L-Arabitol (BioDeep_00000014434)

Main id: BioDeep_00000406114

Secondary id: BioDeep_00001868413

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019 natural product

代谢物信息卡片

(2S,4S)-pentane-1,2,3,4,5-pentol

化学式: C5H12O5 (152.0685)
中文名称: L-(-)-阿拉伯糖醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(C(C(C(CO)O)O)O)O
InChI: InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m0/s1

描述信息

L-Arabitol, also known as L-arabinitol or L-lyxitol, is a member of the class of compounds known as sugar alcohols. Sugar alcohols are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone reducing sugar) has been reduced to a primary or secondary hydroxyl group. L-Arabitol is soluble in water. L-Arabitol can be found in a number of food items such as sweet potato, deerberry, moth bean, and European chestnut, which makes L-arabitol a potential biomarker for the consumption of these food products. L-Arabitol can be found in most biofluids, including urine, cerebrospinal fluid (CSF), saliva, and blood. L-Arabitol exists in all living species, ranging from bacteria to humans. Moreover, L-arabitol is found to be associated with Alzheimers disease and ribose-5-phosphate isomerase deficiency, which is an inborn error of metabolism. L-Arabitol can be formed by the reduction of either arabinose or lyxose. L-Arabitol has been reported in pentosuric acidemia (PMID:13525419). L-Arabinosinuia has been described in a patient, presented at the age of 16 months with delayed motor development and facial dysmorphism (PMID:12359133) Congenital liver cirrhosis has been recently described in a patient with highly elevated plasma and urine levels of arabitol due to transaldolase deficiency (Inherit Metab Dis 23(Suppl. 1):172, 2000).
L-Arabitol has been reported in pentosuric acidemia (PMID 13525419). L-Arabinosinuia has been described in a patient, presented at the age of 16 months with delayed motor development and facial dysmorphism. (PMID 12359133) Congenital liver cirrhosis has been recently described in a patient with highly elevated plasma and urine levels of arabitol due to transaldolase deficiency. (Inherit Metab Dis 23(Suppl. 1):172, 2000.) [HMDB]. L-Arabitol is found in many foods, some of which are red raspberry, sweet orange, dandelion, and hyssop.
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L-Arabinitol is a potential biomarker for the comsuption of the food products such as sweet potato, deerberry, moth bean, and is also associated with Alzheimer's disease and ribose-5-phosphate isomerase deficiency.

同义名列表

24 个代谢物同义名

(2S,4S)-pentane-1,2,3,4,5-pentol; 1,2,3,4,5-Pentahydroxypentane; Arabitol, (L)-isomer; Arabitol, (D)-isomer; L-(-)-Arabinitol; Arabino-pentitol; Adonite adonitol; L-(−)-Arabitol; L-(-)-Arabitol; L-(+)-Arabitol; (+--)-Arabitol; L(-)-Arabitol; D-arabinitol; L-Arabinitol; DL-Arabitol; D-Arabitol; L-Arabitol; arabinitol; L-Arabinol; L-Lyxitol; Arabitol; Lyxitol; L-Arabitol; L-Arabinitol

数据库引用编号

21 个数据库交叉引用编号

ChEBI: CHEBI:18403
KEGG: C00532
PubChem: 439255
HMDB: HMDB0001851
Metlin: METLIN141
Wikipedia: Arabitol
MetaCyc: L-ARABITOL
foodb: FDB022709
chemspider: 388391
CAS: 7643-75-6
PubChem: 3814
PDB-CCD: SST
3DMET: B01282
NIKKAJI: J8.955I
RefMet: L-Arabitol
medchemexpress: HY-W040141
BioNovoGene_Lab2019: BioNovoGene_Lab2019-555
KNApSAcK: 18403
LOTUS: LTS0023185
wikidata: Q81977867
LOTUS: LTS0248968

分类词条

代谢反应

5 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

L-arabinose degradation II: NADP⁺ + xylitol ⟶ H⁺ + L-xylulose + NADPH
superpathway of pentose and pentitol degradation: H₂O + L-arabinono-1,4-lactone ⟶ H⁺ + L-arabinonate
L-arabinose degradation II: D-xylitol + NADP⁺ ⟶ H⁺ + L-xylulose + NADPH
L-arabinose degradation II: L-arabitol + NADP⁺ ⟶ H⁺ + L-arabinose + NADPH

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(1)

