Erythronic acid (BioDeep_00000017891)
Secondary id: BioDeep_00000015326, BioDeep_00000173531, BioDeep_00001868443
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite natural product
代谢物信息卡片
化学式: C4H8O5 (136.0372)
中文名称: 2,3,4-三羟基丁酸, 三羟丁酸, 红细胞酸
谱图信息:
最多检出来源 Homo sapiens(feces) 17%
Last reviewed on 2024-07-10.
Cite this Page
Erythronic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/erythronic_acid (retrieved
2024-12-22) (BioDeep RN: BioDeep_00000017891). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: C(C(C(C(=O)O)O)O)O
InChI: InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)
描述信息
Erythronic acid is a sugar component of aqueous humour (eye). It may be derived from glycated proteins or from degradation of ascorbic acid. Erythronic acid is a normal organic acid present in a healthy adult and pediatric population. It has been found in urine, plasma, CSF, and synovial fluid (PMID: 14708889, 8087979, 8376520, 10420182). Erythronic acid is formed when N-acetyl-D-glucosamine (GlcNAc) is oxidized. GlcNAc is a constituent of hyaluronic acid (HA), a polysaccharide consisting of alternating units of glucuronic acid and GlcNAc, present as an aqueous solution in synovial fluid. In the synovial fluid of patients suffering from rheumatoid arthritis, HA is thought to be degraded either by radicals generated by Fenton chemistry (Fe2+/H2O2) or by NaOCl generated by myeloperoxidase (PMID: 10614067).
Erythronic acid is a sugar component of aqueous humour (eye). It may be derived from glycated proteins or from degradation of ascorbic acid. Erythronic acid is a normal organic acid present in a healthy adult and pediatric population. It has been found in urine, plasma, CSF and synovial fluid. (PMID: 14708889, 8087979, 8376520, 10420182)
Erythronic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=13752-84-6 (retrieved 2024-07-10) (CAS RN: 13752-84-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
同义名列表
13 个代谢物同义名
(R*,r*)-2,3,4-trihydroxy-butanoic acid; (2R,3R)-2,3,4-trihydroxybutanoic acid; Erythro-2,3,4-trihydroxybutyric acid; (R*,r*)-2,3,4-trihydroxy-butanoate; Erythro-2,3,4-trihydroxybutyrate; 2,3,4-trihydroxybutanoic acid; 2,3,4-Trihydroxybutanoicacid; 2,3,4-Trihydroxybutanoate; L-Threonic acid; Erythronic acid; D-Erythronate; Erythronate; Erythronic acid
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:15908
- ChEBI: CHEBI:49060
- ChEBI: CHEBI:37655
- KEGG: C21593
- PubChem: 2781043
- HMDB: HMDB0000613
- DrugBank: DB11192
- ChEMBL: CHEMBL2152047
- MetaCyc: L-THREONATE
- MetaCyc: CPD-19877
- KNApSAcK: C00033834
- foodb: FDB022143
- chemspider: 2061231
- CAS: 13752-84-6
- PMhub: MS000000938
- PDB-CCD: LTH
- 3DMET: B04806
- NIKKAJI: J660.315G
- PDB-CCD: EAX
- RefMet: Erythronic acid
- LOTUS: LTS0219834
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
21 个相关的物种来源信息
- 654 - Aeromonas veronii: 10.3389/FCIMB.2020.00044
- 3055 - Chlamydomonas reinhardtii: 10.1111/TPJ.12747
- 35525 - Daphnia magna: 10.1016/J.ENVINT.2009.12.006
- 2759 - Eukaryota: LTS0219834
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
- 645164 - Lotus burttii: 10.1111/J.1365-3040.2010.02266.X
- 47247 - Lotus corniculatus: 10.1111/J.1365-3040.2010.02266.X
- 181267 - Lotus creticus: 10.1111/J.1365-3040.2010.02266.X
- 264956 - Lotus filicaulis: 10.1111/J.1365-3040.2010.02266.X
- 34305 - Lotus japonicus:
- 347996 - Lotus tenuis: 10.1111/J.1365-3040.2010.02266.X
- 3398 - Magnoliopsida: LTS0219834
- 278655 - Pycnandra: LTS0219834
- 280718 - Pycnandra acuminata: 10.1016/J.PHYTOCHEM.2007.07.001
- 280718 - Pycnandra acuminata: LTS0219834
- 3737 - Sapotaceae: LTS0219834
- 35493 - Streptophyta: LTS0219834
- 58023 - Tracheophyta: LTS0219834
- 5691 - Trypanosoma brucei:
- 33090 - Viridiplantae: LTS0219834
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Yibo Guo, Ke Shen, Xinshuai Zhang, Hua Huang. In vitro characterization of alternative l-threonate and d-erythronate catabolic pathways.
