| Common Name |
L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid
| Description |
(2R,4S)-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid is found in fruits. (2R,4S)-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid is a constituent of the seeds of Eriobotrya japonica (loquat).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29425 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)
| Synonyms |
Not Available
| Chemical Formlia |
C6H11NO3
| Average Molecliar Weight |
145.1564
| Monoisotopic Molecliar Weight |
145.073893223
| IUPAC Name |
4-(hydroxymethyl)pyrrolidine-2-carboxylic acid
| Traditional Name |
4-(hydroxymethyl)pyrrolidine-2-carboxylic acid
| CAS Registry Number |
2370-39-0
| SMILES |
OCC1CNC(C1)C(O)=O
| InChI Identifier |
InChI=1S/C6H11NO3/c8-3-4-1-5(6(9)10)7-2-4/h4-5,7-8H,1-3H2,(H,9,10)
| InChI Key |
CISMGNUPDUKNQK-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as proline and derivatives. These are compounds containing proline or a derivative thereof resliting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Carboxylic acids and derivatives
| Direct Parent |
Proline and derivatives
| Alternative Parents |
Alpha amino acids
Pyrrolidine carboxylic acids
1,3-aminoalcohols
Amino acids
Monocarboxylic acids and derivatives
Dialkylamines
Carboxylic acids
Azacyclic compounds
Primary alcohols
Organopnictogen compounds
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Proline or derivatives
Alpha-amino acid
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
1,3-aminoalcohol
Pyrrolidine
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Organoheterocyclic compound
Azacycle
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Amine
Carbonyl group
Aliphatic heteromonocyclic compound
| Molecliar Framework |
Aliphatic heteromonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Food
| Biofunction |
Nutrient
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point257 – 258 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility119.0 mg/mLALOGPS
logP-3ALOGPS
logP-3.6ChemAxon
logS-0.09ALOGPS
pKa (Strongest Acidic)1.78ChemAxon
pKa (Strongest Basic)10.94ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity34.37 m3·mol-1ChemAxon
Polarizability14.44 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-004j-1900000000-d29a75edb8a60a06799dView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-0fc0-5900000000-b592fa11f03bcef83b16View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-05ur-9000000000-a0de7a71011aa6488796View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-0006-1900000000-a3bbfa561d7434411a89View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-0gxy-5900000000-dd61f1404df03d98461dView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-01bl-9000000000-d3e11f174bedfc496d59View in MoNA
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| 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 |
FDB011871
| KNApSAcK ID |
Not Available
| Chemspider ID |
4476900
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29425
| Metagene Link |
HMDB29425
| METLIN ID |
Not Available
| PubChem Compound |
5318294
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: HO-3867
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 12187403