@COVID-19 Disease Map["name"]: 2-Methyl-3-acetoacetyl-CoA + Coenzyme A ⟶ Acetyl-CoA + Propanoyl-CoA

PathBank(0)

PharmGKB(0)

11 个相关的物种来源信息

46984 - Adonis: LTS0248968
46985 - Adonis vernalis: 10.1104/PP.78.4.758
46985 - Adonis vernalis: LTS0248968
2759 - Eukaryota: LTS0248968
9606 - Homo sapiens: -
3398 - Magnoliopsida: LTS0248968
3440 - Ranunculaceae: LTS0248968
35493 - Streptophyta: LTS0248968
58023 - Tracheophyta: LTS0248968
33090 - Viridiplantae: LTS0248968
569774 - 金线莲: -

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。

亚细胞结构定位		关联基因列表

文献列表

Elena A Ianutsevich, Olga A Danilova, Olga A Grum-Grzhimaylo, Vera M Tereshina. Membrane Lipids and Osmolytes in the Response of the Acidophilic Basidiomycete Phlebiopsis gigantea to Heat, Cold, and Osmotic Shocks. International journal of molecular sciences. 2024 Mar; 25(6):. doi: 10.3390/ijms25063380. [PMID: 38542352]
Paul A Adamczyk, Samuel T Coradetti, John M Gladden. Non-canonical D-xylose and L-arabinose metabolism via D-arabitol in the oleaginous yeast Rhodosporidium toruloides. Microbial cell factories. 2023 Aug; 22(1):145. doi: 10.1186/s12934-023-02126-x. [PMID: 37537595]
Zhong-Duo Yang, Xu-Dong Zhang, Xing Yang, Xiao-Jun Yao, Zong-Mei Shu. A norbisabolane and an arabitol benzoate from Talaromyces marneffei, an endophytic fungus of Epilobium angustifolium. Fitoterapia. 2021 Sep; 153(?):104948. doi: 10.1016/j.fitote.2021.104948. [PMID: 34087409]
Simeng Zheng, Bo Jiang, Tao Zhang, Jingjing Chen. Combined mutagenesis and metabolic regulation to enhance D-arabitol production from Candida parapsilosis. Journal of industrial microbiology & biotechnology. 2020 May; 47(4-5):425-435. doi: 10.1007/s10295-020-02278-4. [PMID: 32361796]
Chen Cui, Hui Xu, Hua Yang, Rui Wang, Yu Xiang, Bingxuan Li, Xuedong Zhou, Ruijie Huang, Shujie Cheng. Antibacterial Activity of Fruiting Body Extracts from Culinary-Medicinal Winter Mushroom, Flammulina velutipes (Agaricomycetes) against Oral Pathogen Streptococcus mutans. International journal of medicinal mushrooms. 2020; 22(2):115-124. doi: 10.1615/intjmedmushrooms.2020033335. [PMID: 32479000]
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]
Parneet Kaur, Mirjam M C Wamelink, Marjo S van der Knaap, Katta Mohan Girisha, Anju Shukla. Confirmation of a Rare Genetic Leukoencephalopathy due to a Novel Bi-allelic Variant in RPIA. European journal of medical genetics. 2019 Aug; 62(8):103708. doi: 10.1016/j.ejmg.2019.103708. [PMID: 31247379]
Helena Hammarström, Anna Stjärne Aspelund, Bertil Christensson, Claus Peter Heußel, Jenny Isaksson, Nahid Kondori, Lennart Larsson, Pawel Markowicz, Johan Richter, Christine Wennerås, Vanda Friman. Prospective evaluation of a combination of fungal biomarkers for the diagnosis of invasive fungal disease in high-risk haematology patients. Mycoses. 2018 Sep; 61(9):623-632. doi: 10.1111/myc.12773. [PMID: 29577474]
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]
Patryk Lipiński, Teresa Stradomska, Anna Tylki-Szymańska. [Transaldolase deficiency - clinical outcome, pathogenesis, diagnostic process]. Developmental period medicine. 2018 ; 22(2):187-196. doi: NULL. [PMID: 30056406]
Sujit Sadashiv Jagtap, Christopher V Rao. Production of D-arabitol from D-xylose by the oleaginous yeast Rhodosporidium toruloides IFO0880. Applied microbiology and biotechnology. 2018 Jan; 102(1):143-151. doi: 10.1007/s00253-017-8581-1. [PMID: 29127468]
