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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-05-30 20:56:01 UTC

HMDB ID

HMDB0000450

Secondary Accession Numbers

HMDB0006827
HMDB00450
HMDB06827

Metabolite Identification

Common Name

5-Hydroxylysine

Description

5-Hydroxylysine (Hyl), also known as hydroxylysine or 5-Hydroxy-L-lysine, 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. Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. 5-Hydroxylysine is a hydroxylated derivative of the amino acid lysine that is present in certain collagens, the chief structural protein of mammalian skin and connective tissue. 5-Hydroxylysine arises from a post-translational hydroxy modification of lysine and is biosynthesized from lysine via oxidation by lysyl hydroxylase enzymes. 5-Hydroxylysine can then undergo further modification by glycosylation, giving rise to galactosyl hydroxylysine (GH) and glucosylgalactosyl hydroxylysine (GGH). These glycosylated forms of hydroxylysine contribute to collagen‚Äôs unusual toughness and resiliency. The monoglycosylated, galactosyl-hydroxylysine is enriched in bone compared with the disaccharide form, glucosyl-galactosyl-hydroxylysine, which is the major form in skin. 5-Hydroxylysine exists in all eukaryotes, ranging from yeast to humans. It was first discovered in 1921 by Donald Van Slyke. Free forms of hydroxylysine arise through proteolytic degradation of collagen. Urinary excretion of 5-Hydroxylysine and its glycosides can be used as an index of collagen degradation, with high levels being indicative of more rapid or extensive collagen degradation (often seen in patients with thermal burns, Paget's disease of bone or hyperphosphatasia) (PMID: 404321 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,5R)-5-Hydroxylysine	ChEBI
(5R)-5-Hydroxy-L-lysine	ChEBI
alpha,epsilon-Diamino-delta-hydroxycaproic acid	ChEBI
L-Erythro-5-hydroxylysine	ChEBI
L-Normal-5-hydroxylysine	ChEBI
5-Hydroxy-L-lysine	Kegg
a,epsilon-Diamino-delta-hydroxycaproate	Generator
a,epsilon-Diamino-delta-hydroxycaproic acid	Generator
alpha,epsilon-Diamino-delta-hydroxycaproate	Generator
Α,epsilon-diamino-δ-hydroxycaproate	Generator
Α,epsilon-diamino-δ-hydroxycaproic acid	Generator
Lysine, 5 hydroxy	MeSH
2,6-Diamino-5-hydroxyhexanoic acid	MeSH
5 Hydroxylysine	MeSH
Hydroxylysine	MeSH
(2S,5R)-2,6-Diamino-5-hydroxyhexanoic acid	MeSH
2,6 Diamino 5 hydroxyhexanoic acid	MeSH
a,epsilon-diamino-δ-hydroxycaproate	Generator, HMDB
a,epsilon-diamino-δ-hydroxycaproic acid	Generator, HMDB
(2S,5R)-2,6-diamino-5-Hydroxyhexanoate	HMDB
5-Hydroxy-lysine	HMDB
D-Hydroxy-L-lysine	HMDB
D-Hydroxylysine	HMDB
delta-DL-Hydroxylysine	HMDB
delta-Hydroxy-L-lysine	HMDB
delta-Hydroxylysine	HMDB
erythro-5-Hydroxy-L-lysine	HMDB
Hydroxy-lysine	HMDB
L-D-Hydroxylysine	HMDB
L-delta-Hydroxylysine	HMDB
Procollagen 5-hydroxy-L-lysine	HMDB
Procollagen L-erythro-5-hydroxy-L-lysine	HMDB
5-HYDROXYLYSINE	ChEBI

Chemical Formula

C₆H₁₄N₂O₃

Average Molecular Weight

162.187

Monoisotopic Molecular Weight

162.100442324

IUPAC Name

(2S,5R)-2,6-diamino-5-hydroxyhexanoic acid

Traditional Name

L-hydroxylysine

CAS Registry Number

1190-94-9

SMILES

NC[C@H](O)CC[C@H](N)C(O)=O

InChI Identifier

InChI=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 Key

YSMODUONRAFBET-UHNVWZDZSA-N

Chemical Taxonomy

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-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 Framework