Biochemical and biophysical research communications.
2024 Feb; 695(?):149440. doi:
10.1016/j.bbrc.2023.149440
. [PMID: 38157628] - Chisato Matsunaga, Naoki Kanazawa, Yuta Takatsuka, Takeshi Fujii, Shinji Ohta, Hisashi Ômura. Polyhydroxy Acids as Fabaceous Plant Components Induce Oviposition of the Common Grass Yellow Butterfly, Eurema Mandarina.
Journal of chemical ecology.
2023 Feb; 49(1-2):67-76. doi:
10.1007/s10886-022-01397-9
. [PMID: 36484901] - Paulo R Ribeiro, Rozana Dos S Teixeira, Alzenir R Souza, Tayla C S Pereira, Elisangela F Boffo, Maria G A Carosio, Antonio G Ferreira, Regina V Oliveira, Luiz E A Rodrigues, Jacqueline de J Silva, Amancio J de Souza, Ana Marice T Ladeia. Blood plasma metabolomics of children and adolescents with sickle cell anaemia treated with hydroxycarbamide: a new tool for uncovering biochemical alterations.
British journal of haematology.
2021 03; 192(5):922-931. doi:
10.1111/bjh.17315
. [PMID: 33476407] - Jia-Liang Chen, Xin Zhou, Bo-Long Liu, Xu-Hong Wei, Hong-Lu Ding, Zhi-Jun Lin, Hai-Lun Zhan, Fei Yang, Wen-Biao Li, Jun-Cong Xie, Min-Zhi Su, Xian-Guo Liu, Xiang-Fu Zhou. Normalization of magnesium deficiency attenuated mechanical allodynia, depressive-like behaviors, and memory deficits associated with cyclophosphamide-induced cystitis by inhibiting TNF-α/NF-κB signaling in female rats.
Journal of neuroinflammation.
2020 Apr; 17(1):99. doi:
10.1186/s12974-020-01786-5
. [PMID: 32241292] - Ilias Thomas, Alex M Dickens, Jussi P Posti, Mehrbod Mohammadian, Christian Ledig, Riikka S K Takala, Tuulia Hyötyläinen, Olli Tenovuo, Matej Orešič. Integrative Analysis of Circulating Metabolite Profiles and Magnetic Resonance Imaging Metrics in Patients with Traumatic Brain Injury.
International journal of molecular sciences.
2020 Feb; 21(4):. doi:
10.3390/ijms21041395
. [PMID: 32092929] - Liam E Broughton-Neiswanger, Sol M Rivera-Velez, Martin A Suarez, Jennifer E Slovak, Pablo E Piñeyro, Julianne K Hwang, Nicolas F Villarino. Urinary chemical fingerprint left behind by repeated NSAID administration: Discovery of putative biomarkers using artificial intelligence.
PloS one.
2020; 15(2):e0228989. doi:
10.1371/journal.pone.0228989
. [PMID: 32053695] - Qibo Zhang, Klaus-Peter Adam. LC-MS/MS method with chemical derivatization for quantitation of L-threonate in human plasma.
Biomedical chromatography : BMC.
2019 Oct; 33(10):e4636. doi:
10.1002/bmc.4636
. [PMID: 31256428] - Sadia Sadir, Saiqa Tabassum, Shaista Emad, Laraib Liaquat, Zehra Batool, Syeda Madiha, Sidrah Shehzad, Irfan Sajid, Saida Haider. Neurobehavioral and biochemical effects of magnesium chloride (MgCl2), magnesium sulphate (MgSO4) and magnesium-L-threonate (MgT) supplementation in rats: A dose dependent comparative study.
Pakistan journal of pharmaceutical sciences.
2019 Jan; 32(1(Supplementary)):277-283. doi:
. [PMID: 30829204]
- Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics.
Scientific reports.
2018 07; 8(1):10056. doi:
10.1038/s41598-018-28477-9
. [PMID: 29968805] - T Pallister, M A Jackson, T C Martin, C A Glastonbury, A Jennings, M Beaumont, R P Mohney, K S Small, A MacGregor, C J Steves, A Cassidy, T D Spector, C Menni, A M Valdes. Untangling the relationship between diet and visceral fat mass through blood metabolomics and gut microbiome profiling.
International journal of obesity (2005).
2017 07; 41(7):1106-1113. doi:
10.1038/ijo.2017.70
. [PMID: 28293020] - Vincent Truffault, Stephen C Fry, Rebecca G Stevens, Hélène Gautier. Ascorbate degradation in tomato leads to accumulation of oxalate, threonate and oxalyl threonate.
The Plant journal : for cell and molecular biology.
2017 Mar; 89(5):996-1008. doi:
10.1111/tpj.13439
. [PMID: 27888536] - Tobias Kind, Eunho Cho, Taeeun D Park, Nan Deng, Zhenqiu Liu, Tack Lee, Oliver Fiehn, Jayoung Kim. Interstitial Cystitis-Associated Urinary Metabolites Identified by Mass-Spectrometry Based Metabolomics Analysis.
Scientific reports.
2016 12; 6(?):39227. doi:
10.1038/srep39227
. [PMID: 27976711] - Gyu Song, Eleonora Napoli, Sarah Wong, Randi Hagerman, Siming Liu, Flora Tassone, Cecilia Giulivi. Altered redox mitochondrial biology in the neurodegenerative disorder fragile X-tremor/ataxia syndrome: use of antioxidants in precision medicine.
Molecular medicine (Cambridge, Mass.).
2016 Oct; 22(?):548-559. doi:
10.2119/molmed.2016.00122
. [PMID: 27385396] - Manfred Beckmann, Annemiek M Joosen, Michelle M Clarke, Owen Mugridge, Gary Frost, Barbara Engel, Kathleen Taillart, Amanda J Lloyd, John Draper, John K Lodge. Changes in the human plasma and urinary metabolome associated with acute dietary exposure to sucrose and the identification of potential biomarkers of sucrose intake.
Molecular nutrition & food research.
2016 Feb; 60(2):444-57. doi:
10.1002/mnfr.201500495
. [PMID: 26372606] - Amaliya Amaliya, Marja L Laine, Bruno G Loos, Ubele Van der Velden. Java project on periodontal diseases: effect of vitamin C/calcium threonate/citrus flavonoids supplementation on periodontal pathogens, CRP and HbA1c.
Journal of clinical periodontology.
2015 12; 42(12):1097-104. doi:
10.1111/jcpe.12478
. [PMID: 26549279] - Hongyun Wang, Pei Hu, Ji Jiang. Calcium bioavailability of calcium L-threonate in healthy Chinese subjects measured with stable isotopes (⁴⁴Ca and ⁴²Ca).
European journal of clinical pharmacology.
2013 May; 69(5):1121-6. doi:
10.1007/s00228-012-1420-5
. [PMID: 23229796] - Eisuke Kato, Michitsugu Yama, Ryo Nakagomi, Toshiro Shibata, Keizo Hosokawa, Jun Kawabata. Substrate-like water soluble lipase inhibitors from Filipendula kamtschatica.
Bioorganic & medicinal chemistry letters.
2012 Oct; 22(20):6410-2. doi:
10.1016/j.bmcl.2012.08.055
. [PMID: 22995617] - Jildau Bouwman, Jack Twe Vogels, Suzan Wopereis, Carina M Rubingh, Sabina Bijlsma, Ben van Ommen. Visualization and identification of health space, based on personalized molecular phenotype and treatment response to relevant underlying biological processes.
BMC medical genomics.
2012 Jan; 5(?):1. doi:
10.1186/1755-8794-5-1
. [PMID: 22221319] - David C Nieman, Nicholas D Gillitt, Dru A Henson, Wei Sha, R Andrew Shanely, Amy M Knab, Lynn Cialdella-Kam, Fuxia Jin. Bananas as an energy source during exercise: a metabolomics approach.
PloS one.
2012; 7(5):e37479. doi:
10.1371/journal.pone.0037479
. [PMID: 22616015] - Najla Gooda Sahib, Nazamid Saari, Amin Ismail, Alfi Khatib, Fawzi Mahomoodally, Azizah Abdul Hamid. Plants' metabolites as potential antiobesity agents.
TheScientificWorldJournal.
2012; 2012(?):436039. doi:
10.1100/2012/436039
. [PMID: 22666121] - Hong-yun Wang, Pei Hu, Ji Jiang. Pharmacokinetics and safety of calcium L-threonate in healthy volunteers after single and multiple oral administrations.
Acta pharmacologica Sinica.
2011 Dec; 32(12):1555-60. doi:
10.1038/aps.2011.138
. [PMID: 21986570] - Joanna Teul, Antonia Garcia, José Tuñón, Jose Luis Martin-Ventura, Nieves Tarín, Lorenzo López Bescós, Jesús Egido, Coral Barbas, Francisco J Rupérez. Targeted and non-targeted metabolic time trajectory in plasma of patients after acute coronary syndrome.
Journal of pharmaceutical and biomedical analysis.
2011 Sep; 56(2):343-51. doi:
10.1016/j.jpba.2011.05.020
. [PMID: 21696905] - Oliver Fiehn, W Timothy Garvey, John W Newman, Kerry H Lok, Charles L Hoppel, Sean H Adams. Plasma metabolomic profiles reflective of glucose homeostasis in non-diabetic and type 2 diabetic obese African-American women.
