{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,15]],"date-time":"2026-06-15T03:08:42Z","timestamp":1781492922454,"version":"3.54.1"},"reference-count":25,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2017,3,15]],"date-time":"2017-03-15T00:00:00Z","timestamp":1489536000000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"},{"start":{"date-parts":[[2017,3,15]],"date-time":"2017-03-15T00:00:00Z","timestamp":1489536000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004696","name":"National Bioscience Database Center","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100004696","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Grant-in-Aid for Scientific Research on Innovative Areas","award":["15H05897, 15H05898"],"award-info":[{"award-number":["15H05897, 15H05898"]}]},{"name":"JST-CREST"},{"name":"Grant-in-aid for scientific research","award":["15K01812"],"award-info":[{"award-number":["15K01812"]}]},{"name":"grant-in-aid for scientific research","award":["15H04648"],"award-info":[{"award-number":["15H04648"]}]},{"DOI":"10.13039\/100009619","name":"Japan Agency for Medical Research and Development","doi-asserted-by":"publisher","award":["PRIME"],"award-info":[{"award-number":["PRIME"]}],"id":[{"id":"10.13039\/100009619","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Science and Technology Research Promotion Program for Agriculture, Forestry, Fisheries and Food Industry"}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["J Cheminform"],"published-print":{"date-parts":[[2017,12]]},"DOI":"10.1186\/s13321-017-0205-3","type":"journal-article","created":{"date-parts":[[2017,3,15]],"date-time":"2017-03-15T11:43:17Z","timestamp":1489578197000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":72,"title":["Comprehensive identification of sphingolipid species by in silico retention time and tandem mass spectral library"],"prefix":"10.1186","volume":"9","author":[{"given":"Hiroshi","family":"Tsugawa","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kazutaka","family":"Ikeda","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wataru","family":"Tanaka","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuya","family":"Senoo","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Makoto","family":"Arita","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Masanori","family":"Arita","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2017,3,15]]},"reference":[{"key":"205_CR1","doi-asserted-by":"publisher","first-page":"524","DOI":"10.1021\/acs.analchem.5b04491","volume":"88","author":"T Cajka","year":"2016","unstructured":"Cajka T, Fiehn O (2016) Toward merging untargeted and targeted methods in mass spectrometry-based metabolomics and lipidomics. Anal Chem 88:524\u2013545","journal-title":"Anal Chem"},{"key":"205_CR2","doi-asserted-by":"publisher","first-page":"523","DOI":"10.1038\/nmeth.3393","volume":"12","author":"H Tsugawa","year":"2015","unstructured":"Tsugawa H, Cajka T, Kind T, Ma Y, Higgins B, Ikeda K et al (2015) MS-DIAL: data-independent MS\/MS deconvolution for comprehensive metabolome analysis. Nat Methods 12:523\u2013526","journal-title":"Nat Methods"},{"key":"205_CR3","doi-asserted-by":"publisher","first-page":"703","DOI":"10.1002\/jms.1777","volume":"45","author":"H Horai","year":"2010","unstructured":"Horai H, Arita M, Kanaya S, Nihei Y, Ikeda T, Suwa K et al (2010) MassBank: a public repository for sharing mass spectral data for life sciences. J Mass Spectrom 45:703\u2013714","journal-title":"J Mass Spectrom"},{"key":"205_CR4","doi-asserted-by":"publisher","first-page":"7698","DOI":"10.1021\/acs.analchem.5b01139","volume":"87","author":"F Aicheler","year":"2015","unstructured":"Aicheler F, Li J, Hoene M, Lehmann R, Xu G, Kohlbacher O (2015) Retention time prediction improves identification in nontargeted lipidomics approaches. Anal Chem 87:7698\u20137704","journal-title":"Anal Chem"},{"key":"205_CR5","doi-asserted-by":"publisher","first-page":"9421","DOI":"10.1021\/acs.analchem.5b02287","volume":"87","author":"J Stanstrup","year":"2015","unstructured":"Stanstrup J, Neumann S, Vrhov\u0161ek U (2015) PredRet: prediction of retention time by direct mapping between multiple chromatographic systems. Anal Chem 87:9421\u20139428","journal-title":"Anal Chem"},{"key":"205_CR6","doi-asserted-by":"publisher","first-page":"521","DOI":"10.1093\/nar\/gkl923","volume":"35","author":"DS Wishart","year":"2007","unstructured":"Wishart DS, Tzur D, Knox C, Eisner R, Guo AC, Young N et al (2007) HMDB: the human metabolome database. Nucleic Acids Res 35:521\u2013526","journal-title":"Nucleic Acids Res"},{"key":"205_CR7","doi-asserted-by":"publisher","first-page":"98","DOI":"10.1007\/s11306-014-0676-4","volume":"11","author":"F Allen","year":"2014","unstructured":"Allen F, Greiner R, Wishart D (2014) Competitive fragmentation modeling of ESI-MS\/MS spectra for putative metabolite identification. Metabolomics 11:98\u2013110","journal-title":"Metabolomics"},{"key":"205_CR8","doi-asserted-by":"publisher","first-page":"12580","DOI":"10.1073\/pnas.1509788112","volume":"112","author":"K D\u00fchrkop","year":"2015","unstructured":"D\u00fchrkop K, Shen H, Meusel M, Rousu J, B\u00f6cker S (2015) Searching molecular structure databases with tandem mass spectra using CSI:FingerID. Proc Natl Acad Sci USA 112:12580\u201312585","journal-title":"Proc Natl Acad Sci USA"},{"key":"205_CR9","doi-asserted-by":"publisher","first-page":"7946","DOI":"10.1021\/acs.analchem.6b00770","volume":"88","author":"H Tsugawa","year":"2016","unstructured":"Tsugawa H, Kind T, Nakabayashi R, Yukihira D, Tanaka W, Cajka T et al (2016) Hydrogen rearrangement rules: computational MS\/MS fragmentation and structure elucidation using MS-FINDER software. Anal Chem 88:7946\u20137958","journal-title":"Anal Chem"},{"key":"205_CR10","doi-asserted-by":"publisher","first-page":"432","DOI":"10.1039\/C5NP00073D","volume":"33","author":"DP Demarque","year":"2016","unstructured":"Demarque DP, Crotti AEM, Vessecchi R, Lopes JLC, Lopes NP (2016) Fragmentation reactions using electrospray ionization mass spectrometry: an important tool for the structural elucidation and characterization of synthetic and natural products. Nat Prod Rep 33:432\u2013455","journal-title":"Nat Prod Rep"},{"key":"205_CR11","doi-asserted-by":"publisher","first-page":"755","DOI":"10.1038\/nmeth.2551","volume":"10","author":"T Kind","year":"2013","unstructured":"Kind T, Liu K-H, Lee DY, DeFelice B, Meissen JK, Fiehn O (2013) LipidBlast in silico tandem mass spectrometry database for lipid identification. Nat Methods 10:755\u2013758","journal-title":"Nat Methods"},{"key":"205_CR12","doi-asserted-by":"publisher","first-page":"11024","DOI":"10.1021\/ac502511a","volume":"86","author":"T Kind","year":"2014","unstructured":"Kind T, Okazaki Y, Saito K, Fiehn O (2014) LipidBlast templates as flexible tools for creating new in silico tandem mass spectral libraries. Anal Chem 86:11024\u201311027","journal-title":"Anal Chem"},{"key":"205_CR13","doi-asserted-by":"publisher","first-page":"2","DOI":"10.1186\/s13321-015-0104-4","volume":"7","author":"Y Ma","year":"2015","unstructured":"Ma Y, Kind T, Vaniya A, Gennity I, Fahrmann JF, Fiehn O (2015) An in silico MS\/MS library for automatic annotation of novel FAHFA lipids. J Cheminform 7:2\u20136","journal-title":"J Cheminform"},{"key":"205_CR14","doi-asserted-by":"publisher","first-page":"1466","DOI":"10.1194\/jlr.M800014-JLR200","volume":"49","author":"Y Masukawa","year":"2008","unstructured":"Masukawa Y, Narita H, Shimizu E, Kondo N, Sugai Y, Oba T et al (2008) Characterization of overall ceramide species in human stratum corneum. J Lipid Res 49:1466\u20131476","journal-title":"J Lipid Res"},{"key":"205_CR15","doi-asserted-by":"publisher","first-page":"657","DOI":"10.1111\/1523-1747.ep12514333","volume":"95","author":"KC Madison","year":"1990","unstructured":"Madison KC, Swartzendruber DC, Wertz PW, Downing DT (1990) Sphingolipid metabolism in organotypic mouse keratinocyte cultures. J. Invest. Dermatol. 95:657\u2013664","journal-title":"J. Invest. Dermatol."},{"key":"205_CR16","doi-asserted-by":"publisher","first-page":"558","DOI":"10.1016\/S1044-0305(02)00358-6","volume":"13","author":"FF Hsu","year":"2002","unstructured":"Hsu FF, Turk J (2002) Characterization of ceramides by low energy collisional-activated dissociation tandem mass spectrometry with negative-ion electrospray ionization. J Am Soc Mass Spectrom 13:558\u2013570","journal-title":"J Am Soc Mass Spectrom"},{"key":"205_CR17","doi-asserted-by":"publisher","first-page":"1466","DOI":"10.1002\/jcc.21707","volume":"32","author":"CW Yap","year":"2011","unstructured":"Yap CW (2011) PaDEL-Descriptor: an open source software to calculate molecular descriptors and fingerprints. J Comput Chem 32:1466\u20131474","journal-title":"J Comput Chem"},{"key":"205_CR18","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1186\/s13321-016-0115-9","volume":"8","author":"C Ruttkies","year":"2016","unstructured":"Ruttkies C, Schymanski EL, Wolf S, Hollender J, Neumann S (2016) MetFrag relaunched: incorporating strategies beyond in silico fragmentation. J Cheminform 8:1\u201316","journal-title":"J Cheminform"},{"key":"205_CR19","doi-asserted-by":"publisher","first-page":"615","DOI":"10.1021\/ci960169p","volume":"37","author":"R Wang","year":"1997","unstructured":"Wang R, Fu Y, Lai L (1997) A new atom-additive method for calculating partition coefficients. J Chem Inf Comput Sci 37:615\u2013621","journal-title":"J Chem Inf Comput Sci"},{"key":"205_CR20","doi-asserted-by":"publisher","first-page":"1039","DOI":"10.1021\/ci00028a014","volume":"35","author":"LH Hall","year":"1995","unstructured":"Hall LH, Kier LB (1995) Electrotopological state indices for atom types: a novel combination of electronic, topological, and valence state information. J Chem Inf Comput Sci 35:1039\u20131045","journal-title":"J Chem Inf Comput Sci"},{"key":"205_CR21","doi-asserted-by":"publisher","unstructured":"Todeschini R, Consonni V (eds) (2009) Molecular descriptors for chemoinformatics, vol I. Wiley-VCH. doi: 10.1002\/9783527628766","DOI":"10.1002\/9783527628766"},{"key":"205_CR22","doi-asserted-by":"publisher","first-page":"1623","DOI":"10.1021\/ci010290i","volume":"41","author":"R Liu","year":"2001","unstructured":"Liu R, Sun H, So S (2001) Development of quantitative structure\u2013property relationship models for early ADME evaluation in drug discovery. 2. Blood\u2013brain barrier penetration. J Chem Inf Comput Sci 41:1623\u20131632","journal-title":"J Chem Inf Comput Sci"},{"key":"205_CR23","unstructured":"Stewart JP (2012) MOPAC2016 version 16.175L, Stewart computational chemistry, Springs. http:\/\/OpenMOPAC.net . Downloaded on July 10th, 2016"},{"key":"205_CR24","volume-title":"Bioactive lipid mediators: current reviews and protocols","year":"2015","unstructured":"Yokomizo T, Murakami M (eds) (2015) Bioactive lipid mediators: current reviews and protocols. Springer, Berlin"},{"key":"205_CR25","doi-asserted-by":"crossref","first-page":"466","DOI":"10.1016\/S0021-9258(18)70226-3","volume":"234","author":"GR Bartlett","year":"1959","unstructured":"Bartlett GR (1959) Phosphorus assay in column chromatography. J Biol Chem 234:466\u2013468","journal-title":"J Biol Chem"}],"container-title":["Journal of Cheminformatics"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1186\/s13321-017-0205-3.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/article\/10.1186\/s13321-017-0205-3\/fulltext.html","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1186\/s13321-017-0205-3.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2022,7,26]],"date-time":"2022-07-26T08:28:06Z","timestamp":1658824086000},"score":1,"resource":{"primary":{"URL":"https:\/\/jcheminf.biomedcentral.com\/articles\/10.1186\/s13321-017-0205-3"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2017,3,15]]},"references-count":25,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2017,12]]}},"alternative-id":["205"],"URL":"https:\/\/doi.org\/10.1186\/s13321-017-0205-3","relation":{},"ISSN":["1758-2946"],"issn-type":[{"value":"1758-2946","type":"electronic"}],"subject":[],"published":{"date-parts":[[2017,3,15]]},"assertion":[{"value":"21 September 2016","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"6 March 2017","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"15 March 2017","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}}],"article-number":"19"}}