Galactitol (BioDeep_00000000454)

 

Secondary id: BioDeep_00000017597, BioDeep_00000399904, BioDeep_00000400429

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


Galactitol, Pharmaceutical Secondary Standard; Certified Reference Material

化学式: C6H14O6 (182.079)
中文名称: 半乳糖醇, 甜醇
谱图信息: 最多检出来源 Homo sapiens(plant) 13.15%

分子结构信息

SMILES: C(C(C(C(C(CO)O)O)O)O)O
InChI: InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2

描述信息

Galactitol or dulcitol is a sugar alcohol that is a metabolic breakdown product of galactose. Galactose is derived from lactose in food (such as dairy products). When lactose is broken down by the enzyme lactase it produces glucose and galactose. Galactitol has a slightly sweet taste. It is produced from galactose in a reaction catalyzed by aldose reductase. When present in sufficiently high levels, galactitol can act as a metabotoxin, a neurotoxin, and a hepatotoxin. A neurotoxin is a compound that disrupts or attacks neural cells and neural tissue. A hepatotoxin as a compound that disrupts or attacks liver tissue or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of galactitol are associated with at least two inborn errors of metabolism, including galactosemia and galactosemia type II. Galactosemia is a rare genetic metabolic disorder that affects an individuals ability to metabolize the sugar galactose properly. Excess lactose consumption in individuals with galactose intolerance or galactosemia activates aldose reductase to produce galactitol, thus depleting NADPH and leading to lowered glutathione reductase activity. As a result, hydrogen peroxide or other free radicals accumulate causing serious oxidative damage to various cells and tissues. In individuals with galactosemia, the enzymes needed for the further metabolism of galactose (galactose-1-phosphate uridyltransferase) are severely diminished or missing entirely, leading to toxic levels of galactose 1-phosphate, galactitol, and galactonate. High levels of galactitol in infants are specifically associated with hepatomegaly (an enlarged liver), cirrhosis, renal failure, cataracts, vomiting, seizure, hypoglycemia, lethargy, brain damage, and ovarian failure.
Galactitol is an optically inactive hexitol having meso-configuration. It has a role as a metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite.
Galactitol is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Galactitol is a natural product found in Elaeodendron croceum, Salacia chinensis, and other organisms with data available.
Galactitol is a naturally occurring product of plants obtained following reduction of galactose. It appears as a white crystalline powder with a slight sweet taste. It may form in excess in the lens of the eye in galactosemias a deficiency of galactokinase.
A naturally occurring product of plants obtained following reduction of GALACTOSE. It appears as a white crystalline powder with a slight sweet taste. It may form in excess in the lens of the eye in GALACTOSEMIAS, a deficiency of GALACTOKINASE.
A naturally occurring product of plants obtained following reduction of galactose. It appears as a white crystalline powder with a slight sweet taste.; Dulcitol (or galactitol) is a sugar alcohol, the reduction product of galactose. Galactitol in the urine is a biomarker for the consumption of milk. Galactitol is found in many foods, some of which are elliotts blueberry, italian sweet red pepper, catjang pea, and green bean.
An optically inactive hexitol having meso-configuration.
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
Acquisition and generation of the data is financially supported in part by CREST/JST.
Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose.
Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose.

同义名列表

38 个代谢物同义名

Galactitol, Pharmaceutical Secondary Standard; Certified Reference Material; Galactitol, United States Pharmacopeia (USP) Reference Standard; Galactitol, European Pharmacopoeia (EP) Reference Standard; LACTITOL MONOHYDRATE IMPURITY D [EP IMPURITY]; rel-(2R,3S,4R,5S)-Hexane-1,2,3,4,5,6-hexaol; (2R,3S,4R,5S)-Hexane-1,2,3,4,5,6-hexaol; Dulcitol, Vetec(TM) reagent grade, 98\\%; (2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol; WURCS=2.0/1,1,0/[h2112h]/1/; GALACTITOL [USP-RS]; Dulcitol, puriss.; Dulcitol, >=99\\%; galacto-Hexitol; meso-galactitol; GALACTITOL [MI]; Tox21_111644_1; Tox21_111643_1; L-galactitol; Tox21_111643; Tox21_111644; D-Galactitol; Melampyrite; Melampyrit; Galactitol; Melampyrin; Melampyrum; D-Dulcitol; AI3-19423; Ambap5938; dulcitol; Euonymit; dulcose; dulcite; Hexitol; Dulcitol; Galactitol; NSC 1944; Galactitol



