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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2019-03-07 00:03:56 UTC
Update Date2019-07-23 14:39:05 UTC
HMDB IDHMDB0240296
Secondary Accession NumbersNone
Metabolite Identification
Common Name2'-alpha-Mannosyl-L-tryptophan
Description2’-alpha-Mannosyl-L-tryptophan, also known as 2'-alpha-D-mannosyl-L-tryptophan or 2'-tryptophan C-mannoside, belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. It is an L-tryptophan derivative and a C-glycosyl compound in which the hydrogen at position 2 on the indole portion has been replaced by an alpha-mannosyl residue. 2'-alpha-Mannosyl-L-tryptophan is a very strong basic compound (based on its pKa). It is a tautomer of a 2'-alpha-mannosyl-L-tryptophan zwitterion. It derives from an alpha-D-mannose.
Structure
Data?1563892745
Synonyms
ValueSource
(1R)-1,5-Anhydro-1-{3-[(2S)-2-amino-2-carboxyethyl]-1H-indol-2-yl}-D-mannitolChEBI
2'-alpha-D-Mannosyl-L-tryptophanChEBI
2'-alpha-D-MannosyltryptophanChEBI
2'-alpha-MannosyltryptophanChEBI
2'-Tryptophan C-mannosideChEBI
C(2)-alpha-D-Mannopyranosyl-L-tryptophanChEBI
2'-a-D-Mannosyl-L-tryptophanGenerator
2'-Α-D-mannosyl-L-tryptophanGenerator
2'-a-D-MannosyltryptophanGenerator
2'-Α-D-mannosyltryptophanGenerator
2'-a-MannosyltryptophanGenerator
2'-Α-mannosyltryptophanGenerator
C(2)-a-D-Mannopyranosyl-L-tryptophanGenerator
C(2)-Α-D-mannopyranosyl-L-tryptophanGenerator
2-(alpha-D-Mannopyranosyl)-L-tryptophanHMDB
2-(α-D-Mannopyranosyl)-L-tryptophanHMDB
2-alpha-D-Mannopyranosyl-L-tryptophanHMDB
2-α-D-Mannopyranosyl-L-tryptophanHMDB
C2-alpha-D-MannopyranosyltryptophanHMDB
C2-α-D-MannopyranosyltryptophanHMDB
Chemical FormulaC17H22N2O7
Average Molecular Weight366.37
Monoisotopic Molecular Weight366.142701056
IUPAC Name(2S)-2-amino-3-{2-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}propanoic acid
Traditional Name(2S)-2-amino-3-{2-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}propanoic acid
CAS Registry Number180509-18-6
SMILES
N[C@@H](CC1=C(NC2=C1C=CC=C2)[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C(O)=O
InChI Identifier
InChI=1S/C17H22N2O7/c18-9(17(24)25)5-8-7-3-1-2-4-10(7)19-12(8)16-15(23)14(22)13(21)11(6-20)26-16/h1-4,9,11,13-16,19-23H,5-6,18H2,(H,24,25)/t9-,11+,13+,14-,15-,16+/m0/s1
InChI KeyCPXSBHKDEPPWIX-RAYCSJGISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolyl carboxylic acids and derivatives
Direct ParentIndolyl carboxylic acids and derivatives
Alternative Parents
Substituents
  • Indolyl carboxylic acid derivative
  • Hexose monosaccharide
  • C-glycosyl compound
  • Glycosyl compound
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • 3-alkylindole
  • Indole
  • Aralkylamine
  • Benzenoid
  • Substituted pyrrole
  • Monosaccharide
  • Oxane
  • Heteroaromatic compound
  • Pyrrole
  • Secondary alcohol
  • Amino acid
  • Amino acid or derivatives
  • Carboxylic acid derivative
  • Carboxylic acid
  • Dialkyl ether
  • Ether
  • Oxacycle
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Polyol
  • Organic oxide
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alcohol
  • Primary amine
  • Primary alcohol
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2ALOGPS
logP-3.9ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)1.96ChemAxon
pKa (Strongest Basic)9.36ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area169.26 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity89.2 m³·mol⁻¹ChemAxon
Polarizability36.45 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - CE-QTOF-MS system (Agilent 7100 CE + 6550 QTOF) 10V, Positivesplash10-014i-0049000000-429d66198fdcf1cabf9fJSpectraViewer | MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10981970
PDB IDNot Available
ChEBI ID19232
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available