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Showing Compound erythro-5-Hydroxy-L-lysine (FDB012682)

Record Information
Version1.0
Creation date2010-04-08 22:10:18 UTC
Update date2019-11-26 03:07:22 UTC
Primary IDFDB012682
Secondary Accession NumbersNot Available
Chemical Information
FooDB Nameerythro-5-Hydroxy-L-lysine
DescriptionOne of the natural protein-bound amino acids. Occurs free in plant tissues, e.g. Medicago sativa (alfalfa) 5-Hydroxylysine is an amino acid with the molecular formula C6H14N2O3. It is a hydroxy derivative of lysine. It is most widely known as a component of collagen.; A hydroxylated derivative of the amino acid lysine that is present in certain collagens. Hydroxylysine is an amino acid and is most widely known as a component of collagen. A standard amino acid with the R' group consisting of an amino terminated butyl hydrocarbon chain, with a hydroxyl group on the carbon atom before the amino group. erythro-5-Hydroxy-L-lysine is found in pulses and broad bean.
CAS Number1190-94-9
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(2S,5R)-5-HydroxylysineChEBI
(5R)-5-Hydroxy-L-lysineChEBI
alpha,epsilon-Diamino-delta-hydroxycaproic acidChEBI
L-Erythro-5-hydroxylysineChEBI
L-Normal-5-hydroxylysineChEBI
5-Hydroxy-L-lysineKegg
a,epsilon-Diamino-delta-hydroxycaproateGenerator
a,epsilon-Diamino-delta-hydroxycaproic acidGenerator
alpha,epsilon-Diamino-delta-hydroxycaproateGenerator
Α,epsilon-diamino-δ-hydroxycaproateGenerator
Α,epsilon-diamino-δ-hydroxycaproic acidGenerator
Lysine, 5 hydroxyMeSH
2,6-Diamino-5-hydroxyhexanoic acidMeSH
5 HydroxylysineMeSH
HydroxylysineMeSH
(2S,5R)-2,6-Diamino-5-hydroxyhexanoic acidMeSH
2,6 Diamino 5 hydroxyhexanoic acidMeSH
a,epsilon-diamino-δ-hydroxycaproateGenerator, HMDB
a,epsilon-diamino-δ-hydroxycaproic acidGenerator, HMDB
(2S,5R)-2,6-diamino-5-HydroxyhexanoateHMDB
5-Hydroxy-lysineHMDB
D-Hydroxy-L-lysineHMDB
D-HydroxylysineHMDB
delta-DL-HydroxylysineHMDB
delta-Hydroxy-L-lysineHMDB
delta-HydroxylysineHMDB
erythro-5-Hydroxy-L-lysineHMDB
Hydroxy-lysineHMDB
L-D-HydroxylysineHMDB
L-delta-HydroxylysineHMDB
Procollagen 5-hydroxy-L-lysineHMDB
Procollagen L-erythro-5-hydroxy-L-lysineHMDB
5-HYDROXYLYSINEChEBI
(2S,5R)-2,6-Diamino-5-hydroxyhexanoatebiospider
5-Hydroxylysinebiospider
a,epsilon-Diamino-δ-hydroxycaproateGenerator
a,epsilon-Diamino-δ-hydroxycaproic acidGenerator
d-Hydroxy-L-lysinebiospider
d-Hydroxylysinebiospider
L-d-Hydroxylysinebiospider
L-erythro-5-HydroxylysineChEBI
L-normal-5-Hydroxylysinebiospider
α,epsilon-diamino-δ-hydroxycaproateGenerator
α,epsilon-diamino-δ-hydroxycaproic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility124 g/LALOGPS
logP-3.8ALOGPS
logP-4.4ChemAxon
logS-0.12ALOGPS
pKa (Strongest Acidic)2.45ChemAxon
pKa (Strongest Basic)9.75ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area109.57 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity39.17 m³·mol⁻¹ChemAxon
Polarizability16.55 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H14N2O3
IUPAC name(2S,5R)-2,6-diamino-5-hydroxyhexanoic acid
InChI IdentifierInChI=1S/C6H14N2O3/c7-3-4(9)1-2-5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)/t4-,5+/m1/s1
InChI KeyYSMODUONRAFBET-UHNVWZDZSA-N
Isomeric SMILESNC[C@H](O)CC[C@H](N)C(O)=O
Average Molecular Weight162.187
Monoisotopic Molecular Weight162.100442324
Classification
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Hydroxy fatty acid
  • Fatty acyl
  • Fatty acid
  • 1,2-aminoalcohol
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 44.43%; H 8.70%; N 17.27%; O 29.59%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]25D +17.8 (c, 2 in 6M HCl)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSerythro-5-Hydroxy-L-lysine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-9100000000-81a6012646b8f5a82841Spectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ukc-9370000000-6e3c7f27f020c40d5deaSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TMS_2_8, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSerythro-5-Hydroxy-L-lysine, TBDMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-004i-1900000000-af0587f21cf0988322432012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-9000000000-e76f81591af86b08b8172012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-001i-9000000000-cc12ca7d17e7da426b8e2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-0h90-6900000000-9903fbb14f6977187f752021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-053r-9100000000-3a6962f460ef5bc775182021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0ik9-9500000000-217090a289a65e58ba972021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-9000000000-c2cb8346c76f58e50f802021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-803ec6c309b6fffd52002021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-9000000000-3053f0967575b100df202021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-03di-0900000000-36fb39fbcb35551bbe652021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-053s-9500000000-7fae325e34c0dfb566eb2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a59-9100000000-503a9651a8f549c714052021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-053r-9100000000-8db6ec3c37b10c5e796e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0059-5900000000-aea2904585552915ac932021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0059-6900000000-29dd6eec1c94934851332021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-b9f390457e0ef534f27a2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-2900000000-35cede633d459f50ae782016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-6900000000-b73caf4bbd05704b89252016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9200000000-fb4fab4226b28fff337c2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-87768bb99db94b42d4492016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03ec-3900000000-a25ff2e4de71d6d51ba52016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00fr-9300000000-7dbaec809eb754d6a8502016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-893b775907823f691aab2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dl-7900000000-c869b5c8a301bbdb44b92021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-260e3fe910ecdc4213892021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID2297721
ChEMBL IDCHEMBL457104
KEGG Compound IDC16741
Pubchem Compound ID3032849
Pubchem Substance IDNot Available
ChEBI ID18040
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00450
CRC / DFC (Dictionary of Food Compounds) IDHJR20-U:HJR16-X
EAFUS IDNot Available
Dr. Duke IDD-HYDROXYLYSINE
BIGG ID53055
KNApSAcK IDNot Available
HET IDLYZ
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDHydroxylysine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).