数据库引用编号

29 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(8)

PlantCyc(0)

代谢反应

19 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(7)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(2)

PathBank(9)

PharmGKB(0)

207 个相关的物种来源信息

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
Cytoplasm 8 AGA, AKR1B1, AXIN2, BCL2, CAT, ELANE, ITPR3, ODC1
Peripheral membrane protein 2 HSD17B6, SORD
Endoplasmic reticulum membrane 2 BCL2, ITPR3
Mitochondrion membrane 1 SORD
Nucleus 2 AXIN2, BCL2
cytosol 10 AKR1A1, AKR1B1, AXIN2, BCL2, CAT, ELANE, GALE, LIPE, ODC1, SORD
mitochondrial membrane 1 SORD
phagocytic vesicle 1 ELANE
centrosome 1 AXIN2
nucleoplasm 3 AKR1B1, ATP2B1, ITPR3
Cell membrane 2 ATP2B1, LIPE
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 2 ATP2B1, ITPR3
Synapse 2 AKR1A1, ATP2B1
cell surface 1 ELANE
glutamatergic synapse 1 ATP2B1
Golgi membrane 1 INS
lysosomal membrane 1 GAA
neuronal cell body 1 ITPR3
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 2 AKR1A1, LIPE
Lysosome 2 AGA, GAA
plasma membrane 5 ATP2B1, AXIN2, GAA, ITPR3, LCT
synaptic vesicle membrane 1 ATP2B1
Membrane 7 ATP2B1, BCL2, CAT, GAA, ITPR3, LIPE, SORD
apical plasma membrane 1 AKR1A1
basolateral plasma membrane 1 ATP2B1
brush border 1 ITPR3
caveola 1 LIPE
extracellular exosome 8 AKR1A1, AKR1B1, ATP2B1, CAT, ELANE, GAA, LAD1, SORD
Lysosome membrane 1 GAA
Lumenal side 1 HSD17B6
endoplasmic reticulum 4 AGA, BCL2, HSD17B6, ITPR3
extracellular space 6 AGA, AKR1A1, AKR1B1, ELANE, INS, SORD
lysosomal lumen 1 GAA
mitochondrion 5 AKR1B1, BCL2, CAT, GATB, GATC
protein-containing complex 2 BCL2, CAT
intracellular membrane-bounded organelle 4 ATP2B1, CAT, GAA, HSD17B6
Microsome membrane 1 HSD17B6
Single-pass type I membrane protein 1 LCT
Secreted 2 GAA, INS
extracellular region 6 AGA, CAT, ELANE, GAA, INS, LAD1
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 1 CAT
motile cilium 1 SORD
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
actin cytoskeleton 1 LAD1
beta-catenin destruction complex 1 AXIN2
nucleolus 1 ITPR3
apical part of cell 1 ITPR3
Apical cell membrane 2 AKR1A1, LCT
pore complex 1 BCL2
focal adhesion 1 CAT
Peroxisome 1 CAT
basement membrane 1 LAD1
sarcoplasmic reticulum 1 ITPR3
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 ELANE
secretory granule 1 ELANE
lateral plasma membrane 1 ATP2B1
nuclear outer membrane 1 ITPR3
receptor complex 1 ITPR3
cell projection 1 ATP2B1
Cell projection, cilium, flagellum 1 SORD
Basolateral cell membrane 1 ATP2B1
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
tertiary granule membrane 1 GAA
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
secretory granule membrane 1 ITPR3
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
transcription repressor complex 1 ELANE
specific granule lumen 1 ELANE
transport vesicle 1 INS
azurophil granule membrane 1 GAA
azurophil granule lumen 2 AGA, ELANE
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 ATP2B1
platelet dense tubular network membrane 1 ITPR3
ficolin-1-rich granule membrane 1 GAA
external side of apical plasma membrane 1 LCT
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
glutamyl-tRNA(Gln) amidotransferase complex 2 GATB, GATC
Cytoplasmic vesicle, phagosome 1 ELANE
Secreted, extracellular space, extracellular matrix, basement membrane 1 LAD1
transport vesicle membrane 1 ITPR3
catalase complex 1 CAT
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3


文献列表

  • Tao Wen, Penghao Xie, C Ryan Penton, Lauren Hale, Linda S Thomashow, Shengdie Yang, Zhexu Ding, Yaqi Su, Jun Yuan, Qirong Shen. Specific metabolites drive the deterministic assembly of diseased rhizosphere microbiome through weakening microbial degradation of autotoxin. Microbiome. 2022 10; 10(1):177. doi: 10.1186/s40168-022-01375-z. [PMID: 36271396]
  • Yoichi Wada, Natsuko Arai-Ichinoi, Atsuo Kikuchi, Shigeo Kure. β-Galactosidase therapy can mitigate blood galactose elevation after an oral lactose load in galactose mutarotase deficiency. Journal of inherited metabolic disease. 2022 03; 45(2):334-339. doi: 10.1002/jimd.12444. [PMID: 34611916]
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  • Yuling Zhang, Hui Wang, Fangjuan Li, Xinxin Xu, Baogui Chen, Tao Zhang. Inhibitory effects of Dulcitol on rat C6 glioma by regulating autophagy pathway. Natural product research. 2020 May; 34(10):1437-1441. doi: 10.1080/14786419.2018.1512994. [PMID: 30445865]
  • Xiao Lin Lin, Kai Li, Zhuo Yang, Baogui Chen, Tao Zhang. Dulcitol suppresses proliferation and migration of hepatocellular carcinoma via regulating SIRT1/p53 pathway. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2020 Jan; 66(?):153112. doi: 10.1016/j.phymed.2019.153112. [PMID: 31786318]
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  • Shuo Yang, Yaya Zhao, Junjing Yu, Zhiqin Fan, Si-Tang Gong, Hong Tang, Lei Pan. Sugar Alcohols of Polyol Pathway Serve as Alarmins to Mediate Local-Systemic Innate Immune Communication in Drosophila. Cell host & microbe. 2019 Aug; 26(2):240-251.e8. doi: 10.1016/j.chom.2019.07.001. [PMID: 31350199]
  • Alina Grama, Ligia Blaga, Alina Nicolescu, Călin Deleanu, Mariela Militaru, Simona Sorana Căinap, Irina Pop, Georgia Tita, Claudia Sîrbe, Otilia Fufezan, Mihaela Adela Vințan, Romana Vulturar, Tudor Lucian Pop. Novel Mutation in GALT Gene in Galactosemia Patient with Group B Streptococcus Meningitis and Acute Liver Failure. Medicina (Kaunas, Lithuania). 2019 Apr; 55(4):. doi: 10.3390/medicina55040091. [PMID: 30987402]
  • Nathalie Vionnet, Linda H Münger, Carola Freiburghaus, Kathryn J Burton, Grégory Pimentel, François P Pralong, René Badertscher, Guy Vergères. Assessment of lactase activity in humans by measurement of galactitol and galactonate in serum and urine after milk intake. The American journal of clinical nutrition. 2019 02; 109(2):470-477. doi: 10.1093/ajcn/nqy296. [PMID: 30721917]
  • Mili Thakur, Faten Shaeib, Sana N Khan, Hamid-Reza Kohan-Ghadr, Roohi Jeelani, Sarah R Aldhaheri, Bernard Gonik, Husam M Abu-Soud. Galactose and its Metabolites Deteriorate Metaphase II Mouse Oocyte Quality and Subsequent Embryo Development by Disrupting the Spindle Structure. Scientific reports. 2017 03; 7(1):231. doi: 10.1038/s41598-017-00159-y. [PMID: 28331195]
  • Byung-Chun Kim, Byoung Seung Jeon, Seil Kim, Hyunook Kim, Youngsoon Um, Byoung-In Sang. Caproiciproducens galactitolivorans gen. nov., sp. nov., a bacterium capable of producing caproic acid from galactitol, isolated from a wastewater treatment plant. International journal of systematic and evolutionary microbiology. 2015 Dec; 65(12):4902-4908. doi: 10.1099/ijsem.0.000665. [PMID: 26474980]
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  • Jieping Qin, Jun Feng, Yaohua Li, Kefeng Mo, Shiying Lu. Ultrasonic-assisted liquid-liquid extraction and HILIC-ELSD analysis of ginsenoside Rb(1), astragaloside IV and dulcitol in sugar-free "Fufangfufangteng Heji". Journal of pharmaceutical and biomedical analysis. 2011 Dec; 56(4):836-40. doi: 10.1016/j.jpba.2011.07.033. [PMID: 21840664]
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