Metabolite Card
Formula: C10H18O5 (218.1154)
SMILES: O[C@H](CCCCCCC(O)=O)CC(O)=O
Synonyms [en]
3-Hydroxysebacic acid; 3-Hydroxy-decanedioic acid; 3-Hydroxy-sebacic acid; 3-Hydroxydecanedioic acid; 3-Hydroxysebacate; 3-Hydroxy Sebacic Acid
Last reviewed on 2024-06-28.
Cite this Page
3-Hydroxysebacic acid. 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: BioCAD00000019616). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
3-Hydroxydecanedioic is a dicarboxylic acid that belongs to the class of compounds known hydroxy fatty acids. Hydroxy fatty acids are fatty acids that have hydroxyl functional groups attached to the principal chain. 3-Hydroxydecanedioic acid is found in most vertebrates. Urine from patients with ketoacidosis typically contains a number of aliphatic 3-hydroxy dicarboxylic acids, with the major compound being 3-hydroxydecanedioic acid (PMID: 7353273). The excretion of 3-hydroxydecanedioic acid is correlated with the excretion of hexanedioic acid, another metabolite frequently found in ketoacidosis (PMID: 5031780). It is thought that the 3-hydroxy dicarboxylic acids such as 3-hydroxydecanedioic acid are formed from fatty acids by a combination of omega-oxidation and incomplete beta-oxidation (PMID: 7353273). Marked elevation of urinary 3-hydroxydecanedioic acid has also been reported in a malnourished infant with glycogen storage disease (PMID: 8295400). Subsequent studies have shown that increased amounts of dicarboxylic acids, such as 3-hydroxydecanedioic acid, are typically excreted in human urine under conditions of medium-chain triglyceride (MCT) feeding, abnormal fatty acid oxidation (FAO) and fasting (PMID: 8596483).
DBLinks
- CAS Registry Number: 446881-43-2
- PubChem CID: 124350389
- ChEBI: 89182
- HMDB: HMDB0000350
- LipidMaps: LMFA01170092
- KEGG:
- BioCyc:
- NCBI MeSH: 3-hydroxydecanedioic acid
- Wikipedia:
Other DBLinks
- CAS Registry Number: 446881-43-2
- CAS Registry Number: 68812-93-1
- CAS Registry Number: 73141-46-5
- PubChem: 124350389
- PubChem: 3017884
- ChEBI: ChEBI:89182
- HMDB: HMDB0000350
- HMDB: HMDB00350
- LipidMaps: LMFA01170092
- NCBI MeSH: 3-hydroxydecanedioic acid
- RefMet: RM0140670
- MoNA: FiehnHILIC000079
- MoNA: FiehnHILIC001660
- MoNA: FiehnHILIC002504
- MoNA: HMDB0000350_ms_ms_561
- MoNA: HMDB0000350_ms_ms_562
- MoNA: HMDB0000350_ms_ms_563
- Metlin: METLIN_45926
- Coconut NaturalProduct: CNP0002388.0
Class / Ontology
- WishartLab ClassyFire: [Medium-chain hydroxy acids and derivatives] Medium-chain hydroxy acids and derivatives
- RefMet: [Hydroxy FA] Hydroxy FA
- LipidMaps: [Dicarboxylic acids [FA0117]] Dicarboxylic acids [FA0117]
- ChEBI: [CHEBI:89182] 3-hydroxysebacic acid
- Coconut NaturalProduct: [Dicarboxylic acids] Dicarboxylic acids