONTID:0004557","description":"Compounds containing a bond between carbon a pnictogen atom. Pnictogens are p-block element atoms that are in the group 15 of the periodic table."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003940","name":"Organic oxides","chemont_id":"CHEMONTID:0003940","description":"Organic compounds containing an oxide group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000469","name":"Monoalkylamines","chemont_id":"CHEMONTID:0000469","description":"Organic compounds containing an primary aliphatic amine group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004150","name":"Hydrocarbon derivatives","chemont_id":"CHEMONTID:0004150","description":"Derivatives of hydrocarbons obtained by substituting one or more carbon atoms by an heteroatom. They contain at least one carbon atom and heteroatom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001831","name":"Carbonyl compounds","chemont_id":"CHEMONTID:0001831","description":"Organic compounds containing a carbonyl group, with the general structure RC(=O)R', where R=organyl, R'=H, N, O, organyl group or halide group."}],"molecular_framework":"Aliphatic acyclic compounds","external_descriptors":[{"source":"CHEBI","source_id":"CHEBI:4356","annotations":["acyclic desferrioxamine"]},{"source":"META CYC","source_id":"CPD-3764","annotations":["a hydroxamate siderophore"]}],"predicted_chebi_terms":["acetamides (CHEBI:22160)","organonitrogen compound (CHEBI:35352)","organooxygen compound (CHEBI:36963)","dipolar compound (CHEBI:51151)","carboximidic acid (CHEBI:48378)","pnictogen molecular entity (CHEBI:33302)","organic molecular entity (CHEBI:50860)","organic oxide (CHEBI:25701)","alkylamine (CHEBI:13759)","organic molecule (CHEBI:72695)","carbonyl compound (CHEBI:36586)","acetohydroxamic acids (CHEBI:22177)","chemical entity (CHEBI:24431)","amide (CHEBI:32988)","amino acid (CHEBI:33709)","peptide (CHEBI:16670)","oxygen molecular entity (CHEBI:25806)","nitrogen molecular entity (CHEBI:51143)","amine (CHEBI:32952)","primary amine (CHEBI:32877)","carboxamide (CHEBI:37622)","hydroxamic acid (CHEBI:24650)"],"classification_version":"2.1","predicted_lipidmaps_terms":[]},"npclassifier":{"isglycoside":false,"class_results":["N-acyl amines"],"pathway_results":["Fatty acids"],"superclass_results":["Fatty amides"]}}