Gluconolactone (BioDeep_00000002871)

 

Secondary id: BioDeep_00000269279, BioDeep_00000419034

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Volatile Flavor Compounds


代谢物信息卡片


(3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one

化学式: C6H10O6 (178.04773600000001)
中文名称: d-葡糖酸内酯, D-葡糖酸内酯, 葡萄糖酸内酯
谱图信息: 最多检出来源 Homo sapiens(blood) 0.1%

分子结构信息

SMILES: C(C1C(C(C(C(=O)O1)O)O)O)O
InChI: InChI=1/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3-,4+,5-/m1/s1

描述信息

Gluconolactone, also known as glucono-delta-lactone or GDL (gluconate), belongs to the class of organic compounds known as gluconolactones. These are polyhydroxy acids (PHAs) containing a gluconolactone molecule, which is characterized by a tetrahydropyran substituted by three hydroxyl groups, one ketone group, and one hydroxymethyl group. Gluconolactone is a lactone of D-gluconic acid. Gluconolactone can be produced by enzymatic oxidation of D-glucose via the enzyme glucose oxidase. It is a fundamental metabolite found in all organisms ranging from bacteria to plants to animals. Gluconolactone has metal chelating, moisturizing and antioxidant activities. Its ability in free radicals scavenging accounts for its antioxidant properties. Gluconolactone, is also used as a food additive with the E-number E575. In foods it is used as a sequestrant, an acidifier or a curing, pickling, or leavening agent. Gluconolactone is also used as a coagulant in tofu processing. Gluconolactone is widely used as a skin exfoliant in cosmetic products, where it is noted for its mild exfoliating and hydrating properties. Pure gluconolactone is a white odorless crystalline powder. It is pH-neutral, but hydrolyses in water to gluconic acid which is acidic, adding a tangy taste to foods. Gluconic acid has roughly a third of the sourness of citric acid. One gram of gluconolactone yields roughly the same amount of metabolic energy as one gram of sugar.
Food additive; uses include acidifier, pH control agent, sequestrant
C26170 - Protective Agent > C275 - Antioxidant
D-(+)-Glucono-1,5-lactone is a polyhydroxy (PHA) that is capable of metal chelating, moisturizing and antioxidant activity.

同义名列表

66 个代谢物同义名

(3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one; (3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-one; 3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-one; D-(+)-Gluconic acid γ-lactone-purum; delta-(+)-Gluconic acid D-lactone; D-(+)-Gluconic acid delta-lactone; D-(+)-Gluconic acid-delta lactone; delta-Gluconic acid-1,5-lactone; delta-Gluconic acid 1,5-lactone; D-(+)-Gluconic acid D-lactone; D-(+)-Gluconic acid δ-lactone; D-Gluconic acid-delta-lactone; D-Gluconic acid delta-lactone; delta-Gluconic acid D-lactone; D-(+)-Glucono-delta-lactone; D-(+)-Glucose delta-lactone; delta-Gluconic acid lactone; D-Gluconic acid 1,5-lactone; D-Gluconic acid-1,5-lactone; D-threo-aldono-1,5-Lactone; D-Gluconate delta-lactone; D-Gluconic acid D-lactone; d-(+)-glucono-1,5-lactone; delta-Glucono-1,5-lactone; D-Gluconic acid δ-lactone; D-Gluconic delta-lactone; 1,5-delta-Gluconolactone; D-Gluconic acid lactone; D-(+)-Glucono-δ-lactone; D-(+)-Glucose δ-lactone; D-Glucono-delta-lactone; δ-Gluconolactone; D-delta-Gluconolactone; delta-D-Gluconolactone; Gluconic delta-lactone; D-Glucono-1,5-lactone; Glucono delta lactone; Glucono-delta-lactone; D-Gluconate δ-lactone; Glucono delta-lactone; Gluconic acid lactone; 1,5-D-Gluconolactone; Delta-Gluconolactone; Glucono 1,5-lactone; D-glucono-D-Lactone; D-Glucono-δ-lactone; delta-Aldonolactone; D-Gluconate lactone; δ-D-gluconolactone; Gluconic δ-lactone; 1,5-Gluconolactone; Gluconate, lactone; Glucono-δ-lactone; Gluconate lactone; δ-Gluconolactone; Gluconic lactone; D-Gluconolactone; GDL (Gluconate); D-Aldonolactone; Glucarolactone; Gluconolactone; Fujiglucon; Lysactone; D-Gluconolactone; D-Glucono-1,5-lactone; D-Gluconic acid, ?lactone



数据库引用编号

28 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(11)

PlantCyc(6)

代谢反应

175 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(37)

WikiPathways(0)

Plant Reactome(0)

INOH(2)

PlantCyc(121)

COVID-19 Disease Map(0)

PathBank(15)

PharmGKB(0)

58 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。



文献列表

  • Laura Hanley, Stacie Dobson, Alejandro G Marangoni. Legume milk-based yogurt mimetics structured using glucono-δ-lactone. Food research international (Ottawa, Ont.). 2024 May; 184(?):114259. doi: 10.1016/j.foodres.2024.114259. [PMID: 38609239]
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  • Karl D Brune, Ilva Liekniņa, Grigorij Sutov, Alexander R Morris, Dejana Jovicevic, Gints Kalniņš, Andris Kazāks, Rihards Kluga, Sabine Kastaljana, Anna Zajakina, Juris Jansons, Dace Skrastiņa, Karīna Spunde, Alexander A Cohen, Pamela J Bjorkman, Howard R Morris, Edgars Suna, Kaspars Tārs. N-Terminal Modification of Gly-His-Tagged Proteins with Azidogluconolactone. Chembiochem : a European journal of chemical biology. 2021 11; 22(22):3199-3207. doi: 10.1002/cbic.202100381. [PMID: 34520613]
  • Sylwia Jarząbek-Perz, Paulina Mucha, Helena Rotsztejn. Corneometric evaluation of skin moisture after application of 10\% and 30\% gluconolactone. Skin research and technology : official journal of International Society for Bioengineering and the Skin (ISBS) [and] International Society for Digital Imaging of Skin (ISDIS) [and] International Society for Skin Imaging (ISSI). 2021 Sep; 27(5):925-930. doi: 10.1111/srt.13044. [PMID: 33769633]
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