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
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.
DBLinks
- CAS Registry Number: 87-73-0
- PubChem CID: 33037
- ChEBI: 16002
- HMDB: HMDB0000663
- LipidMaps: LMFA01170108
- KEGG: C00818
- BioCyc: D-GLUCARATE
- NCBI MeSH: Glucaric Acid
- Wikipedia: Saccharic_acid
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
- WishartLab ClassyFire: [Carbohydrates and carbohydrate conjugates] Carbohydrates and carbohydrate conjugates
- RefMet: [Sugar acids] Sugar acids
- LipidMaps: [Dicarboxylic acids [FA0117]] Dicarboxylic acids [FA0117]
- ChEBI: [CHEBI:17301] glucaric acid
- ChEBI: [CHEBI:16002] D-glucaric acid
- Coconut NaturalProduct: [Hydroxy fatty acids] Hydroxy fatty acids
| 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 |
Taxonomy Source
- Ginkgo biloba [ncbi taxid: 3311]
- Homo sapiens [ncbi taxid: 9606]
- Panax ginseng [ncbi taxid: 4054]
- Pogostemon cablin [ncbi taxid: 28511]
- Sebertia acuminata [ncbi taxid: ]
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP3604 | Biochemical pathways: part I |
| WikiPathways:WP1622 | Ascorbate and aldarate metabolism |