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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-13 02:23:00 UTC

Update Date

2023-02-21 17:16:46 UTC

HMDB ID

HMDB0003640

Secondary Accession Numbers

HMDB03640

Metabolite Identification

Common Name

Beta-Leucine

Description

Beta-leucine is a metabolite that is in the middle of a controversy over its presence in the human body. While there are reports that claim it as a human metabolite, there are others that deny its existence. Two examples:. Circulating levels of beta-leucine are elevated in the cobalamin-deficient state of pernicious anemia. Levels of leucine, on the other hand, are much lower. It is proposed that leucine 2,3-aminomutase, the cobalamin-dependent enzyme that catalyzes the interconversion of leucine and beta-leucine, is the affected enzyme in pernicious anemia and causes these results by preventing the synthesis of leucine from beta-leucine. The synthesis of leucine by human leukocytes and hair roots and by rat liver extracts has been shown to occur when either branched chain fatty acids or valine metabolites are the substances. The synthesis is dependent upon adenosylcobalamin and is inhibited by intrinsic factor (PMID:7430116 ). Using forms of beta-leucine and leucine that contain several deuterium atoms in place of several hydrogen atoms as internal standards, techniques have been developed which make it possible to detect and quantitate as little as 0.1 mumol/liter of beta-leucine or leucine in human serum and in incubations containing rat liver supernatant. beta-Leucine was not detectable, i.e. less than 0.1 mumol/liter, in any sera from 50 normal human subjects or in any sera from 50 cobalamin-deficient patients. Experiments in which beta-leucine, leucine, isostearic acid, or isocaproic acid were incubated with rat liver supernatant in the presence or absence of adenosylcobalamin or cobalamin-binding protein failed to demonstrate the formation of leucine or beta-leucine or their interconversion under any of the conditions studied. We conclude that beta-leucine is not present in human blood and that the existence of leucine 2,3-aminomutase in mammalian tissues remains to be established (PMID 3356699 ). Beta-leucine is found to be associated with cobalamin deficiency, which is an inborn error of metabolism.

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)-Homo-beta-val	ChEBI
(S)-Homo-b-val	Generator
(S)-Homo-β-val	Generator
b-Leucine	Generator
Β-leucine	Generator
3-Amino-4-methylpentanoic acid	MeSH
beta-2-amino-4-Methylvaleric acid	HMDB
L-beta-Leucine	HMDB
(3S)-b-Leucine	Generator, HMDB
(3S)-Β-leucine	Generator, HMDB
beta-Leucine	MeSH

Chemical Formula

C₆H₁₃NO₂

Average Molecular Weight

131.1729

Monoisotopic Molecular Weight

131.094628665

IUPAC Name

(3S)-3-amino-4-methylpentanoic acid

Traditional Name

β-leucine

CAS Registry Number

5699-54-7

SMILES

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

InChI Identifier

InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1

InChI Key

GLUJNGJDHCTUJY-YFKPBYRVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta 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

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Amino fatty acid
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

beta-leucine (CHEBI:86261 )

Ontology

Physiological effect

Health effect

Nutritional disorder

Vitamin B12 deficiency (HMDB: HMDB0003640)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 3356699)

Source

Endogenous

Endogenous (HMDB: HMDB0003640)

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)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	0.778	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	126 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-1.9	ChemAxon
logS	-0.02	ALOGPS
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	10.6	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	3	ChemAxon
Refractivity	34.12 m³·mol⁻¹	ChemAxon
Polarizability	14.07 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]+	129.038	31661259
DarkChem	[M-H]-	125.042	31661259
DeepCCS	[M+H]+	131.471	30932474
DeepCCS	[M-H]-	127.642	30932474
DeepCCS	[M-2H]-	164.478	30932474
DeepCCS	[M+Na]+	140.035	30932474
AllCCS	[M+H]+	132.0	32859911
AllCCS	[M+H-H2O]+	127.9	32859911
AllCCS	[M+NH4]+	135.8	32859911
AllCCS	[M+Na]+	136.9	32859911
AllCCS	[M-H]-	129.9	32859911
AllCCS	[M+Na-2H]-	132.8	32859911
AllCCS	[M+HCOO]-	135.9	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.	1.29 minutes	32390414
Predicted by Siyang on May 30, 2022	9.1578 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.51 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	331.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	556.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	301.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	64.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	45.3 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	239.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	543.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	594.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	63.2 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	668.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	175.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	206.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	516.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	450.5 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	314.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Beta-Leucine	CC(C)[C@@H](N)CC(O)=O	2162.1	Standard polar	33892256
Beta-Leucine	CC(C)[C@@H](N)CC(O)=O	1148.8	Standard non polar	33892256
Beta-Leucine	CC(C)[C@@H](N)CC(O)=O	1192.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Beta-Leucine,1TMS,isomer #1	CC(C)[C@@H](N)CC(=O)O[Si](C)(C)C	1212.1	Semi standard non polar	33892256
Beta-Leucine,1TMS,isomer #2	CC(C)[C@H](CC(=O)O)N[Si](C)(C)C	1302.6	Semi standard non polar	33892256
Beta-Leucine,2TMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C)N[Si](C)(C)C	1330.4	Semi standard non polar	33892256
Beta-Leucine,2TMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C)N[Si](C)(C)C	1369.2	Standard non polar	33892256
Beta-Leucine,2TMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C)N[Si](C)(C)C	1470.8	Standard polar	33892256
Beta-Leucine,2TMS,isomer #2	CC(C)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1517.5	Semi standard non polar	33892256
Beta-Leucine,2TMS,isomer #2	CC(C)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1431.3	Standard non polar	33892256
Beta-Leucine,2TMS,isomer #2	CC(C)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1603.6	Standard polar	33892256
Beta-Leucine,3TMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1543.8	Semi standard non polar	33892256
Beta-Leucine,3TMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1494.0	Standard non polar	33892256
Beta-Leucine,3TMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1452.2	Standard polar	33892256
Beta-Leucine,1TBDMS,isomer #1	CC(C)[C@@H](N)CC(=O)O[Si](C)(C)C(C)(C)C	1415.0	Semi standard non polar	33892256
Beta-Leucine,1TBDMS,isomer #2	CC(C)[C@H](CC(=O)O)N[Si](C)(C)C(C)(C)C	1523.8	Semi standard non polar	33892256
Beta-Leucine,2TBDMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1758.9	Semi standard non polar	33892256
Beta-Leucine,2TBDMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1788.2	Standard non polar	33892256
Beta-Leucine,2TBDMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1756.0	Standard polar	33892256
Beta-Leucine,2TBDMS,isomer #2	CC(C)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1928.8	Semi standard non polar	33892256
Beta-Leucine,2TBDMS,isomer #2	CC(C)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1848.3	Standard non polar	33892256
Beta-Leucine,2TBDMS,isomer #2	CC(C)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1801.8	Standard polar	33892256
Beta-Leucine,3TBDMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2181.9	Semi standard non polar	33892256
Beta-Leucine,3TBDMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2126.0	Standard non polar	33892256
Beta-Leucine,3TBDMS,isomer #1	CC(C)[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1856.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Beta-Leucine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9000000000-b4ef4716fcf2c24852fd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Beta-Leucine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9200000000-e6038fb7fedb2b592622	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Beta-Leucine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Beta-Leucine 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 - Beta-Leucine Quattro_QQQ 10V, N/A-QTOF (Annotated)	splash10-00di-9200000000-c312d7b4661374b11fe7	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine Quattro_QQQ 25V, N/A-QTOF (Annotated)	splash10-05fu-9000000000-2f3a81db4c2c8d6143a2	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine Quattro_QQQ 40V, N/A-QTOF (Annotated)	splash10-0a4l-9000000000-0b2e4113ec38ca7843a1	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-001i-2900000000-5c08508080e2ead24ed1	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-00di-9100000000-e86097bd64d6da7ab50e	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-00di-9000000000-8f051218b3e657e92bee	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-0ab9-9000000000-58d7d5408744e17b8aa9	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-0a4l-9000000000-918d253495faf90f8c96	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ , positive-QTOF	splash10-001i-2900000000-5c08508080e2ead24ed1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ , positive-QTOF	splash10-00di-9100000000-e86097bd64d6da7ab50e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ , positive-QTOF	splash10-00di-9000000000-8f051218b3e657e92bee	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ , positive-QTOF	splash10-0ab9-9000000000-ed73d8f252611f502b47	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Beta-Leucine LC-ESI-QQ , positive-QTOF	splash10-0a4l-9000000000-918d253495faf90f8c96	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 10V, Positive-QTOF	splash10-03di-3900000000-1f2691c9c25f658b63fe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 20V, Positive-QTOF	splash10-0cka-9400000000-c0d4b51d8c4fce50aede	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 40V, Positive-QTOF	splash10-0avl-9000000000-437c8e5e44bc9466d6ed	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 10V, Negative-QTOF	splash10-001i-3900000000-f8aa929f8a383bc99d23	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 20V, Negative-QTOF	splash10-01q0-6900000000-e97f92ca9178bdecdf5c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 40V, Negative-QTOF	splash10-00y0-9100000000-5664de291dd8fa5bc277	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 10V, Positive-QTOF	splash10-00di-9200000000-10aae8c247c96ff0e2d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 20V, Positive-QTOF	splash10-05fr-9000000000-ffea5f053415eb1d6a60	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 40V, Positive-QTOF	splash10-0a4l-9000000000-410a3f8e8cbee04dd8c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 10V, Negative-QTOF	splash10-001i-1900000000-cd68dd10157ab0851fa1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 20V, Negative-QTOF	splash10-01qm-9300000000-f21cab770afc49f8fa1d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beta-Leucine 40V, Negative-QTOF	splash10-0006-9000000000-225d2f3b783518b80330	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)	2012-12-05	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	4.8 (2.0-8.0) uM	Adult (>18 years old)	Both	Normal	3356699	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	24.7 (10.0-50.0) uM	Adult (>18 years old)	Both	Cobalamin deficiency	3356699	details

