Showing Compound L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid (FDB012849)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:23 UTC

Update date

2019-11-26 03:07:43 UTC

Primary ID

FDB012849

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid

Description

L-trans-alpha-Amino-2-carboxycyclopropaneacetic 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). L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid has been detected, but not quantified in, fruits. This could make L-trans-alpha-amino-2-carboxycyclopropaneacetic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid.

CAS Number

117857-93-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(alpha-Carboxycyclopropyl)glycine	MeSH, HMDB
(alpha-Carboxycyclopropyl)glycine, (1R-(1alpha(s*),2alpha))-isomer	MeSH, HMDB
(alpha-Carboxycyclopropyl)glycine, (1R-(1alpha(s*),2beta))-isomer	MeSH, HMDB
(alpha-Carboxycyclopropyl)glycine, (1S-(1alpha(r*),2alpha))-isomer	MeSH, HMDB
(alpha-Carboxycyclopropyl)glycine, (1S-(1alpha(r*),2beta))-isomer	MeSH, HMDB
2-(Carboxycyclopropyl)glycine	MeSH, HMDB
2-[Amino(carboxy)methyl]cyclopropane-1-carboxylate	Generator
3,4-Cyclopropylglutamate	MeSH, HMDB
a-Amino-2-carboxycyclopropaneacetic acid, 8CI; L-trans-form	db_source
alpha-(Carboxycyclopropyl)glycine	MeSH, HMDB

Showing 1 to 10 of 20 entries

Predicted Properties

Property	Value	Source
Water Solubility	82.8 g/L	ALOGPS
logP	-3.5	ALOGPS
logP	-3.2	ChemAxon
logS	-0.28	ALOGPS
pKa (Strongest Acidic)	1.8	ChemAxon
pKa (Strongest Basic)	9.58	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	33.93 m³·mol⁻¹	ChemAxon
Polarizability	14.52 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C6H9NO4

IUPAC name

2-[amino(carboxy)methyl]cyclopropane-1-carboxylic acid

InChI Identifier

InChI=1S/C6H9NO4/c7-4(6(10)11)2-1-3(2)5(8)9/h2-4H,1,7H2,(H,8,9)(H,10,11)

InChI Key

GZOVEPYOCJWRFC-UHFFFAOYSA-N

Isomeric SMILES

NC(C1CC1C(O)=O)C(O)=O

Average Molecular Weight

159.14

Monoisotopic Molecular Weight

159.053157781

Classification

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
Cyclopropanecarboxylic acid
Cyclopropanecarboxylic acid or derivatives
Dicarboxylic acid or derivatives
Amino acid
Carboxylic acid
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 45.28%; H 5.70%; N 8.80%; O 40.21%	DFC
Melting Point	Not Available
Optical Rotation	[a]D +146 (c, 1 in 5M HCl)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01vo-9200000000-e4d4e2f531562b6c6894	Spectrum
Predicted GC-MS	L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000i-5910000000-bea7ed5375bb776431db	Spectrum
Predicted GC-MS	L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-3900000000-576334df064ead9d4b9e	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03xs-9500000000-f04e9ec316ed4a67e955	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014r-9000000000-c6ad56d0702bcc7bd73a	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bt9-1900000000-c8d6ae7f8a0d370c31c0	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08mi-8900000000-b9eebda15bd751ae323b	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00du-9100000000-bc5e955f03f86c90e29a	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-06r2-5900000000-fa3643f80b3c80057dbb	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ot-9700000000-fffedc5377b18df1bc5e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-636fb8a0b726698fb76f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03xs-9700000000-c2c7679ad75ba9e94088	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014j-9000000000-31aa9dd51d7ed72e4b43	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9000000000-3b9f37911a668ca0bf32	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

1233

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

1271

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34442

CRC / DFC (Dictionary of Food Compounds) ID

HML79-J:HML81-E

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid (FDB012849)

Structure for FDB012849 (L-trans-alpha-Amino-2-carboxycyclopropaneacetic acid)