Monika Kordowska-Wiater, Adam Kuzdraliński, Tomasz Czernecki, Zdzisław Targoński, Magdalena Frąc, Karolina Oszust. The Ability of a Novel Strain Scheffersomyces (Syn. Candida) shehatae Isolated from Rotten Wood to Produce Arabitol. Polish journal of microbiology. 2017 Sep; 66(3):335-343. doi: 10.5604/01.3001.0010.4863. [PMID: 29319532]
Michail Michailidis, Evangelos Karagiannis, Georgia Tanou, Katerina Karamanoli, Athina Lazaridou, Theodora Matsi, Athanassios Molassiotis. Metabolomic and physico-chemical approach unravel dynamic regulation of calcium in sweet cherry fruit physiology. Plant physiology and biochemistry : PPB. 2017 Jul; 116(?):68-79. doi: 10.1016/j.plaphy.2017.05.005. [PMID: 28551418]
Yeo Ul Cho, Deokjong Lee, Jung-Eun Lee, Kyoung Heon Kim, Do Yup Lee, Young-Chul Jung. Exploratory metabolomics of biomarker identification for the internet gaming disorder in young Korean males. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Jul; 1057(?):24-31. doi: 10.1016/j.jchromb.2017.04.046. [PMID: 28482325]
Marcin Dabrowski, Piyush Sindhu Sharma, Zofia Iskierko, Krzysztof Noworyta, Maciej Cieplak, Wojciech Lisowski, Sylwia Oborska, Alexander Kuhn, Wlodzimierz Kutner. Early diagnosis of fungal infections using piezomicrogravimetric and electric chemosensors based on polymers molecularly imprinted with d-arabitol. Biosensors & bioelectronics. 2016 May; 79(?):627-35. doi: 10.1016/j.bios.2015.12.088. [PMID: 26761618]
Tomotake Morita, Tokuma Fukuoka, Ayana Kosaka, Tomohiro Imura, Hideki Sakai, Masahiko Abe, Dai Kitamoto. Selective formation of mannosyl-L-arabitol lipid by Pseudozyma tsukubaensis JCM16987. Applied microbiology and biotechnology. 2015 Jul; 99(14):5833-41. doi: 10.1007/s00253-015-6575-4. [PMID: 25957491]
V Stone, K Y Kudo, P M August, T B Marcelino, C Matté. Polyols accumulated in ribose-5-phosphate isomerase deficiency increase mitochondrial superoxide production and improve antioxidant defenses in rats' prefrontal cortex. International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience. 2014 Oct; 37(?):21-5. doi: 10.1016/j.ijdevneu.2014.06.009. [PMID: 24970317]
Makiko Kosugi, Hirohisa Miyake, Hisanori Yamakawa, Yutaka Shibata, Atsuo Miyazawa, Takashi Sugimura, Kazuhiko Satoh, Shigeru Itoh, Yasuhiro Kashino. Arabitol provided by lichenous fungi enhances ability to dissipate excess light energy in a symbiotic green alga under desiccation. Plant & cell physiology. 2013 Aug; 54(8):1316-25. doi: 10.1093/pcp/pct079. [PMID: 23737501]
Martha Malapi-Wight, Jonathon Smith, Jacquelyn Campbell, Burton H Bluhm, Won-Bo Shim. Sda1, a Cys2-His2 zinc finger transcription factor, is involved in polyol metabolism and fumonisin B1 production in Fusarium verticillioides. PloS one. 2013; 8(7):e67656. doi: 10.1371/journal.pone.0067656. [PMID: 23844049]
Tomotake Morita, Tokuma Fukuoka, Tomohiro Imura, Dai Kitamoto. Formation of the two novel glycolipid biosurfactants, mannosylribitol lipid and mannosylarabitol lipid, by Pseudozyma parantarctica JCM 11752T. Applied microbiology and biotechnology. 2012 Nov; 96(4):931-8. doi: 10.1007/s00253-012-4230-x. [PMID: 22722912]
Joanna Kałużna-Czaplińska, Sylwia Błaszczyk. The level of arabinitol in autistic children after probiotic therapy. Nutrition (Burbank, Los Angeles County, Calif.). 2012 Feb; 28(2):124-6. doi: 10.1016/j.nut.2011.08.002. [PMID: 22079796]
Teresa J Stradomska, Dorota Sobielarska, Zbigniew Mielniczuk, Dorota Jagiełłowicz, Małgorzata Syczewska, Danuta Dzierżanowska. Determination of urinary D-/L-arabinitol ratios as a biomarker for invasive candidiasis in children with cardiac diseases. Journal of medical microbiology. 2010 Dec; 59(Pt 12):1490-1496. doi: 10.1099/jmm.0.018135-0. [PMID: 20724507]