Associated Disorders and Diseases

Disease References

Vitamin B12 deficiency
Stabler SP, Lindenbaum J, Allen RH: Failure to detect beta-leucine in human blood or leucine 2,3-aminomutase in rat liver using capillary gas chromatography-mass spectrometry. J Biol Chem. 1988 Apr 25;263(12):5581-8. [PubMed:3356699 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023208

KNApSAcK ID

Not Available

Chemspider ID

388796

KEGG Compound ID

C02486

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Β-Leucine

METLIN ID

Not Available

PubChem Compound

439734

PDB ID

Not Available

ChEBI ID

86261

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Stabler SP, Lindenbaum J, Allen RH: Failure to detect beta-leucine in human blood or leucine 2,3-aminomutase in rat liver using capillary gas chromatography-mass spectrometry. J Biol Chem. 1988 Apr 25;263(12):5581-8. [PubMed:3356699 ]
Poston JM: Cobalamin-dependent formation of leucine and beta-leucine by rat and human tissue. Changes in pernicious anemia. J Biol Chem. 1980 Nov 10;255(21):10067-72. [PubMed:7430116 ]

Showing metabocard for Beta-Leucine (HMDB0003640)

MOL for HMDB0003640 (Beta-Leucine)

3D MOL for HMDB0003640 (Beta-Leucine)

3D SDF for HMDB0003640 (Beta-Leucine)

3D-SDF for HMDB0003640 (Beta-Leucine)

PDB for HMDB0003640 (Beta-Leucine)

3D PDB for HMDB0003640 (Beta-Leucine)

SMILES for HMDB0003640 (Beta-Leucine)

INCHI for HMDB0003640 (Beta-Leucine)

Structure for HMDB0003640 (Beta-Leucine)

3D Structure for HMDB0003640 (Beta-Leucine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra