D-Glucarate (BioCAD00000009337)

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Metabolite Card

Formula: C6H10O8 (210.0376)
SMILES: O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O

Synonyms [en]

Glucaric Acid; D-glucarate; D-glucaric acid; D-saccharic acid; Saccharic acid; D-glucosaccharic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

D-Glucarate. 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: BioCAD00000009337). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Glucaric acid, also known as glucarate or D-saccharic acid, belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. Glucaric acid is a sugar acid derived from D-glucose in which both the aldehydic carbon atom and the carbon atom bearing the primary hydroxyl group are oxidized to carboxylic acid groups. D-glucaric acid is found in fruits, vegetables, and mammals. The highest concentrations of glucaric acid are found in grapefruits, apples, oranges, and cruciferous vegetables (PMID: 18772850). Glucaric acid is produced through the oxidation of glucose. Cytochrome P450 is thought to be responsible for the production of D-glucaric acid in vivo (PMID: 3779687). In mammals, D-glucaric acid and D-glucaro-l,4-lactone are also known end-products of the D-glucuronic acid pathway (PMID: 18772850). Glucaric is available as a dietary supplement in the form of calcium D-glucarate and has been studied for therapeutic purposes including cholesterol reduction and cancer chemotherapy (PMID: 9101079). D-Glucaric acid has a potential use as a building block for a number of polymers, including new nylons and hyperbranched polyesters. D-glucaric acid produced from D-glucose has been successfully utilized to produce a hydroxylated nylon.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 25525-21-7
  • CAS Registry Number: 526-99-8
  • CAS Registry Number: 576-42-1
  • CAS Registry Number: 87-73-0
  • PubChem: 33037
  • PubChem: 607
  • ChEBI: ChEBI:16002
  • ChEBI: ChEBI:17301
  • ChEBI: ChEBI:30612
  • HMDB: HMDB0000663
  • HMDB: HMDB0029881
  • HMDB: HMDB29881
  • LipidMaps: LMFA01170108
  • KEGG: C00767
  • KEGG: C00818
  • BioCyc: D-GLUCARATE
  • NCBI MeSH: Glucaric Acid
  • Wikipedia: Saccharic_acid
  • DrugBank: DB03603
  • RefMet: RM0153927
  • MoNA: BAF_UVA_POS001430
  • MoNA: BAF_UVA_POS001431
  • MoNA: CCMSLIB00000578030
  • MoNA: CCMSLIB00000578273
  • MoNA: CCMSLIB00005464450
  • MoNA: CCMSLIB00005464480
  • MoNA: CCMSLIB00005720763
  • MoNA: EMBL-MCF_spec61206
  • MoNA: EMBL_MCF_2_0_HRMS_Library000410
  • MoNA: EMBL_MCF_2_0_HRMS_Library000411
  • MoNA: FiehnLib000319
  • MoNA: HMDB0000663_c_ms_1730
  • MoNA: HMDB0000663_ms_ms_906
  • MoNA: HMDB0000663_ms_ms_907
  • MoNA: HMDB0000663_ms_ms_908
  • MoNA: HMDB0029881_c_ms_1748
  • MoNA: HMDB0029881_ms_ms_873
  • MoNA: HMDB0029881_ms_ms_874
  • MoNA: HMDB0029881_ms_ms_875
  • MoNA: KO001817
  • MoNA: KO001818
  • MoNA: KO001819
  • MoNA: KO001820
  • MoNA: KO001821
  • MoNA: MoNA023970
  • MoNA: MoNA034212
  • MoNA: MoNA034215
  • MoNA: MoNA034216
  • MoNA: MoNA037933
  • MoNA: OUF00169
  • Metlin: METLIN_3343
  • Coconut NaturalProduct: CNP0223776.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02752 4.2.1.40 D-glucarate hydro-lyase
KEGG:R02899 2.3.1.131 sinapoyl-CoA:D-glucarate O-sinapoyltransferase
KEGG:R02957 1.2.1.3 D-glucuronolactone:NAD+ oxidoreductase
KEGG:R02998 2.3.1.98 chlorogenate:D-glucarate 2-O-caffeoyltransferase
KEGG:R08056 4.2.1.40 D-glucarate hydro-lyase
KEGG:R09447 C00191 + C00003 + C00001<=>C00818 + C00004 + C00080
BioCyc:RXN0-5285 5.1.2.- CPD0-1090<=>D-GLUCARATE
BioCyc:GLUCARDEHYDRA-RXN 4.2.1.40 D-GLUCARATE --> 5-KETO-4-DEOXY-D-GLUCARATE + WATER
BioCyc:TRANS-RXN0-204 D-glucarate:proton symport
BioCyc:RXN-15921 CPD-12595 + WATER --> D-GLUCARATE + PROTON
BioCyc:RXN-14225 1.2.1.3 D-GLUCURONOLACTONE + NAD + 2 WATER --> D-GLUCARATE + NADH + 3 PROTON
BioCyc:2.3.1.98-RXN 2.3.1.98 D-GLUCARATE + CAFFEOYLQUINATE --> 2-O-CAFFEOYLGLUCARATE + QUINATE
BioCyc:RXN-15906 CPD-17141 + WATER<=>D-GLUCARATE + PROTON
BioCyc:RXN-15361 2.3.1.- sinapoyl glucose:glucarate sinapoyltransferase
BioCyc:2.3.1.131-RXN 2.3.1.131 D-GLUCARATE + SINAPOYL-COA --> O-SINAPOYLGLUCARATE + CO-A
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