Showing Compound Ribonolactone (FDB022728)

Record Information

Version

1.0

Creation date

2011-09-21 00:18:34 UTC

Update date

2015-10-09 22:31:14 UTC

Primary ID

FDB022728

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ribonolactone

Description

Ribonolactone belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Ribonolactone has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make ribonolactone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Ribonolactone.

CAS Number

5336-08-3

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
D-(+)-Ribonic acid gamma-lactone	ChEBI
D-Ribonic acid-1,4-lactone	ChEBI
D-Ribono-gamma-lactone	ChEBI
D-Ribonolactone	ChEBI
D-Ribopentono-1,4-lactone	ChEBI
Ribono-gamma-lactone	ChEBI
D-(+)-Ribonate g-lactone	Generator
D-(+)-Ribonate gamma-lactone	Generator
D-(+)-Ribonate γ-lactone	Generator
D-(+)-Ribonic acid g-lactone	Generator
D-(+)-Ribonic acid γ-lactone	Generator
D-Ribonate-1,4-lactone	Generator
D-Ribono-g-lactone	Generator
D-Ribono-γ-lactone	Generator
Ribono-g-lactone	Generator
Ribono-γ-lactone	Generator
D(+)-Ribonic acid gamma-lactone	HMDB
D-(+)-Ribonone-1.4-lactone	HMDB
D-ribono-1,4-Lactone	HMDB
delta-(+)-Ribonic acid g-lactone	HMDB
delta-(+)-Ribonic acid gamma-lactone	HMDB
delta-(+)-Ribonone-1.4-lactone	HMDB
delta-ribono-1,4-Lactone	HMDB
delta-ribono-gamma-Lactone	HMDB
delta-Ribonolactone	HMDB
delta-ribopentono-1,4-Lactone	HMDB
Deoxyribonolactone	HMDB
gamma-Lactone OF ribonate	HMDB
gamma-Lactone OF ribonic acid	HMDB
gamma-Lactone-ribonate	HMDB
gamma-Lactone-ribonic acid	HMDB
Ribonolactone	ChEBI
D-(+)-Ribonic acid g-Lactone	hmdb
D-Ribono-1,4-lactone	hmdb
delta-(+)-Ribonic acid g-Lactone	hmdb
delta-Ribono-1,4-lactone	hmdb
delta-Ribono-gamma-lactone	hmdb
delta-Ribopentono-1,4-lactone	hmdb
gamma-Lactone of ribonate	hmdb
gamma-Lactone of ribonic acid	hmdb
gamma-lactone-Ribonate	hmdb
gamma-lactone-Ribonic acid	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	847 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.1	ChemAxon
logS	0.76	ALOGPS
pKa (Strongest Acidic)	11.63	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	28.82 m³·mol⁻¹	ChemAxon
Polarizability	12.8 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

C5H8O5

IUPAC name

(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-one

InChI Identifier

InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4-/m1/s1

InChI Key

CUOKHACJLGPRHD-BXXZVTAOSA-N

Isomeric SMILES

OC[C@H]1OC(=O)[C@H](O)[C@@H]1O

Average Molecular Weight

148.114

Monoisotopic Molecular Weight

148.037173366

Classification

Description

Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentoses

Alternative Parents

Substituents

Pentose monosaccharide
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

butan-4-olide (CHEBI:74168 )
ribonolactone (CHEBI:74168 )

Ontology

Physiological effect

Health effect:

Health condition:

Neuroblastoma

Disposition

Source:

Endogenous

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Urine

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Ribonolactone, 3 TMS, GC-MS Spectrum	splash10-0gb9-1940000000-94abb554de5192928a9d	Spectrum
GC-MS	Ribonolactone, non-derivatized, GC-MS Spectrum	splash10-0gb9-1940000000-94abb554de5192928a9d	Spectrum
GC-MS	Ribonolactone, non-derivatized, GC-MS Spectrum	splash10-0gba-0930000000-4632c741ce0480cf1b5a	Spectrum
Predicted GC-MS	Ribonolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-9100000000-a5e444f62624dbfcd6fa	Spectrum
Predicted GC-MS	Ribonolactone, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fmr-8495000000-9bc99dc8dea71b2b2868	Spectrum
Predicted GC-MS	Ribonolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ribonolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-001i-0900000000-c1cfbb14a5897b9ed6f8	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-2900000000-d5f9f85cfe0854052394	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-004i-9100000000-d89f133906bd80602502	2012-07-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000t-1900000000-b64ac3389c7d8b379f19	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001j-1900000000-c09704319f6945661841	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-9000000000-446348aa4d5976158197	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1900000000-791200554bb4c8c773e6	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-1900000000-6ba9f7411098c2510897	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-60c2f7da80588ed50ba2	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-054k-8900000000-c714107d5f4ef369bf5f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9200000000-bc8dd374ff0254696d9c	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-9a547cc1ba49997144c8	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-2900000000-e907f82a388dab97e8a6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0mc3-9400000000-a5c59004054eb153ecbc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-599e9990982d7f00bd09	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum