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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:38 UTC

Update Date

2023-02-21 17:19:36 UTC

HMDB ID

HMDB0030410

Secondary Accession Numbers

HMDB30410

Metabolite Identification

Common Name

L-2-Amino-3-methylenehexanoic acid

Description

L-2-Amino-3-methylenehexanoic acid belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review very few articles have been published on L-2-Amino-3-methylenehexanoic acid.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-2-Amino-3-methylenehexanoate	Generator
2-Amino-3-methylidenehexanoate	HMDB

Chemical Formula

C₇H₁₃NO₂

Average Molecular Weight

143.1836

Monoisotopic Molecular Weight

143.094628665

IUPAC Name

2-amino-3-methylidenehexanoic acid

Traditional Name

2-amino-3-methylidenehexanoic acid

CAS Registry Number

29784-96-1

SMILES

CCCC(=C)C(N)C(O)=O

InChI Identifier

InChI=1S/C7H13NO2/c1-3-4-5(2)6(8)7(9)10/h6H,2-4,8H2,1H3,(H,9,10)

InChI Key

ZJMPUKNPMYTOOX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030410)
Cytoplasm (HMDB: HMDB0030410)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030410)

Source

Endogenous

Endogenous (HMDB: HMDB0030410)

Plant

Plant (HMDB: HMDB0030410)

Exogenous

Food

Food (HMDB: HMDB0030410)

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	171 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	66.4 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-1.3	ChemAxon
logS	-0.33	ALOGPS
pKa (Strongest Acidic)	2.7	ChemAxon
pKa (Strongest Basic)	9	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	38.4 m³·mol⁻¹	ChemAxon
Polarizability	15.29 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]+	131.769	31661259
DarkChem	[M-H]-	127.168	31661259
DeepCCS	[M+H]+	129.814	30932474
DeepCCS	[M-H]-	126.463	30932474
DeepCCS	[M-2H]-	163.481	30932474
DeepCCS	[M+Na]+	138.46	30932474
AllCCS	[M+H]+	135.8	32859911
AllCCS	[M+H-H2O]+	131.8	32859911
AllCCS	[M+NH4]+	139.6	32859911
AllCCS	[M+Na]+	140.7	32859911
AllCCS	[M-H]-	131.7	32859911
AllCCS	[M+Na-2H]-	134.1	32859911
AllCCS	[M+HCOO]-	136.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-2-Amino-3-methylenehexanoic acid	CCCC(=C)C(N)C(O)=O	2164.3	Standard polar	33892256
L-2-Amino-3-methylenehexanoic acid	CCCC(=C)C(N)C(O)=O	1192.5	Standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid	CCCC(=C)C(N)C(O)=O	1296.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-2-Amino-3-methylenehexanoic acid,1TMS,isomer #1	C=C(CCC)C(N)C(=O)O[Si](C)(C)C	1242.6	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,1TMS,isomer #2	C=C(CCC)C(N[Si](C)(C)C)C(=O)O	1333.2	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,2TMS,isomer #1	C=C(CCC)C(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1387.2	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,2TMS,isomer #1	C=C(CCC)C(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1392.2	Standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,2TMS,isomer #2	C=C(CCC)C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1524.2	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,2TMS,isomer #2	C=C(CCC)C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1396.3	Standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,3TMS,isomer #1	C=C(CCC)C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1547.2	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,3TMS,isomer #1	C=C(CCC)C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1516.2	Standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,1TBDMS,isomer #1	C=C(CCC)C(N)C(=O)O[Si](C)(C)C(C)(C)C	1465.0	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,1TBDMS,isomer #2	C=C(CCC)C(N[Si](C)(C)C(C)(C)C)C(=O)O	1537.6	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,2TBDMS,isomer #1	C=C(CCC)C(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1800.8	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,2TBDMS,isomer #1	C=C(CCC)C(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1800.3	Standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,2TBDMS,isomer #2	C=C(CCC)C(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1917.4	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,2TBDMS,isomer #2	C=C(CCC)C(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1824.4	Standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,3TBDMS,isomer #1	C=C(CCC)C(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	2194.8	Semi standard non polar	33892256
L-2-Amino-3-methylenehexanoic acid,3TBDMS,isomer #1	C=C(CCC)C(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	2124.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-2-Amino-3-methylenehexanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-006w-9000000000-96faebdd2a91201c4366	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-2-Amino-3-methylenehexanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-007k-9000000000-828c8fcf1677874ff4d6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-2-Amino-3-methylenehexanoic acid 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 10V, Positive-QTOF	splash10-0005-9600000000-cc46e21083d708f6189e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 20V, Positive-QTOF	splash10-0002-9000000000-fc1a0695af103df801c2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 40V, Positive-QTOF	splash10-0gbc-9000000000-416e87177599c81cb7df	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 10V, Negative-QTOF	splash10-0006-2900000000-2b6de074e89c8c594445	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 20V, Negative-QTOF	splash10-0006-6900000000-c0f348b0781d2c878289	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 40V, Negative-QTOF	splash10-00xr-9000000000-a907f19d4cc977c3b355	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 10V, Negative-QTOF	splash10-0006-0900000000-bf6e206b443f53ef90b5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 20V, Negative-QTOF	splash10-0006-3900000000-3eb1c64605cd78b8e770	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-3250150224580c53d591	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 10V, Positive-QTOF	splash10-0005-9300000000-d2270c9d147794442eb5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 20V, Positive-QTOF	splash10-053s-9000000000-c739b61ad85d89495d71	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-methylenehexanoic acid 40V, Positive-QTOF	splash10-00kf-9000000000-7849a35b1338f0e67342	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002272

KNApSAcK ID

Not Available

Chemspider ID

35013193

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76223581

PDB ID

Not Available

ChEBI ID

172308

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)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for L-2-Amino-3-methylenehexanoic acid (HMDB0030410)

MOL for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

3D MOL for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

3D SDF for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

3D-SDF for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

PDB for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

3D PDB for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

SMILES for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

INCHI for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

Structure for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

3D Structure for HMDB0030410 (L-2-Amino-3-methylenehexanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra