{"id":30141,"npaid":"NPA030141","original_name":"Dehydroabietic acid","mol_formula":"C20H28O2","mol_weight":"300.4420","exact_mass":"300.2089","inchikey":"NFWKVWVWBFBAOV-MISYRCLQSA-N","smiles":"CC(C)C1=CC2=C(C=C1)[C@@]1(C)CCC[C@@](C)(C(=O)O)[C@@H]1CC2","cluster_id":8842,"node_id":3114,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1","m_plus_h":"301.2162","m_plus_na":"323.1981","origin_reference":{"doi":"10.1038/srep23436","pmid":26996104,"authors":"Costa, MS; Rego, A; Ramos, V; Afonso, TB; Freitas, S; Preto, M; Lopes, V; Vasconcelos, V; Magalhães, C; Leão, PN","title":"The conifer biomarkers dehydroabietic and abietic acids are widespread in Cyanobacteria.","journal":"Scientific Reports","year":2016,"volume":"6","issue":null,"pages":"23436"},"origin_organism":{"id":54,"type":"Bacterium","genus":"Nostoc","species":"sp.","taxon":{"id":431,"name":"Nostoc","rank":"genus","taxon_db":"lpsn","external_id":"0","ncbi_id":1177,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2},{"id":417,"name":"Cyanobacteria","rank":"phylum","taxon_db":"lpsn","external_id":"0","ncbi_id":1117},{"id":418,"name":"Cyanophyceae","rank":"class","taxon_db":"lpsn","external_id":"0","ncbi_id":null},{"id":419,"name":"Nostocales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":1161},{"id":429,"name":"Nostocaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":1162}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1038/srep23436","structure_smiles":"CC(C)C1=CC2=C(C=C1)[C@@]1(C)CCC[C@@](C)(C(=O)O)[C@@H]1CC2","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696672%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000853244%NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968226%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula: C16H26N6O) with delta m/z 18.01 (putative explanation: Proline oxidation to 5-hydroxy-2-aminovaleric acid|water; atomic difference: 2H,1O|2H,1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968225%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula: C20H31NO2) with delta m/z 17.027 (putative explanation: replacement of proton with ammonium ion; atomic difference: 3H,1N)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968220%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula: C19H26) with delta m/z -46.005 (putative explanation: ISD a-series (C-Term); atomic difference: -1C,-2H,-2O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968221%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula: C19H28O) with delta m/z -27.995 (putative explanation: Asp->Ser substitution|Glu->Thr substitution|Pyrrolidone from Proline|Secondary amine cleavage, decarbonylation; atomic difference: -1C,-1O|-1C,-1O|-1C,-1O|-1C,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968222%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula: C17H32O3S) with delta m/z -2.016 (putative explanation: 2-amino-3-oxo-butanoic_acid|Intact disulfide bridge|Val->Pro substitution; atomic difference: -2H|-2H|-2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968223%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula: C13H30N6O2) with delta m/z 2.027 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968224%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula: C18H34O2S) 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":"CCMSLIB00009968227%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula: C20H36O4) with delta m/z 40.047 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439222%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439223%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439300%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439301%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439378%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439450%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439451%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439519%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006439520%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516426%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516449%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516469%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516470%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516492%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516703%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516720%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516740%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516759%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516760%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516964%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006516982%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517000%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517001%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517022%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517204%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517218%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517232%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517245%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517404%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517417%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517418%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517436%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517449%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006517450%Dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004686167%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004686168%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696665%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696666%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696667%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696668%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696669%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696670%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696671%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000840371%dehydroabietic acid%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696673%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696674%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696675%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696676%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696677%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696678%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004696679%dehydroabietic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128428%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula SIRIUS: C20H31NO2 / BUDDY: C20H31NO2) with delta m/z 17.027 (putative explanation: replacement of proton with ammonium ion; atomic difference: 3H,1N) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128429%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula SIRIUS: C16H26N6O / BUDDY: C20H30O3) with delta m/z 18.01 (putative explanation: Proline oxidation to 5-hydroxy-2-aminovaleric acid|water; atomic difference: 2H,1O|2H,1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128430%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula SIRIUS: C20H36O4 / BUDDY: C20H36O4) with delta m/z 40.047 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128423%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula SIRIUS: C19H26 / BUDDY: C19H26) with delta m/z -46.005 (putative explanation: ISD a-series (C-Term); atomic difference: -1C,-2H,-2O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128424%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula SIRIUS: C19H28O / BUDDY: C19H28O) with delta m/z -27.995 (putative explanation: Asp->Ser substitution|Glu->Thr substitution|Pyrrolidone from Proline|Secondary amine cleavage, decarbonylation; atomic difference: -1C,-1O|-1C,-1O|-1C,-1O|-1C,-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128425%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula SIRIUS: C17H32O3S / BUDDY: C20H26O2) with delta m/z -2.016 (putative explanation: 2-amino-3-oxo-butanoic_acid|Intact disulfide bridge|Val->Pro substitution; atomic difference: -2H|-2H|-2H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128426%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula SIRIUS: C13H30N6O2 / BUDDY: C18H30N4) with delta m/z 2.027 (putative explanation: unspecified; atomic difference: unspecified) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128427%Suspect related to NCGC00169419-02_C20H28O2_(5xi)-Abieta-8,11,13-trien-18-oic acid (predicted molecular formula SIRIUS: C18H34O2S / BUDDY: C21H30O2) 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":"NP0032641"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000259","name":"Prenol lipids","chemont_id":"CHEMONTID:0000259","description":"Lipids synthesized from the five-carbon-unit precursors isopentenyl diphosphate and dimethylallyl diphosphate."},"smiles":"[H][C@@]12CCC3=C(C=CC(=C3)C(C)C)[C@@]1(C)CCC[C@@]2(C)C(O)=O","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=NFWKVWVWBFBAOV-MISYRCLQSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001551","name":"Diterpenoids","chemont_id":"CHEMONTID:0001551","description":"Terpene compounds formed by four isoprene units."},"ancestors":["Benzenoids","Carbonyl compounds","Carboxylic acids","Carboxylic acids and derivatives","Chemical entities","Diterpenoids","Hydrocarbon derivatives","Hydrophenanthrenes","Lipids and lipid-like molecules","Monocarboxylic acids and derivatives","Organic acids and derivatives","Organic compounds","Organic oxides","Organic oxygen compounds","Organooxygen compounds","Phenanthrenes and derivatives","Prenol lipids","Tetralins"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000012","name":"Lipids and lipid-like molecules","chemont_id":"CHEMONTID:0000012","description":"Fatty acids and their derivatives, and substances related biosynthetically or functionally to these compounds."},"description":"This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.","substituents":["Diterpenoid","Abietane diterpenoid","Phenanthrene","Hydrophenanthrene","Tetralin","Benzenoid","Monocarboxylic acid or derivatives","Carboxylic acid","Carboxylic acid derivative","Organic oxygen compound","Organic oxide","Hydrocarbon derivative","Organooxygen compound","Carbonyl group","Aromatic homopolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001551","name":"Diterpenoids","chemont_id":"CHEMONTID:0001551","description":"Terpene compounds formed by four isoprene units."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000223","name":"Hydrophenanthrenes","chemont_id":"CHEMONTID:0000223","description":"A phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000048","name":"Tetralins","chemont_id":"CHEMONTID:0000048","description":"Polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001137","name":"Monocarboxylic acids and derivatives","chemont_id":"CHEMONTID:0001137","description":"Carboxylic acids containing exactly one carboxyl groups."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001205","name":"Carboxylic acids","chemont_id":"CHEMONTID:0001205","description":"Compounds containing a carboxylic acid group with the formula -C(=O)OH."},{"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/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":"Aromatic homopolycyclic compounds","external_descriptors":[{"source":"CHEBI","source_id":"CHEBI:29571","annotations":["monocarboxylic acid","abietane diterpenoid","carbotricyclic compound"]},{"source":"KEGG","source_id":"C12078","annotations":["Abietane diterpenoids","Podocarpanes"]},{"source":"LIPID MAPS","source_id":"LMPR0104050005","annotations":["Abietane diterpenoids"]}],"predicted_chebi_terms":["phenanthrenes (CHEBI:25961)","tetralins (CHEBI:36786)","carbonyl compound (CHEBI:36586)","carboxylic acid (CHEBI:33575)","carboxylic acid anion (CHEBI:29067)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","diterpenoid (CHEBI:23849)","chemical entity (CHEBI:24431)","benzenoid aromatic compound (CHEBI:33836)","organooxygen compound (CHEBI:36963)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","lipid (CHEBI:18059)","ether lipid (CHEBI:64611)"],"classification_version":"2.1","predicted_lipidmaps_terms":["C20 isoprenoids (diterpenes) (PR0104)","Prenol Lipids (PR)"]},"npclassifier":{"isglycoside":false,"class_results":["Abietane diterpenoids"],"pathway_results":["Terpenoids"],"superclass_results":["Diterpenoids"]}}