D-Ribose (BioDeep_00000004143)

Main id: BioDeep_00000015049

Secondary id: BioDeep_00001868469, BioDeep_00001872742

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


(3R,4S,5R)-5-(Hydroxymethyl)tetrahydrofuran-2,3,4-triol

化学式: C5H10O5 (150.0528)
中文名称: D-(-)-核糖, D-核糖, (2R,3R,4R)-2,3,4,5-四羟基戊醛
谱图信息: 最多检出来源 Homo sapiens(blood) 27.6%

分子结构信息

SMILES: C(C1C(C(C(O1)O)O)O)O
InChI: InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2

描述信息

D-Ribose, commonly referred to as simply ribose, is a five-carbon sugar found in all living cells. Ribose is not an essential nutrient because it can be synthesized by almost every tissue in the body from other substances, such as glucose. It is vital for life as a component of DNA, RNA, ATP, ADP, and AMP. In nature, small amounts of ribose can be found in ripe fruits and vegetables. Brewers yeast, which has a high concentration of RNA, is another rich source of ribose. D-ribose is also a component of many so-called energy drinks and anti-ageing products available on the market today. Ribose is a structural component of ATP, which is the primary energy source for exercising muscle. The adenosine component is an adenine base attached to the five-carbon sugar ribose. ATP provides energy to working muscles by releasing a phosphate group, hence becoming ADP, which in turn may release a phosphate group, then becoming AMP. During intense muscular activity, the total amount of ATP available is quickly depleted. In an effort to correct this imbalance, AMP is broken down in the muscle and secreted from the cell. Once the breakdown products of AMP are released from the cell, the energy potential (TAN pool) of the muscle is reduced and ATP must then be reformed using ribose. Ribose helps restore the level of adenine nucleotides by bypassing the rate-limiting step in the de novo (oxidative pentose phosphate) pathway, which regenerates phosphoribosyl pyrophosphate (PRPP), the essential precursor for ATP. If ribose is not readily available to a cell, glucose may be converted to ribose. Ribose supplementation has been shown to increase the rate of ATP resynthesis following intense exercise. The use of ribose in men with severe coronary artery disease resulted in improved exercise tolerance. Hence, there is interest in the potential of ribose supplements to boost muscular performance in athletic activities (PMID: 17618002, Curr Sports Med Rep. 2007 Jul;6(4):254-7.).
Ribose, also known as D-ribose or alpha-delta-ribose-5, is a member of the class of compounds known as pentoses. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Ribose is very soluble (in water) and a very weakly acidic compound (based on its pKa). Ribose can be found in a number of food items such as lemon verbena, devilfish, watercress, and chicory roots, which makes ribose a potential biomarker for the consumption of these food products. Ribose can be found primarily in most biofluids, including urine, cerebrospinal fluid (CSF), saliva, and feces, as well as throughout most human tissues. Ribose exists in all living species, ranging from bacteria to humans. In humans, ribose is involved in the pentose phosphate pathway. Ribose is also involved in few metabolic disorders, which include glucose-6-phosphate dehydrogenase deficiency, ribose-5-phosphate isomerase deficiency, and transaldolase deficiency. Moreover, ribose is found to be associated with ribose-5-phosphate isomerase deficiency. The ribose β-D-ribofuranose forms part of the backbone of RNA. It is related to deoxyribose, which is found in DNA. Phosphorylated derivatives of ribose such as ATP and NADH play central roles in metabolism. cAMP and cGMP, formed from ATP and GTP, serve as secondary messengers in some signalling pathways .
D-Ribose(mixture of isomers) is an energy enhancer, and acts as a sugar moiety of ATP, and widely used as a metabolic therapy supplement for chronic fatigue syndrome or cardiac energy metabolism. D-Ribose(mixture of isomers) is active in protein glycation, induces NF-κB inflammation in a RAGE-dependent manner[1].
D-Ribose(mixture of isomers) is an energy enhancer, and acts as a sugar moiety of ATP, and widely used as a metabolic therapy supplement for chronic fatigue syndrome or cardiac energy metabolism. D-Ribose(mixture of isomers) is active in protein glycation, induces NF-κB inflammation in a RAGE-dependent manner[1].
D-Ribose(mixture of isomers) is an energy enhancer, and acts as a sugar moiety of ATP, and widely used as a metabolic therapy supplement for chronic fatigue syndrome or cardiac energy metabolism. D-Ribose(mixture of isomers) is active in protein glycation, induces NF-κB inflammation in a RAGE-dependent manner[1].

同义名列表

16 个代谢物同义名

(3R,4S,5R)-5-(Hydroxymethyl)tetrahydrofuran-2,3,4-triol; (3R,4S,5R)-5-(hydroxymethyl)oxolane-2,3,4-triol; β-D-ribofuranose; D-Ribofuranoside; D-​Ribofuranose; Ribofuranoside; D-Ribofuranose; pentofuranose; D-(-)-Ribose; Ribofuranose; D-Ribose; Ribose; D-Ribose; D-Ribose; (2R,3R,4R)-2,3,4,5-tetrahydroxypentanal; D-Ribose(mixture of isomers)



数据库引用编号

34 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(3)

BioCyc(6)

PlantCyc(0)

代谢反应

162 个相关的代谢反应过程信息。

Reactome(51)

BioCyc(71)

WikiPathways(0)

Plant Reactome(6)

INOH(1)

PlantCyc(10)

COVID-19 Disease Map(0)

PathBank(23)

PharmGKB(0)

3 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 9 AKT1, MAPK14, MAPK3, MAPK8, MTOR, NFKB1, PNP, PRKAA2, PTGS2
Peripheral membrane protein 2 MTOR, PTGS2
Endoplasmic reticulum membrane 2 MTOR, PTGS2
Nucleus 10 ADK, AKT1, MAPK14, MAPK3, MAPK8, MTOR, NFKB1, PPARGC1A, PRKAA2, RFC2
cytosol 11 ADK, AKT1, MAPK14, MAPK3, MAPK8, MTOR, NFKB1, PNP, PPARGC1A, PRKAA2, SLC2A4
dendrite 2 MTOR, PRKAA2
phagocytic vesicle 1 MTOR
trans-Golgi network 1 SLC2A4
nucleoplasm 10 ADK, AKT1, MAPK14, MAPK3, MAPK8, MTOR, NFKB1, PPARGC1A, PRKAA2, RFC2
Cell membrane 3 AKT1, SLC2A4, TNF
Cytoplasmic side 1 MTOR
lamellipodium 1 AKT1
Multi-pass membrane protein 1 SLC2A4
Golgi apparatus membrane 1 MTOR
Synapse 1 MAPK8
cell cortex 1 AKT1
cell surface 2 ADIPOQ, TNF
glutamatergic synapse 3 AKT1, MAPK14, MAPK3
Golgi apparatus 2 MAPK3, PRKAA2
Golgi membrane 2 INS, MTOR
lysosomal membrane 1 MTOR
neuronal cell body 2 PRKAA2, TNF
postsynapse 1 AKT1
sarcolemma 1 SLC2A4
Lysosome 1 MTOR
Presynapse 1 SLC2A4
plasma membrane 5 ADK, AKT1, MAPK3, SLC2A4, TNF
Membrane 4 AKT1, MTOR, PRKAA2, SLC2A4
axon 2 MAPK8, PRKAA2
caveola 2 MAPK3, PTGS2
extracellular exosome 2 PNP, SLC2A4
Lysosome membrane 1 MTOR
endoplasmic reticulum 2 ADIPOQ, PTGS2
extracellular space 6 ADIPOQ, IL5, IL6, INS, PNP, TNF
perinuclear region of cytoplasm 1 SLC2A4
mitochondrion 3 MAPK14, MAPK3, NFKB1
protein-containing complex 2 AKT1, PTGS2
Microsome membrane 2 MTOR, PTGS2
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 5 ADIPOQ, IL5, IL6, INS, PNP
extracellular region 8 ADIPOQ, IL5, IL6, INS, MAPK14, NFKB1, PNP, TNF
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 1 MTOR
transcription regulator complex 1 NFKB1
external side of plasma membrane 2 SLC2A4, TNF
multivesicular body 1 SLC2A4
T-tubule 1 SLC2A4
microtubule cytoskeleton 1 AKT1
Early endosome 1 MAPK3
cell-cell junction 1 AKT1
clathrin-coated pit 1 SLC2A4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Cytoplasm, perinuclear region 1 SLC2A4
Membrane raft 2 SLC2A4, TNF
Cell junction, focal adhesion 1 MAPK3
focal adhesion 1 MAPK3
spindle 1 AKT1
collagen trimer 1 ADIPOQ
sarcoplasmic reticulum 1 SLC2A4
Nucleus, PML body 2 MTOR, PPARGC1A
PML body 2 MTOR, PPARGC1A
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ADIPOQ
nuclear speck 2 MAPK14, PRKAA2
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 MAPK3
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
chromatin 2 NFKB1, PPARGC1A
phagocytic cup 1 TNF
cytoskeleton 1 MAPK3
spindle pole 1 MAPK14
nuclear envelope 2 MAPK3, MTOR
Endomembrane system 2 MTOR, SLC2A4
endosome lumen 1 INS
Membrane, caveola 1 MAPK3
Cytoplasmic vesicle membrane 1 SLC2A4
cytoplasmic stress granule 1 PRKAA2
pseudopodium 1 MAPK3
clathrin-coated vesicle 1 SLC2A4
trans-Golgi network transport vesicle 1 SLC2A4
ficolin-1-rich granule lumen 2 MAPK14, PNP
secretory granule lumen 4 INS, MAPK14, NFKB1, PNP
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 IL6, INS, MAPK3, PTGS2
specific granule lumen 1 NFKB1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
[Isoform 2]: Cytoplasm 1 ADK
vesicle membrane 1 SLC2A4
[Isoform 1]: Nucleus 2 ADK, PPARGC1A
basal dendrite 1 MAPK8
nucleotide-activated protein kinase complex 1 PRKAA2
Cytoplasmic vesicle, phagosome 1 MTOR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
insulin-responsive compartment 1 SLC2A4
[Nuclear factor NF-kappa-B p105 subunit]: Cytoplasm 1 NFKB1
[Nuclear factor NF-kappa-B p50 subunit]: Nucleus 1 NFKB1
I-kappaB/NF-kappaB complex 1 NFKB1
NF-kappaB p50/p65 complex 1 NFKB1
Ctf18 RFC-like complex 1 RFC2
DNA replication factor C complex 1 RFC2
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Isoform B4]: Nucleus 1 PPARGC1A
[Isoform B4-8a]: Cytoplasm 1 PPARGC1A
[Isoform B5]: Nucleus 1 PPARGC1A
[Isoform 9]: Nucleus 1 PPARGC1A


文献列表

  • Biswas Gopa, Jagatkumar Bhatt, Kovur G Hemavathi. A comparative clinical study of hypolipidemic efficacy of Amla (Emblica officinalis) with 3-hydroxy-3-methylglutaryl-coenzyme-A reductase inhibitor simvastatin. Indian journal of pharmacology. 2012 Mar; 44(2):238-42. doi: 10.4103/0253-7613.93857. [PMID: 22529483]
  • Hong Zhu, Yunbo Li. NAD(P)H: quinone oxidoreductase 1 and its potential protective role in cardiovascular diseases and related conditions. Cardiovascular toxicology. 2012 Mar; 12(1):39-45. doi: 10.1007/s12012-011-9136-9. [PMID: 21818552]
  • Yukihiro Yoshimura, Nobuhiro Zaima, Tatsuya Moriyama, Yukio Kawamura. Different localization patterns of anthocyanin species in the pericarp of black rice revealed by imaging mass spectrometry. PloS one. 2012; 7(2):e31285. doi: 10.1371/journal.pone.0031285. [PMID: 22363605]
  • J Vasantha, P Soundararajan, N Vanitharani, G Kannan, P Thennarasu, G Neenu, C Umamaheswara Reddy. Safety and efficacy of nicotinamide in the management of hyperphosphatemia in patients on hemodialysis. Indian journal of nephrology. 2011 Oct; 21(4):245-9. doi: 10.4103/0971-4065.83735. [PMID: 22022084]
  • Elena Synesiou, Lynnette D Fairbanks, H Anne Simmonds, Ewa M Slominska, Ryszard T Smolenski, Elizabeth A Carrey. 4-Pyridone-3-carboxamide-1-β-D-ribonucleoside triphosphate (4PyTP), a novel NAD metabolite accumulating in erythrocytes of uremic children: a biomarker for a toxic NAD analogue in other tissues?. Toxins. 2011 06; 3(6):520-37. doi: 10.3390/toxins3060520. [PMID: 22069723]
  • Maja Jakesevic, Kjersti Aaby, Grethe-Iren A Borge, Bengt Jeppsson, Siv Ahrné, Göran Molin. Antioxidative protection of dietary bilberry, chokeberry and Lactobacillus plantarum HEAL19 in mice subjected to intestinal oxidative stress by ischemia-reperfusion. BMC complementary and alternative medicine. 2011 Jan; 11(?):8. doi: 10.1186/1472-6882-11-8. [PMID: 21272305]
  • Huawen Lin, Alan L Kwan, Susan K Dutcher. Synthesizing and salvaging NAD: lessons learned from Chlamydomonas reinhardtii. PLoS genetics. 2010 Sep; 6(9):e1001105. doi: 10.1371/journal.pgen.1001105. [PMID: 20838591]
  • Chia-Chuan Chang, Angela Fay Ku, Yun-Yu Tseng, Wen-Bin Yang, Jim-Min Fang, Chi-Huey Wong. 6,8-Di-C-glycosyl flavonoids from Dendrobium huoshanense. Journal of natural products. 2010 Feb; 73(2):229-32. doi: 10.1021/np900252f. [PMID: 20055483]
  • Riko Katahira, Hiroshi Ashihara. Profiles of the biosynthesis and metabolism of pyridine nucleotides in potatoes (Solanum tuberosum L.). Planta. 2009 Dec; 231(1):35-45. doi: 10.1007/s00425-009-1023-2. [PMID: 19820966]
  • Kentaro Ohyama, Hidefumi Shinohara, Mari Ogawa-Ohnishi, Yoshikatsu Matsubayashi. A glycopeptide regulating stem cell fate in Arabidopsis thaliana. Nature chemical biology. 2009 Aug; 5(8):578-80. doi: 10.1038/nchembio.182. [PMID: 19525968]
  • P Vyskocilová, P Hornik, D Friedecký, P Frycák, K Lemr, T Adam. Synthesis and mass spectrometric fragmentation characteristics of imidazole ribosides-analogs of intermediates of purine de novo synthetic pathway. Nucleosides, nucleotides & nucleic acids. 2006; 25(9-11):1237-40. doi: 10.1080/15257770600894691. [PMID: 17065098]
  • William L Nyhan. Disorders of purine and pyrimidine metabolism. Molecular genetics and metabolism. 2005 Sep; 86(1-2):25-33. doi: 10.1016/j.ymgme.2005.07.027. [PMID: 16176880]
  • Gang-Liang Huang, Xin-Ya Mei, Man-Xi Liu, Tian-Cai Liu. Synthesis, (1-->3)-beta-D-glucanase-binding ability and phytoalexin-elicitor activity of (R)-2,3-epoxypropyl (1-->3)-beta-D-pentaglucoside. Bioorganic & medicinal chemistry letters. 2004 Dec; 14(24):6027-9. doi: 10.1016/j.bmcl.2004.09.076. [PMID: 15546722]
  • Xiaojun Wang, Rose Wang, Thomas A Nemcek, Ning Cao, Jeffrey Y Pan, Ernst U Frevert. A self-contained 48-well fatty acid oxidation assay. Assay and drug development technologies. 2004 Feb; 2(1):63-9. doi: 10.1089/154065804322966324. [PMID: 15090211]
  • Christian Andersen, Elke Maier, Gabrielle Kemmer, Julia Blass, Anna-Karina Hilpert, Roland Benz, Joachim Reidl. Porin OmpP2 of Haemophilus influenzae shows specificity for nicotinamide-derived nucleotide substrates. The Journal of biological chemistry. 2003 Jul; 278(27):24269-76. doi: 10.1074/jbc.m213087200. [PMID: 12695515]
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