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]
Eda Akel, Benjamin Metz, Bernhard Seiboth, Christian P Kubicek. Molecular regulation of arabinan and L-arabinose metabolism in Hypocrea jecorina (Trichoderma reesei). Eukaryotic cell. 2009 Dec; 8(12):1837-44. doi: 10.1128/ec.00162-09. [PMID: 19801419]
Bertil Christensson, Lennart Larsson. [Arabinitol ratio in urine for early diagnosis of Candidiasis infection]. Lakartidningen. 2008 Nov; 105(48-49):3537-8. doi: NULL. [PMID: 19133581]
Rohan G T Lowe, Maryn Lord, Kasia Rybak, Robert D Trengove, Richard P Oliver, Peter S Solomon. A metabolomic approach to dissecting osmotic stress in the wheat pathogen Stagonospora nodorum. Fungal genetics and biology : FG & B. 2008 Nov; 45(11):1479-86. doi: 10.1016/j.fgb.2008.08.006. [PMID: 18796335]
Emilie Duquesnoy, Vincent Castola, Joseph Casanova. Identification and quantitative determination of carbohydrates in ethanolic extracts of two conifers using 13C NMR spectroscopy. Carbohydrate research. 2008 Apr; 343(5):893-902. doi: 10.1016/j.carres.2008.01.001. [PMID: 18299126]
Kundimi Sreenath, Yeldur P Venkatesh. Reductively aminated D-xylose-albumin conjugate as the immunogen for generation of IgG and IgE antibodies specific to D-xylitol, a haptenic allergen. Bioconjugate chemistry. 2007 Nov; 18(6):1995-2003. doi: 10.1021/bc700175g. [PMID: 17979222]
Gudrun Sigmundsdottir, Lennart Larsson, Thomas Wiebe, Lars J Björklund, Bertil Christensson. Clinical experience of urine D-arabinitol/L-arabinitol ratio in the early diagnosis of invasive candidiasis in paediatric high risk populations. Scandinavian journal of infectious diseases. 2007; 39(2):146-51. doi: 10.1080/00365540600951267. [PMID: 17366032]
Vassili Valayannopoulos, Nanda M Verhoeven, Karine Mention, Gajja S Salomons, Danièle Sommelet, Marie Gonzales, Guy Touati, Pascale de Lonlay, Cornelis Jakobs, Jean-Marie Saudubray. Transaldolase deficiency: a new cause of hydrops fetalis and neonatal multi-organ disease. The Journal of pediatrics. 2006 Nov; 149(5):713-7. doi: 10.1016/j.jpeds.2006.08.016. [PMID: 17095351]
Siew Fah Yeo, Sharon Huie, Andre N Sofair, Sheldon Campbell, Amanda Durante, Brian Wong. Measurement of serum D-arabinitol/creatinine ratios for initial diagnosis and for predicting outcome in an unselected, population-based sample of patients with Candida fungemia. Journal of clinical microbiology. 2006 Nov; 44(11):3894-9. doi: 10.1128/jcm.01045-06. [PMID: 16957030]
P R LaFayette, P M Kane, B H Phan, W A Parrott. Arabitol dehydrogenase as a selectable marker for rice. Plant cell reports. 2005 Dec; 24(10):596-602. doi: 10.1007/s00299-005-0015-3. [PMID: 16151815]
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Tobias Link, Gertrud Lohaus, Ingrid Heiser, Kurt Mendgen, Matthias Hahn, Ralf T Voegele. Characterization of a novel NADP(+)-dependent D-arabitol dehydrogenase from the plant pathogen Uromyces fabae. The Biochemical journal. 2005 Jul; 389(Pt 2):289-95. doi: 10.1042/bj20050301. [PMID: 15796718]
Gisela Gaio-Oliveira, Lena Dahlman, Kristin Palmqvist, Maria Amélia Martins-Loução, Cristina Máguas. Nitrogen uptake in relation to excess supply and its effects on the lichens Evernia prunastri (L.) Ach and Xanthoria parietina (L.) Th. Fr. Planta. 2005 Mar; 220(5):794-803. doi: 10.1007/s00425-004-1396-1. [PMID: 15503128]
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