Aliphatic acyclic compounds

External Descriptors

hydroxy-L-lysine (CHEBI:18040 )
5-hydroxylysine (CHEBI:18040 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17031479)
Cerebrospinal Fluid (CSF) (HMDB: HMDB0000450)
Cerebrospinal fluid (HMDB: HMDB0000450)

Organ

Placenta (HMDB: HMDB0000450)

Excreta

Biofluid or Excreta

Urine (PMID: 2026685)
Feces (PMID: 26709303)

Cellular substructure

Cytoplasm (HMDB: HMDB0000450)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000450)

Source

Endogenous

Endogenous (HMDB: HMDB0000450)

Plant

Fabaceae (HMDB: HMDB0000450)

Exogenous

Food

Food (HMDB: HMDB0000450)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Pulse

Bean

Broad bean (FooDB: FOOD00197)

Pulses (FooDB: FOOD00867)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Alzheimer's Disease (MarkerDB: MDB00000163)
Eosinophilic esophagitis (MarkerDB: MDB00000163)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	23 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	133.4	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000015
[M+H]+	Not Available	135.1	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000015

Predicted Molecular Properties

Property	Value	Source
Water Solubility	124 g/L	ALOGPS
logP	-3.8	ALOGPS
logP	-4.4	ChemAxon
logS	-0.12	ALOGPS
pKa (Strongest Acidic)	2.45	ChemAxon
pKa (Strongest Basic)	9.75	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	109.57 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	39.17 m³·mol⁻¹	ChemAxon
Polarizability	16.55 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	136.796	31661259
DarkChem	[M+H]+	136.796	31661259
DarkChem	[M-H]-	135.533	31661259
DarkChem	[M-H]-	135.533	31661259
AllCCS	[M+H]+	136.529	32859911
AllCCS	[M-H]-	130.443	32859911
DeepCCS	[M+H]+	137.229	30932474
DeepCCS	[M-H]-	133.61	30932474
DeepCCS	[M-2H]-	170.957	30932474
DeepCCS	[M+Na]+	146.495	30932474
AllCCS	[M+H]+	136.5	32859911
AllCCS	[M+H-H2O]+	132.6	32859911
AllCCS	[M+NH4]+	140.2	32859911
AllCCS	[M+Na]+	141.2	32859911
AllCCS	[M-H]-	130.4	32859911
AllCCS	[M+Na-2H]-	132.2	32859911
AllCCS	[M+HCOO]-	134.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxylysine	NC[C@H](O)CC[C@H](N)C(O)=O	2370.9	Standard polar	33892256
5-Hydroxylysine	NC[C@H](O)CC[C@H](N)C(O)=O	1695.3	Standard non polar	33892256
5-Hydroxylysine	NC[C@H](O)CC[C@H](N)C(O)=O	1843.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxylysine,1TMS,isomer #1	C[Si](C)(C)O[C@@H](CN)CC[C@H](N)C(=O)O	1719.6	Semi standard non polar	33892256
5-Hydroxylysine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CC[C@@H](O)CN	1659.9	Semi standard non polar	33892256
5-Hydroxylysine,1TMS,isomer #3	C[Si](C)(C)NC[C@H](O)CC[C@H](N)C(=O)O	1798.7	Semi standard non polar	33892256
5-Hydroxylysine,1TMS,isomer #4	C[Si](C)(C)N[C@@H](CC[C@@H](O)CN)C(=O)O	1776.2	Semi standard non polar	33892256
5-Hydroxylysine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CC[C@H](CN)O[Si](C)(C)C	1698.7	Semi standard non polar	33892256
5-Hydroxylysine,2TMS,isomer #2	C[Si](C)(C)NC[C@@H](CC[C@H](N)C(=O)O)O[Si](C)(C)C	1804.8	Semi standard non polar	33892256
5-Hydroxylysine,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CC[C@H](CN)O[Si](C)(C)C)C(=O)O	1798.7	Semi standard non polar	33892256
5-Hydroxylysine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC[C@@H](O)CN)C(=O)O[Si](C)(C)C	1733.2	Semi standard non polar	33892256
5-Hydroxylysine,2TMS,isomer #5	C[Si](C)(C)NC[C@H](O)CC[C@H](N)C(=O)O[Si](C)(C)C	1779.0	Semi standard non polar	33892256
5-Hydroxylysine,2TMS,isomer #6	C[Si](C)(C)NC[C@H](O)CC[C@H](N[Si](C)(C)C)C(=O)O	1879.7	Semi standard non polar	33892256
5-Hydroxylysine,2TMS,isomer #7	C[Si](C)(C)N(C[C@H](O)CC[C@H](N)C(=O)O)[Si](C)(C)C	1963.5	Semi standard non polar	33892256
5-Hydroxylysine,2TMS,isomer #8	C[Si](C)(C)N([C@@H](CC[C@@H](O)CN)C(=O)O)[Si](C)(C)C	1931.5	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC[C@H](CN)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1774.7	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC[C@H](CN)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1882.5	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC[C@H](CN)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2412.4	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #10	C[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2031.9	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #10	C[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1934.4	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #10	C[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2387.6	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #2	C[Si](C)(C)NC[C@@H](CC[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1776.4	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #2	C[Si](C)(C)NC[C@@H](CC[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1918.3	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #2	C[Si](C)(C)NC[C@@H](CC[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2475.8	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #3	C[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	1871.5	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #3	C[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	1945.1	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #3	C[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	2318.0	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #4	C[Si](C)(C)O[C@H](CC[C@H](N)C(=O)O)CN([Si](C)(C)C)[Si](C)(C)C	2017.4	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #4	C[Si](C)(C)O[C@H](CC[C@H](N)C(=O)O)CN([Si](C)(C)C)[Si](C)(C)C	1975.5	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #4	C[Si](C)(C)O[C@H](CC[C@H](N)C(=O)O)CN([Si](C)(C)C)[Si](C)(C)C	2734.5	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #5	C[Si](C)(C)O[C@@H](CN)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1954.7	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #5	C[Si](C)(C)O[C@@H](CN)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1932.8	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #5	C[Si](C)(C)O[C@@H](CN)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2480.9	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #6	C[Si](C)(C)NC[C@H](O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1853.8	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #6	C[Si](C)(C)NC[C@H](O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1907.5	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #6	C[Si](C)(C)NC[C@H](O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2267.5	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN)N([Si](C)(C)C)[Si](C)(C)C	1913.2	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN)N([Si](C)(C)C)[Si](C)(C)C	1921.8	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN)N([Si](C)(C)C)[Si](C)(C)C	2618.5	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](N)CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C	1950.9	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](N)CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C	2002.4	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](N)CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C	2541.6	Standard polar	33892256
5-Hydroxylysine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2020.6	Semi standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1982.0	Standard non polar	33892256
5-Hydroxylysine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2414.1	Standard polar	33892256
5-Hydroxylysine,4TMS,isomer #1	C[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1823.3	Semi standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #1	C[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2012.8	Standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #1	C[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2012.2	Standard polar	33892256
5-Hydroxylysine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC[C@H](CN)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1955.9	Semi standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC[C@H](CN)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2017.0	Standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC[C@H](CN)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2335.3	Standard polar	33892256
5-Hydroxylysine,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1984.1	Semi standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2042.8	Standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2407.9	Standard polar	33892256
5-Hydroxylysine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	2071.4	Semi standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	2056.1	Standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	2221.6	Standard polar	33892256
5-Hydroxylysine,4TMS,isomer #5	C[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2008.5	Semi standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #5	C[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2061.6	Standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #5	C[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2164.2	Standard polar	33892256
5-Hydroxylysine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2018.2	Semi standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2060.7	Standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2157.5	Standard polar	33892256
5-Hydroxylysine,4TMS,isomer #7	C[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2015.4	Semi standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #7	C[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2019.6	Standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #7	C[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2174.7	Standard polar	33892256
5-Hydroxylysine,4TMS,isomer #8	C[Si](C)(C)N(C[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2151.5	Semi standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #8	C[Si](C)(C)N(C[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2108.7	Standard non polar	33892256
5-Hydroxylysine,4TMS,isomer #8	C[Si](C)(C)N(C[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2278.2	Standard polar	33892256
5-Hydroxylysine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2064.6	Semi standard non polar	33892256
5-Hydroxylysine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2092.4	Standard non polar	33892256
5-Hydroxylysine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1978.9	Standard polar	33892256
