Showing Compound Cinnamoylglycine (FDB028325)

Record Information

Version

1.0

Creation date

2011-09-21 01:37:59 UTC

Update date

2015-10-09 22:33:39 UTC

Primary ID

FDB028325

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Cinnamoylglycine

Description

Cinnamoylglycine is known as a urinary metabolite in man (PMID 649712) although whether it is formed de novo from plant cinnamate or is a plant product excreted unchanged has not been conclusively demonstrated. When cinnamoylglycine occurs naturally it is probably a food constituent excreted unchanged. It is not found when small quantities (0.5-6 g) of cinnamic acid are fed to man, but by analogy with animal experiments may be produced when much larger quantities are given. (PMID 6743769) [HMDB]

CAS Number

16534-24-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
Cinnamoylglycine	MeSH
N-(1-oxo-3-Phenyl-2-propen-1-yl)-glycine	HMDB
N-(1-oxo-3-phenyl-2-propen-1-yl)-Glycine	hmdb
N-(1-oxo-3-Phenyl-2-propenyl)-glycine	ChEBI
N-(1-oxo-3-phenyl-2-propenyl)-Glycine	hmdb
N-Cinnamoyl-glycine	HMDB
N-cinnamoyl-Glycine	hmdb
N-Cinnamoylglycine	HMDB
N-Cinnamylglycine	ChEBI

Showing 1 to 9 of 9 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	1.42	ALOGPS
logP	1.03	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.9	ChemAxon
pKa (Strongest Basic)	-0.71	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	55.86 m³·mol⁻¹	ChemAxon
Polarizability	21.16 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C11H11NO3

IUPAC name

2-[(2E)-3-phenylprop-2-enamido]acetic acid

InChI Identifier

InChI=1S/C11H11NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-7H,8H2,(H,12,13)(H,14,15)/b7-6+

InChI Key

YAADMLWHGMUGQL-VOTSOKGWSA-N

Isomeric SMILES

OC(=O)CNC(=O)\C=C\C1=CC=CC=C1

Average Molecular Weight

205.2099

Monoisotopic Molecular Weight

205.073893223

Classification

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cinnamic acid amide
Cinnamic acid or derivatives
Styrene
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

N-acylglycine (CHEBI:68616 )

Ontology

Disposition

Biological location:

Biofluid and excreta:

Blood

Source:

Endogenous

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	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Cinnamoylglycine, 2 TMS, GC-MS Spectrum	splash10-001i-1910000000-7b0490fa51a377269e9d	Spectrum
GC-MS	Cinnamoylglycine, 1 TMS, GC-MS Spectrum	splash10-0f89-2910000000-16c2b17bb853369ad245	Spectrum
GC-MS	Cinnamoylglycine, non-derivatized, GC-MS Spectrum	splash10-001i-1910000000-7b0490fa51a377269e9d	Spectrum
GC-MS	Cinnamoylglycine, non-derivatized, GC-MS Spectrum	splash10-0f89-2910000000-16c2b17bb853369ad245	Spectrum
Predicted GC-MS	Cinnamoylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-2900000000-2a02e57572e92e42f09b	Spectrum
Predicted GC-MS	Cinnamoylglycine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0089-9720000000-16dc0e03c0e019315f45	Spectrum
Predicted GC-MS	Cinnamoylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Cinnamoylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03di-0900000000-9d2464a406e5dd831998	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03di-0900000000-5279a0674a2cf7a0cae3	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03di-0900000000-02398618d42e8fcb08b0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-5406a752964d808bc261	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-6dd52db5d562fa3bf1d0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-e6e6c83e592b714e4e33	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-ad00be066d9fa571526a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-052b-9680000000-5c522e402b24b9a95d49	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-052b-9780000000-085070e5f5be5445ca47	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0w29-1920000000-aaea2b41d7eb51e12715	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-4900000000-60a27ed96b70d796d8cc	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0900000000-64951a0d5fe4498693f2	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0il0-1900000000-1dab32dc7e5a173d57ee	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0fb9-9200000000-86fa47a6317f07190d89	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-37e671e90343bf321c66	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0udi-1900000000-693e3661882f7c68795d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0fbc-9000000000-49f940bc8e977d1340cc	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0ufr-9300000000-e43c6766895cc1a9e89a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-9800000000-9cd1c962edde3e7df085	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-4970000000-d8ec4cda1b0df3564ea4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a7i-9700000000-d9761862670d5f40657d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zi0-9500000000-b566a112d1ac6cf8c790	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0390000000-f5226ad4335bb382cd9c	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0uk9-6970000000-4573208136664eb993fb	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kmi-9300000000-a18fe23acd114627f210	2017-09-01	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

618829

ChEMBL ID

CHEMBL456606

KEGG Compound ID

Not Available

Pubchem Compound ID

709625

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB11621

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

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

Anatidae	Expected but not quantified	Not Available	HMDB
Beefalo	Expected but not quantified	Not Available	HMDB
Bison	Expected but not quantified	Not Available	HMDB
Buffalo	Expected but not quantified	Not Available	HMDB
Cattle (Beef, Veal)	Expected but not quantified	Not Available	HMDB
Chicken	Expected but not quantified	Not Available	HMDB
Columbidae (Dove, Pigeon)	Expected but not quantified	Not Available	HMDB
Deer	Expected but not quantified	Not Available	HMDB
Domestic goat	Expected but not quantified	Not Available	HMDB
Domestic pig	Expected but not quantified	Not Available	HMDB