Common Name |
(S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside
Description |
(S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside is found in plises. (S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside is isolated from Pisum sativum (peas) (S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside belongs to the family of Glycoamino Acids and Derivatives. These are saccharides attached to a single amino acid by any kind ofA covalent bond. A glycosyl-amino-acid is a compound consisting of saccharide linked through a glycosyl linkage (O-,A N-, orA S-) to an amino acid[1]. (Reference: [1] IUPAC. Compendium of Chemical Terminology, 2nd ed. (the “Gold Book”). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook. (PAC, 1995, 67, 1307 (White Book, p. 85)).
Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29404 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)
Synonyms |
Not Available
Chemical Formlia |
C12H18N2O9
Average Molecliar Weight |
334.2793
Monoisotopic Molecliar Weight |
334.101230184
IUPAC Name |
2-amino-3-{5-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,5-dihydro-1,2-oxazol-4-yl}propanoic acid
Traditional Name |
2-amino-3-{5-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1,2-oxazol-4-yl}propanoic acid
CAS Registry Number |
29790-46-3
SMILES |
NC(CC1=CN(OC1=O)C1OC(CO)C(O)C(O)C1O)C(O)=O
InChI Identifier |
InChI=1S/C12H18N2O9/c13-5(11(19)20)1-4-2-14(23-12(4)21)10-9(18)8(17)7(16)6(3-15)22-10/h2,5-10,15-18H,1,3,13H2,(H,19,20)
InChI Key |
OURYTICKCZBKFC-UHFFFAOYSA-N
Chemical Taxonomy |
Description |
This compound belongs to the class of chemical entities known as glycosylamines. These are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).
Kingdom |
Chemical entities
Super Class |
Organic compounds
Class |
Organic oxygen compounds
Sub Class |
Organooxygen compounds
Direct Parent |
Glycosylamines
Alternative Parents |
Hexoses
Alpha amino acids
Aralkylamines
Oxanes
Vinylogous amides
Heteroaromatic compounds
Isoxazoles
Secondary alcohols
Amino acids
Polyols
Oxacyclic compounds
Azacyclic compounds
Carboxylic acids
Monocarboxylic acids and derivatives
Primary alcohols
Organopnictogen compounds
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
Monoalkylamines
Substituents |
Hexose monosaccharide
N-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
Aralkylamine
Monosaccharide
Oxane
Azole
Heteroaromatic compound
Isoxazole
Vinylogous amide
Amino acid or derivatives
Amino acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Amine
Organopnictogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organic oxide
Primary aliphatic amine
Primary amine
Organonitrogen compound
Primary alcohol
Hydrocarbon derivative
Aromatic heteromonocyclic compound
Molecliar Framework |
Aromatic heteromonocyclic compounds
External Descriptors |
Not Available
Ontology |
Status |
Expected but not Quantified
Origin |
Endogenous
Food
Biofunction |
Not Available
Application |
Nutrient
Cellliar locations |
Cytoplasm
Extracellliar
Physical Properties |
State |
Not Available
Experimental Properties |
Property |
Value |
Reference |
Melting Point182 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties |
Property |
Value |
Source |
Water Solubility68.6 mg/mLALOGPS
logP-2.9ALOGPS
logP-5.8ChemAxon
logS-0.69ALOGPS
pKa (Strongest Acidic)1.51ChemAxon
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area183.01 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity70.01 m3·mol-1ChemAxon
Polarizability31.01 Å3ChemAxon
Number of Rings2ChemAxon
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, Positivesplash10-01bi-0398000000-df9af5f7548437856951View in MoNA
Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-00b9-3951000000-7d49e96af590d3272a46View in MoNA
Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0007-4790000000-572b69c2b81ab16c9ea9View in MoNA
Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-03ki-2792000000-8cdb8e2a02c9751bd27aView in MoNA
Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-00di-6973000000-b9e26cc7bba0dc8f531eView in MoNA
Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-03di-4900000000-b0e308088e668fa6c47aView 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 |
FDB000493
KNApSAcK ID |
Not Available
Chemspider ID |
Not Available
KEGG Compound ID |
Not Available
BioCyc ID |
Not Available
BiGG ID |
Not Available
Wikipedia Link |
Not Available
NuGOwiki Link |
HMDB29404
Metagene Link |
HMDB29404
METLIN ID |
Not Available
PubChem Compound |
Not Available
PDB ID |
Not Available
ChEBI ID |
Not Available
Product: CL-82198
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: 11956157