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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-20 22:13:14 UTC

Update Date

2023-02-21 17:15:48 UTC

HMDB ID

HMDB0001645

Secondary Accession Numbers

HMDB01645

Metabolite Identification

Common Name

L-Norleucine

Description

L-Norleucine, also known as L-aminohexanoate or caprine, 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. Thus, L-norleucine is considered to be a fatty acid lipid molecule. An unnatural amino acid that is used experimentally to study protein structure and function. L-Norleucine is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. L-Norleucine exists in all eukaryotes, ranging from yeast to humans. Outside of the human body, L-Norleucine has been detected, but not quantified in cow milk. This could make L-norleucine a potential biomarker for the consumption of these foods. It binds reversibly to the kringle domain of plasminogen and blocks the binding of plasminogen to fibrin and its activation to plasmin.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(S)-2-Aminohexanoic acid	ChEBI
2-Aminocaproic acid	ChEBI
2-Aminohexanoic acid	ChEBI
alpha-Aminocaproic acid	ChEBI
Caprine	ChEBI
Glycoleucine	ChEBI
L(+)-Norleucine	ChEBI
L-(+)-Norleucine	ChEBI
L-2-Aminohexanoate	ChEBI
L-2-Aminohexanoic acid	ChEBI
L-Aminohexanoate	ChEBI
L-Aminohexanoic acid	ChEBI
Nle	ChEBI
Norleucine	ChEBI
(S)-2-Aminohexanoate	Generator
2-Aminocaproate	Generator
2-Aminohexanoate	Generator
a-Aminocaproate	Generator
a-Aminocaproic acid	Generator
alpha-Aminocaproate	Generator
Α-aminocaproate	Generator
Α-aminocaproic acid	Generator
(S)-2-amino-Hexanoate	HMDB
(S)-2-amino-Hexanoic acid	HMDB
(S)-Aminohexanoate	HMDB
(S)-Aminohexanoic acid	HMDB
(S)-Norleucine	HMDB
L-Isomer norleucine	MeSH, HMDB
Norleucine, L isomer	MeSH, HMDB
Norleucine, L-isomer	MeSH, HMDB
2S-Amino-hexanoate	Generator, HMDB

Chemical Formula

C₆H₁₃NO₂

Average Molecular Weight

131.1729

Monoisotopic Molecular Weight

131.094628665

IUPAC Name

(2S)-2-aminohexanoic acid

Traditional Name

caprine

CAS Registry Number

327-57-1

SMILES

CCCC[C@H](N)C(O)=O

InChI Identifier

InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1

InChI Key

LRQKBLKVPFOOQJ-YFKPBYRVSA-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
Fatty acid
Fatty acyl
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Organic nitrogen compound
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:18347 )
2-aminohexanoic acid (CHEBI:18347 )
Amino fatty acids (C01933 )
Amino fatty acids (LMFA01100042 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0001645)

Cell

Hematocyte

Platelet (HMDB: HMDB0001645)

Organ

Testicle (HMDB: HMDB0001645)
Testicle (HMDB: HMDB0001645)

Excreta

Biofluid or Excreta

Urine (PMID: 19309105)
Feces (PMID: 27275383)

Source

Exogenous

Exogenous (HMDB: HMDB0001645)

Food

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)

Endogenous

Endogenous (HMDB: HMDB0001645)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	234.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	12 mg/mL at 25 °C	Not Available
LogP	-1.53	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	140.067	30932474
[M-H]-	MetCCS_train_neg	129.023	30932474
[M+H]+	Baker	142.633	30932474
[M+H]+	McLean	136.1	30932474
[M-H]-	Not Available	134.5	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000046
[M+H]+	Not Available	138.4	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000046

Predicted Molecular Properties

Property	Value	Source
Water Solubility	89.1 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-1.4	ChemAxon
logS	-0.17	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	34.22 m³·mol⁻¹	ChemAxon
Polarizability	14.46 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]+	130.879	31661259
DarkChem	[M-H]-	128.185	31661259
AllCCS	[M+H]+	132.369	32859911
AllCCS	[M-H]-	128.355	32859911
DeepCCS	[M+H]+	128.77	30932474
DeepCCS	[M-H]-	125.531	30932474
DeepCCS	[M-2H]-	162.516	30932474
DeepCCS	[M+Na]+	137.435	30932474
AllCCS	[M+H]+	132.4	32859911
AllCCS	[M+H-H2O]+	128.2	32859911
AllCCS	[M+NH4]+	136.2	32859911
AllCCS	[M+Na]+	137.4	32859911
AllCCS	[M-H]-	128.4	32859911
AllCCS	[M+Na-2H]-	131.0	32859911
AllCCS	[M+HCOO]-	134.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.52 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0631 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.67 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	320.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	765.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	320.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	84.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	81.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	289.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	281.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	613.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	708.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	157.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	815.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	186.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	623.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	383.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	258.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Norleucine	CCCC[C@H](N)C(O)=O	1996.0	Standard polar	33892256
L-Norleucine	CCCC[C@H](N)C(O)=O	1148.5	Standard non polar	33892256
L-Norleucine	CCCC[C@H](N)C(O)=O	1270.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Norleucine,1TMS,isomer #1	CCCC[C@H](N)C(=O)O[Si](C)(C)C	1198.1	Semi standard non polar	33892256
L-Norleucine,1TMS,isomer #2	CCCC[C@H](N[Si](C)(C)C)C(=O)O	1287.3	Semi standard non polar	33892256
L-Norleucine,2TMS,isomer #1	CCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1323.0	Semi standard non polar	33892256
L-Norleucine,2TMS,isomer #1	CCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1359.1	Standard non polar	33892256
L-Norleucine,2TMS,isomer #1	CCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1475.7	Standard polar	33892256
L-Norleucine,2TMS,isomer #2	CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1454.7	Semi standard non polar	33892256
L-Norleucine,2TMS,isomer #2	CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1393.3	Standard non polar	33892256
L-Norleucine,2TMS,isomer #2	CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1636.2	Standard polar	33892256
L-Norleucine,3TMS,isomer #1	CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1517.0	Semi standard non polar	33892256
L-Norleucine,3TMS,isomer #1	CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1482.7	Standard non polar	33892256
L-Norleucine,3TMS,isomer #1	CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1466.8	Standard polar	33892256
L-Norleucine,1TBDMS,isomer #1	CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	1422.0	Semi standard non polar	33892256
L-Norleucine,1TBDMS,isomer #2	CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	1517.6	Semi standard non polar	33892256
L-Norleucine,2TBDMS,isomer #1	CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1769.0	Semi standard non polar	33892256
L-Norleucine,2TBDMS,isomer #1	CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1759.6	Standard non polar	33892256
L-Norleucine,2TBDMS,isomer #1	CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1770.4	Standard polar	33892256
L-Norleucine,2TBDMS,isomer #2	CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1882.1	Semi standard non polar	33892256
L-Norleucine,2TBDMS,isomer #2	CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1820.2	Standard non polar	33892256
L-Norleucine,2TBDMS,isomer #2	CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1845.4	Standard polar	33892256
L-Norleucine,3TBDMS,isomer #1	CCCC[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	2187.6	Semi standard non polar	33892256
L-Norleucine,3TBDMS,isomer #1	CCCC[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	2083.7	Standard non polar	33892256
L-Norleucine,3TBDMS,isomer #1	CCCC[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	1885.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-0a4i-0900000000-b9e660e9ed085e0a2756	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-0a4i-0900000000-363d31fc4a3b15b97b49	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-000i-9200000000-786e1c364f918e406c7f	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0a4i-0900000000-7c99693c3cc849290ecd	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-05fr-8900000000-3cf84aa3585ea0262b9a	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-MS (1 TMS)	splash10-000i-9200000000-d5ef9dd4b8be3c55a58f	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-MS (2 TMS)	splash10-0a4i-0900000000-df2e472e3bd858c871d0	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-MS (3 TMS)	splash10-001i-0391000000-a01428088011045cef83	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine EI-B (Non-derivatized)	splash10-000i-9100000000-1fddf89f6ec7f4b5cfbe	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine EI-B (Non-derivatized)	splash10-0a4i-0910000000-5eb6c8571ebbad86fac9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Non-derivatized)	splash10-0a4i-0900000000-b9e660e9ed085e0a2756	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Non-derivatized)	splash10-0a4i-0900000000-363d31fc4a3b15b97b49	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Non-derivatized)	splash10-000i-9200000000-786e1c364f918e406c7f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-EI-TOF (Non-derivatized)	splash10-05fr-8900000000-3cf84aa3585ea0262b9a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-MS (Non-derivatized)	splash10-0a4i-0900000000-df2e472e3bd858c871d0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-MS (Non-derivatized)	splash10-001i-0391000000-a01428088011045cef83	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Norleucine GC-MS (Non-derivatized)	splash10-000i-9200000000-d5ef9dd4b8be3c55a58f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Norleucine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bl-9000000000-201d4196a590a77910e6	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Norleucine GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9400000000-10c311ca7a06deeb972a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Norleucine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Norleucine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-000i-9100000000-b124c751376d5dfa51a5	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-00ku-9000000000-734efe7e83b2a5a46f00	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0006-9000000000-ac9b87f3b366d1310113	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-001i-0900000000-6cc58ea175a3d1492868	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-001i-0900000000-95aa6e4bfc4283439983	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-004i-3900000000-b75779678a92cd599f0c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-0019-9800000000-ee386f888d7ea62be255	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-000i-9000000000-93d53170f5b18b6e157c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-00kr-9000000000-8abbc9ef83fc8fdd973c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-0006-9000000000-39712cf46e67bc1458fb	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-0006-9000000000-219a42048a733f3d5a23	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-000i-9000000000-2d321cebc7950b90d6b1	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive-QTOF	splash10-00kr-9200000000-916e946734d7c51678df	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-001i-0900000000-bc56a19fa8c09e226543	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ , negative-QTOF	splash10-001i-0900000000-6cc58ea175a3d1492868	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ , negative-QTOF	splash10-001i-0900000000-95aa6e4bfc4283439983	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QQ , negative-QTOF	splash10-004i-3900000000-b75779678a92cd599f0c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine LC-ESI-QTOF , negative-QTOF	splash10-001i-0900000000-bc56a19fa8c09e226543	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Norleucine , negative-QTOF	splash10-001i-0900000000-092c22a76d9d673f6ef9	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Norleucine 10V, Positive-QTOF	splash10-0019-9600000000-d20978980da1f4122a43	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Norleucine 20V, Positive-QTOF	splash10-000i-9000000000-e402468856ebe93f5632	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Norleucine 40V, Positive-QTOF	splash10-0a4l-9000000000-323f487cfafb31db8c07	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Norleucine 10V, Negative-QTOF	splash10-001i-1900000000-87cdc1a1d627629c2d67	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Norleucine 20V, Negative-QTOF	splash10-001i-6900000000-7bd938134b1765555ef2	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Norleucine 40V, Negative-QTOF	splash10-00di-9000000000-721ed018b3aaa7a7d07d	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Platelet
Testis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.0065 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19309105	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]

Associated OMIM IDs