| Common Name |
3-Hydroxyadipic acid 3,6-lactone
| Description |
3-hydroxyadipic acid 3,6-lactone is an urinary organic acid. Its level in urine is markedly increased during fasting and in some forms of dicarboxylic aciduria. (PMID: 2739576 )
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29171 (3-Hydroxyadipic acid 3,6-lactone)
| Synonyms |
| Value |
Source |
(5-Oxotetrahydrofuran-2-yl)acetic acidHMDB
2-Furanacetic acidHMDB
3-HA-3,6-laMeSH
| Chemical Formlia |
C6H8O4
| Average Molecliar Weight |
144.1253
| Monoisotopic Molecliar Weight |
144.042258744
| IUPAC Name |
2-(5-oxooxolan-2-yl)acetic acid
| Traditional Name |
(5-oxooxolan-2-yl)acetic acid
| CAS Registry Number |
60551-20-4
| SMILES |
[H]OC(=O)CC1([H])CCC(=O)O1
| InChI Identifier |
InChI=1S/C6H8O4/c7-5(8)3-4-1-2-6(9)10-4/h4H,1-3H2,(H,7,8)
| InChI Key |
BWEICTHJUIJQPH-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organoheterocyclic compounds
| Sub Class |
Lactones
| Direct Parent |
Gamma butyrolactones
| Alternative Parents |
Dicarboxylic acids and derivatives
Tetrahydrofurans
Carboxylic acid esters
Oxacyclic compounds
Carboxylic acids
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound
| Molecliar Framework |
Aliphatic heteromonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Nutrient
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility235.0 mg/mLALOGPS
logP0.11ALOGPS
logP-0.076ChemAxon
logS0.21ALOGPS
pKa (Strongest Acidic)3.94ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity30.76 m3·mol-1ChemAxon
Polarizability13.14 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
168429
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29171
| Metagene Link |
HMDB29171
| METLIN ID |
Not Available
| PubChem Compound |
194109
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Auristatin PE
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Tserng KY, Jin SJ, Hoppel CL, Kerr DS, Genuth SM: Urinary 3-hydroxyadipic acid 3,6-lactone: structural identification and effect of fasting in adults and children. Metabolism. 1989 Jul;38(7):655-61. [PubMed:2739576 ]
|
PMID: 9694950