PloS one.
2010 Dec; 5(12):e15234. doi:
10.1371/journal.pone.0015234
. [PMID: 21170321] - Udo F H Engelke, Fokje S M Zijlstra, Fanny Mochel, Vassili Valayannopoulos, Daniel Rabier, Leo A J Kluijtmans, András Perl, Nanda M Verhoeven-Duif, Pascale de Lonlay, Mirjam M C Wamelink, Cornelis Jakobs, Eva Morava, Ron A Wevers. Mitochondrial involvement and erythronic acid as a novel biomarker in transaldolase deficiency.
Biochimica et biophysica acta.
2010 Nov; 1802(11):1028-35. doi:
10.1016/j.bbadis.2010.06.007
. [PMID: 20600873] - Maomao Zeng, Yizeng Liang, Hongdong Li, Mei Wang, Bing Wang, Xian Chen, Neng Zhou, Dongsheng Cao, Jing Wu. Plasma metabolic fingerprinting of childhood obesity by GC/MS in conjunction with multivariate statistical analysis.
Journal of pharmaceutical and biomedical analysis.
2010 Jun; 52(2):265-72. doi:
10.1016/j.jpba.2010.01.002
. [PMID: 20092977] - Vanessa J Melino, Kathleen L Soole, Christopher M Ford. Ascorbate metabolism and the developmental demand for tartaric and oxalic acids in ripening grape berries.
BMC plant biology.
2009 Dec; 9(?):145. doi:
10.1186/1471-2229-9-145
. [PMID: 19995454] - Daniela Ilieva Batovska, Iva Todorova Todorova, Stoyan Parushev Parushev, Daniela Valentinova Nedelcheva, Vassya Stefanova Bankova, Simeon Simeonov Popov, Iliana Ivanova Ivanova, Stancho Atanassov Batovski. Biomarkers for the prediction of the resistance and susceptibility of grapevine leaves to downy mildew.
Journal of plant physiology.
2009 May; 166(7):781-5. doi:
10.1016/j.jplph.2008.08.008
. [PMID: 19013664] - Suzan Wopereis, Carina M Rubingh, Marjan J van Erk, Elwin R Verheij, Trinette van Vliet, Nicole H P Cnubben, Age K Smilde, Jan van der Greef, Ben van Ommen, Henk F J Hendriks. Metabolic profiling of the response to an oral glucose tolerance test detects subtle metabolic changes.
PloS one.
2009; 4(2):e4525. doi:
10.1371/journal.pone.0004525
. [PMID: 19242536] - Widodo, John H Patterson, Ed Newbigin, Mark Tester, Antony Bacic, Ute Roessner. Metabolic responses to salt stress of barley (Hordeum vulgare L.) cultivars, Sahara and Clipper, which differ in salinity tolerance.
Journal of experimental botany.
2009; 60(14):4089-103. doi:
10.1093/jxb/erp243
. [PMID: 19666960] - Daniela Ilieva Batovska, Iva Todorova Todorova, Daniela Valentinova Nedelcheva, Stoyan Parushev Parushev, Atanas Ivanov Atanassov, Tzvetanka Dimitrova Hvarleva, Galina Jordanova Djakova, Vassya Stefanova Bankova, Simeon Simeonov Popov. Preliminary study on biomarkers for the fungal resistance in Vitis vinifera leaves.
Journal of plant physiology.
2008 May; 165(8):791-5. doi:
10.1016/j.jplph.2007.09.005
. [PMID: 18155317] - Hongyun Wang, Ji Jiang, Pei Hu. Determination of L-threonate in human plasma and urine by high performance liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 Apr; 834(1-2):155-62. doi:
10.1016/j.jchromb.2006.02.057
. [PMID: 16554191] - Laurent Knafo, Philippe Chessex, Thérèse Rouleau, Jean-Claude Lavoie. Association between hydrogen peroxide-dependent byproducts of ascorbic acid and increased hepatic acetyl-CoA carboxylase activity.
Clinical chemistry.
2005 Aug; 51(8):1462-71. doi:
10.1373/clinchem.2005.050427
. [PMID: 15951314] - R A Chalmers, A M Lawson, S Hauschildt, R W Watts. The urinary excretion of glycollic acid and threonic acid by xylitol-infused patients and their relationship to the possible role of 'active glycoladehyde' in the transketolase reaction in vivo.
Biochemical Society transactions.
1975; 3(4):518-21. doi:
10.1042/bst0030518
. [PMID: 1183712] - . .
.
. doi:
. [PMID: 15608627]