5-Hydroxylysine,5TMS,isomer #2	C[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2027.6	Semi standard non polar	33892256
5-Hydroxylysine,5TMS,isomer #2	C[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2112.0	Standard non polar	33892256
5-Hydroxylysine,5TMS,isomer #2	C[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1961.6	Standard polar	33892256
5-Hydroxylysine,5TMS,isomer #3	C[Si](C)(C)O[C@H](CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CN([Si](C)(C)C)[Si](C)(C)C	2231.3	Semi standard non polar	33892256
5-Hydroxylysine,5TMS,isomer #3	C[Si](C)(C)O[C@H](CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CN([Si](C)(C)C)[Si](C)(C)C	2173.2	Standard non polar	33892256
5-Hydroxylysine,5TMS,isomer #3	C[Si](C)(C)O[C@H](CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CN([Si](C)(C)C)[Si](C)(C)C	2093.7	Standard polar	33892256
5-Hydroxylysine,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2192.8	Semi standard non polar	33892256
5-Hydroxylysine,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2168.9	Standard non polar	33892256
5-Hydroxylysine,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2077.5	Standard polar	33892256
5-Hydroxylysine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2355.2	Semi standard non polar	33892256
5-Hydroxylysine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2198.8	Standard non polar	33892256
5-Hydroxylysine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC[C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1972.1	Standard polar	33892256
5-Hydroxylysine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](CN)CC[C@H](N)C(=O)O	1960.7	Semi standard non polar	33892256
5-Hydroxylysine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC[C@@H](O)CN	1897.0	Semi standard non polar	33892256
5-Hydroxylysine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@H](N)C(=O)O	2044.8	Semi standard non polar	33892256
5-Hydroxylysine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@@H](O)CN)C(=O)O	2022.8	Semi standard non polar	33892256
5-Hydroxylysine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC[C@H](CN)O[Si](C)(C)C(C)(C)C	2154.9	Semi standard non polar	33892256
5-Hydroxylysine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C	2296.1	Semi standard non polar	33892256
5-Hydroxylysine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN)O[Si](C)(C)C(C)(C)C)C(=O)O	2279.3	Semi standard non polar	33892256
5-Hydroxylysine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@@H](O)CN)C(=O)O[Si](C)(C)C(C)(C)C	2178.3	Semi standard non polar	33892256
5-Hydroxylysine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2225.6	Semi standard non polar	33892256
5-Hydroxylysine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2359.4	Semi standard non polar	33892256
5-Hydroxylysine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C[C@H](O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2407.9	Semi standard non polar	33892256
5-Hydroxylysine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N([C@@H](CC[C@@H](O)CN)C(=O)O)[Si](C)(C)C(C)(C)C	2362.3	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2429.7	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2466.1	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2585.4	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2694.4	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2535.2	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2587.0	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2438.9	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2520.9	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2647.5	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2562.5	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2508.9	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2548.4	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H](CC[C@H](N)C(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2659.8	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H](CC[C@H](N)C(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2557.1	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H](CC[C@H](N)C(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2796.4	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H](CN)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2617.8	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H](CN)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2502.2	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H](CN)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2619.6	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2511.0	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2500.6	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2520.6	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2568.7	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2532.8	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2705.5	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2593.2	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2581.1	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2686.1	Standard polar	33892256
5-Hydroxylysine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2704.0	Semi standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2560.3	Standard non polar	33892256
5-Hydroxylysine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2615.4	Standard polar	33892256
5-Hydroxylysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2705.1	Semi standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2691.0	Standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2493.1	Standard polar	33892256
5-Hydroxylysine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@H](CN)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2840.2	Semi standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@H](CN)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2716.1	Standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@H](CN)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2600.5	Standard polar	33892256
5-Hydroxylysine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2855.2	Semi standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2763.1	Standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2674.6	Standard polar	33892256
5-Hydroxylysine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	2952.2	Semi standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	2755.3	Standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	2586.7	Standard polar	33892256
5-Hydroxylysine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2899.9	Semi standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2746.9	Standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2545.7	Standard polar	33892256
5-Hydroxylysine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2885.9	Semi standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2775.4	Standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2554.6	Standard polar	33892256
5-Hydroxylysine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2902.9	Semi standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2755.3	Standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC[C@H](O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2555.3	Standard polar	33892256
5-Hydroxylysine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3021.6	Semi standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2827.1	Standard non polar	33892256
5-Hydroxylysine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C[C@H](O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2606.2	Standard polar	33892256
5-Hydroxylysine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3118.1	Semi standard non polar	33892256
5-Hydroxylysine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2927.4	Standard non polar	33892256
5-Hydroxylysine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2542.0	Standard polar	33892256
5-Hydroxylysine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3104.2	Semi standard non polar	33892256
5-Hydroxylysine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2928.0	Standard non polar	33892256
5-Hydroxylysine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC[C@@H](CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2528.1	Standard polar	33892256
5-Hydroxylysine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3265.2	Semi standard non polar	33892256
5-Hydroxylysine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2986.8	Standard non polar	33892256
5-Hydroxylysine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2573.7	Standard polar	33892256
5-Hydroxylysine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3246.7	Semi standard non polar	33892256
5-Hydroxylysine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3014.7	Standard non polar	33892256
5-Hydroxylysine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2571.4	Standard polar	33892256
5-Hydroxylysine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3527.7	Semi standard non polar	33892256
5-Hydroxylysine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3183.7	Standard non polar	33892256
5-Hydroxylysine,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2605.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9100000000-81a6012646b8f5a82841	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (2 TMS) - 70eV, Positive	splash10-0ukc-9370000000-6e3c7f27f020c40d5dea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxylysine GC-MS (TBDMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-004i-1900000000-af0587f21cf098832243	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-001i-9000000000-e76f81591af86b08b817	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-001i-9000000000-cc12ca7d17e7da426b8e	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 0V, Positive-QTOF	splash10-0h90-6900000000-9903fbb14f6977187f75	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 35V, Positive-QTOF	splash10-053r-9100000000-3a6962f460ef5bc77518	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 10V, Positive-QTOF	splash10-0ik9-9500000000-217090a289a65e58ba97	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 30V, Positive-QTOF	splash10-0a4i-9000000000-c2cb8346c76f58e50f80	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 40V, Positive-QTOF	splash10-0a4i-9000000000-803ec6c309b6fffd5200	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 30V, Positive-QTOF	splash10-0a4i-9000000000-3053f0967575b100df20	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 0V, Positive-QTOF	splash10-03di-0900000000-36fb39fbcb35551bbe65	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 10V, Positive-QTOF	splash10-053s-9500000000-7fae325e34c0dfb566eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 20V, Positive-QTOF	splash10-0a59-9100000000-503a9651a8f549c71405	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 20V, Positive-QTOF	splash10-053r-9100000000-8db6ec3c37b10c5e796e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 10V, Positive-QTOF	splash10-0059-5900000000-aea2904585552915ac93	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 10V, Positive-QTOF	splash10-0059-6900000000-29dd6eec1c9493485133	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5-Hydroxylysine 40V, Positive-QTOF	splash10-0a4i-9000000000-b9f390457e0ef534f27a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 10V, Positive-QTOF	splash10-0002-2900000000-35cede633d459f50ae78	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 20V, Positive-QTOF	splash10-0002-6900000000-b73caf4bbd05704b8925	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 40V, Positive-QTOF	splash10-0002-9200000000-fb4fab4226b28fff337c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 10V, Negative-QTOF	splash10-03di-0900000000-87768bb99db94b42d449	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 20V, Negative-QTOF	splash10-03ec-3900000000-a25ff2e4de71d6d51ba5	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 40V, Negative-QTOF	splash10-00fr-9300000000-7dbaec809eb754d6a850	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 10V, Negative-QTOF	splash10-03di-0900000000-893b775907823f691aab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 20V, Negative-QTOF	splash10-03dl-7900000000-c869b5c8a301bbdb44b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxylysine 40V, Negative-QTOF	splash10-0006-9000000000-260e3fe910ecdc421389	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0-2.5 uM	Newborn (0-30 days old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	0-2.5 uM	Infant (1 - 3 months old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	0-2.5 uM	Children (3 months - 6 years old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	0-2.5 uM	Children (6 - 18 years old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	2.5 (1.8-3.2) uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0-0.8 uM	Children (0 - 10 years old)	Both	Normal	BC Children's Hos...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0-0.8 uM	Adolescent (>11 years old)	Both	Normal	BC Children's Hos...	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Both	Normal	25486321	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	26709303	details
Urine	Detected and Quantified	<2.94 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	4.97 - 116.90 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.04 - 71.91 umol/mmol creatinine	Infant (1 - 6 months old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.04 - 71.91 umol/mmol creatinine	Infant (6 months - <1 year old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.04 - 71.91 umol/mmol creatinine	Children (1 - 2 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 8.03 umol/mmol creatinine	Children (2 - 4 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 8.03 umol/mmol creatinine	Children (4 - 13 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 8.03 umol/mmol creatinine	Adolescent (13 - 21 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 8.03 umol/mmol creatinine	Adult (>21 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0.11 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19309105	details
Urine	Detected and Quantified	0.78-1.2 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	27012787	details
Urine	Detected and Quantified	<3.51 umol/mmol creatinine	Adolescent (13-18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<1.36 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	1.0 (0.45-2.26) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	5472370	details
Urine	Detected and Quantified	<16.97 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	0.82-1.2 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	27012787	details
Urine	Detected and Quantified	<6.45 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<3.85 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	0.35 +/- 0.62 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	2026685	details
Urine	Detected and Quantified	5.91 (4.13-8.16) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Analysis of 40 NI...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.50 +/- 0.028 uM	Elderly (>65 years old)	Both	Alzheimer's disease	17031479	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected and Quantified	20.963 umol/mmol creatinine	Adolescent (13-18 years old)	Male	Hydroxylysinuria	4194840	details
Urine	Detected and Quantified	7.262 +/- 2.023 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected and Quantified	5.507-7.110 umol/mmol creatinine	Adolescent (13-18 years old)	Male	Hydroxylysinuria	4194840	details

Associated Disorders and Diseases

Disease References

Alzheimer's disease
Fonteh AN, Harrington RJ, Tsai A, Liao P, Harrington MG: Free amino acid and dipeptide changes in the body fluids from Alzheimer's disease subjects. Amino Acids. 2007 Feb;32(2):213-24. Epub 2006 Oct 10. [PubMed:17031479 ]
Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Hydroxylysinuria
Hoefnagel D, Pomeroy J: Hydroxylysinuria. Lancet. 1970 Jun 20;760(1):1342-3. [PubMed:4194840 ]

Associated OMIM IDs

104300 (Alzheimer's disease)
114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)
236900 (Hydroxylysinuria)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012682

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

18040

Food Biomarker Ontology

Not Available

VMH ID

PCOLLG5HLYS

MarkerDB ID

MDB00000163

Good Scents ID

Not Available

References

Synthesis Reference

Allevi, P.; Anastasia, M. Synthesis of all four possible stereoisomers of 5-hydroxylysine. Tetrahedron: Asymmetry (2000), 11(15), 3151-3160.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Boulat O, Gradwohl M, Matos V, Guignard JP, Bachmann C: Organic acids in the second morning urine in a healthy Swiss paediatric population. Clin Chem Lab Med. 2003 Dec;41(12):1642-58. [PubMed:14708889 ]
Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
Schor DS, Verhoeven NM, Struys EA, ten Brink HJ, Jakobs C: Quantification of 3-hydroxyglutaric acid in urine, plasma, cerebrospinal fluid and amniotic fluid by stable-isotope dilution negative chemical ionization gas chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Nov 15;780(1):199-204. [PubMed:12383496 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Krane SM, Kantrowitz FG, Byrne M, Pinnell SR, Singer FR: Urinary excretion of hydroxylysine and its glycosides as an index of collagen degradation. J Clin Invest. 1977 May;59(5):819-27. doi: 10.1172/JCI108704. [PubMed:404321 ]

Enzymes

Enzyme Details

1. Procollagen-lysine,2-oxoglutarate 5-dioxygenase 1

General function:: Involved in oxidoreductase activity
Specific function:: Forms hydroxylysine residues in -Xaa-Lys-Gly- sequences in collagens. These hydroxylysines serve as sites of attachment for carbohydrate units and are essential for the stability of the intermolecular collagen cross-links.
Gene Name:: PLOD1
Uniprot ID:: Q02809
Molecular weight:: 83549.55

Enzyme Details

2. Procollagen-lysine,2-oxoglutarate 5-dioxygenase 2

General function:: Involved in oxidoreductase activity
Specific function:: Forms hydroxylysine residues in -Xaa-Lys-Gly- sequences in collagens. These hydroxylysines serve as sites of attachment for carbohydrate units and are essential for the stability of the intermolecular collagen cross-links.
Gene Name:: PLOD2
Uniprot ID:: O00469
Molecular weight:: 84685.07

Enzyme Details

3. Procollagen-lysine,2-oxoglutarate 5-dioxygenase 3

General function:: Involved in oxidoreductase activity
Specific function:: Forms hydroxylysine residues in -Xaa-Lys-Gly- sequences in collagens. These hydroxylysines serve as sites of attachment for carbohydrate units and are essential for the stability of the intermolecular collagen cross-links.
Gene Name:: PLOD3
Uniprot ID:: O60568
Molecular weight:: 84784.505

Enzyme Details

4. Hydroxylysine kinase

General function:: Not Available
Specific function:: Catalyzes the GTP-dependent phosphorylation of 5-hydroxy-L-lysine.
Gene Name:: AGPHD1
Uniprot ID:: A2RU49
Molecular weight:: 41932.82

Reactions

Guanosine triphosphate + 5-Hydroxylysine → Guanosine diphosphate + 5-phosphonooxy-L-lysine	details

Showing metabocard for 5-Hydroxylysine (HMDB0000450)

MOL for HMDB0000450 (5-Hydroxylysine)

3D MOL for HMDB0000450 (5-Hydroxylysine)

3D SDF for HMDB0000450 (5-Hydroxylysine)

3D-SDF for HMDB0000450 (5-Hydroxylysine)

PDB for HMDB0000450 (5-Hydroxylysine)

3D PDB for HMDB0000450 (5-Hydroxylysine)

SMILES for HMDB0000450 (5-Hydroxylysine)

INCHI for HMDB0000450 (5-Hydroxylysine)

Structure for HMDB0000450 (5-Hydroxylysine)

3D Structure for HMDB0000450 (5-Hydroxylysine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions