D-Glucono-1,5-lactone (BioCAD00000009342)

blood urine

Metabolite Card

Formula: C6H10O6 (178.0477)
SMILES: OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O

Synonyms [en]

D-glucono-1,5-lactone; gluconolactone; Gluconic acid lactone; gluconic lactone; 1,5-Gluconolactone; D-Gluconolactone

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

D-Glucono-1,5-lactone. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000009342). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

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.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 54910-68-8
  • CAS Registry Number: 90-80-2
  • PubChem: 7027
  • PubChem: 736
  • ChEBI: ChEBI:16217
  • HMDB: HMDB0000150
  • KEGG: C00198
  • BioCyc: GLC-D-LACTONE
  • NCBI MeSH: beta-glucono-1,5-lactone
  • Wikipedia: Gluconolactone
  • Wikipedia: Glucono_delta-lactone
  • DrugBank: DB04564
  • RefMet: RM0049636
  • MoNA: BAF_UVA_POS000720
  • MoNA: BAF_UVA_POS000721
  • MoNA: BAF_UVA_POS000722
  • MoNA: BAF_UVA_POS000723
  • MoNA: BAF_UVA_POS000724
  • MoNA: BAF_UVA_POS001596
  • MoNA: EMBL-MCF_spec22944
  • MoNA: FiehnHILIC000384
  • MoNA: FiehnLib000526
  • MoNA: FiehnLib000528
  • MoNA: HMDB0000150_c_ms_1604
  • MoNA: HMDB0000150_ms_ms_227
  • MoNA: HMDB0000150_ms_ms_228
  • MoNA: HMDB0000150_ms_ms_229
  • MoNA: MoNA031917
  • MoNA: MoNA031920
  • MoNA: MoNA031923
  • MoNA: MoNA032317
  • MoNA: MoNA032318
  • MoNA: MoNA032321
  • MoNA: MoNA033798
  • MoNA: MoNA033799
  • MoNA: MoNA033803
  • MoNA: MoNA034319
  • MoNA: MoNA034320
  • MoNA: MoNA034321
  • MoNA: MoNA037088
  • MoNA: MoNA037251
  • MoNA: MoNA037787
  • MoNA: MoNA037973
  • MoNA: MoNA_0007281
  • MoNA: MoNA_0007282
  • MoNA: MoNA_0007283
  • MoNA: MoNA_0007284
  • MoNA: MoNA_0007362
  • MoNA: MoNA_0007363
  • MoNA: MoNA_0008784
  • MoNA: MoNA_0008785
  • MoNA: MoNA_0009470
  • MoNA: MoNA_0009471
  • MoNA: MoNA_0009685
  • MoNA: MoNA_0009686
  • MoNA: MoNA_0009687
  • MoNA: MoNA_0009688
  • MoNA: MoNA_0009689
  • MoNA: PS020803
  • Metlin: METLIN_353

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00300 1.1.1.118 D-glucose:NAD+ 1-oxidoreductase
KEGG:R00305 1.1.5.9 D-glucose:quinone 1-oxidoreductase
KEGG:R00874 1.1.99.28 D-glucose:D-fructose oxidoreductase
KEGG:R01519 3.1.1.17 D-glucono-1,5-lactone lactonohydrolase
KEGG:R01520 1.1.1.47 beta-D-glucose:NAD+ 1-oxoreductase
KEGG:R01521 1.1.1.47 beta-D-glucose:NADP+ 1-oxoreductase
KEGG:R01522 1.1.3.4 beta-D-glucose:oxygen 1-oxidoreductase
KEGG:R03861 2.3.1.132 sinapoyl-CoA:glucarolactone O-(hydroxycinnamoyl)transferase
KEGG:R06620 1.1.5.2 D-glucose:ubiquinone oxidoreductase
KEGG:R07147 1.1.1.119 D-glucose:NADP+ 1-oxidoreductase
KEGG:R10411 1.1.99.35 D-glucose:acceptor oxidoreductase
BioCyc:RXN0-6373 1.1.5.2 Ubiquinones + Glucopyranose --> Ubiquinols + GLC-D-LACTONE
BioCyc:GLUCONOLACT-RXN 3.1.1.17 GLC-D-LACTONE + WATER --> PROTON + GLUCONATE
BioCyc:RXN0-6372 GLC-D-LACTONE + 2 E- + 2 PROTON --> Glucopyranose
Rhea:RHEA:10441 3.1.1.17 D-glucono-1,5-lactone + H2O => D-gluconate + H+
Rhea:RHEA:10442 3.1.1.17 D-gluconate + H+ => D-glucono-1,5-lactone + H2O
Rhea:RHEA:10443 3.1.1.17 D-glucono-1,5-lactone + H2O <=> D-gluconate + H+
Rhea:RHEA:11429 1.1.3.4 β-D-glucose + O2 => D-glucono-1,5-lactone + H2O2
Rhea:RHEA:11430 1.1.3.4 D-glucono-1,5-lactone + H2O2 => β-D-glucose + O2
Rhea:RHEA:11431 1.1.3.4 β-D-glucose + O2 <=> D-glucono-1,5-lactone + H2O2
View More
Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7058 esculetin modification
BioCyc:META_PWY-7091 linustatin bioactivation
BioCyc:META_PWY-6002 lotaustralin degradation
BioCyc:META_PWY-5821 dalcochinin biosynthesis
BioCyc:META_PWY-5530 sorbitol biosynthesis II
BioCyc:ECO_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:ARA_PWY-5530 sorbitol biosynthesis II
BioCyc:SHIGELLA_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:MTBCDC1551_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:AGRO_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:BSUB_GLUCOSE1PMETAB-PWY-1 glucose and glucose-1-phosphate degradation
BioCyc:ECOL316407_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:ECOL413997_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:10403S_RAST_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:PABTQVLC_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:META_PWY-7056 daphnin interconversion
BioCyc:META_NPGLUCAT-PWY Entner-Doudoroff pathway II (non-phosphorylative)
BioCyc:META_PWY-116 coniferin metabolism
BioCyc:META_PWY-7165 L-ascorbate biosynthesis VI (engineered pathway)
BioCyc:ARA_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
View All Pathways