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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 05:30:46 UTC

Update Date

2021-09-24 05:30:47 UTC

HMDB ID

HMDB0303902

Secondary Accession Numbers

None

Metabolite Identification

Common Name

dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone

Description

(R)-pantolactone belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom (R)-pantolactone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on (R)-pantolactone.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3R)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone	ChEBI
(R)-Pantoyl lactone	ChEBI
2,4-Dihydroxy-3,3-dimethylbutyric acid gamma-lactone	MeSH
Pantolactone	MeSH
Pantolactone, (R)-isomer	MeSH
Pantolactone, (S)-isomer	MeSH
Pantolactone, 2-(14)C-labeled CPD, (+,-)-isomer	MeSH
Pantoyl lactone	MeSH

Chemical Formula

C₆H₁₀O₃

Average Molecular Weight

130.1418

Monoisotopic Molecular Weight

130.062994186

IUPAC Name

(3R)-3-hydroxy-4,4-dimethyloxolan-2-one

Traditional Name

pantolactone

CAS Registry Number

Not Available

SMILES

CC1(C)COC(=O)[C@@H]1O

InChI Identifier

InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1

InChI Key

SERHXTVXHNVDKA-BYPYZUCNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

butan-4-olide (CHEBI:16719 )

Ontology

Not Available

Physical Properties

State

Not Available

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.27	ALOGPS
logP	0.18	ChemAxon
logS	0.44	ALOGPS
pKa (Strongest Acidic)	12.23	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	30.52 m³·mol⁻¹	ChemAxon
Polarizability	12.77 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	127.137	32859911
AllCCS	[M+H-H2O]+	122.54	32859911
AllCCS	[M+Na]+	132.664	32859911
AllCCS	[M+NH4]+	131.426	32859911
AllCCS	[M-H]-	125.214	32859911
AllCCS	[M+Na-2H]-	127.471	32859911
AllCCS	[M+HCOO]-	129.993	32859911
DeepCCS	[M+H]+	133.349	30932474
DeepCCS	[M-H]-	131.45	30932474
DeepCCS	[M-2H]-	167.365	30932474
DeepCCS	[M+Na]+	141.909	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a73-9100000000-c01e1fe15c775ea2f265	2016-09-22	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 - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 10V, Positive-QTOF	splash10-001i-1900000000-0d977bd0da49659e2899	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 20V, Positive-QTOF	splash10-001i-3900000000-9ed7578033895f0953a2	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 40V, Positive-QTOF	splash10-0596-9000000000-da2602df23cab6ffd4d4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 10V, Negative-QTOF	splash10-004i-1900000000-ed97c835db2ff7d1cb77	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 20V, Negative-QTOF	splash10-004i-7900000000-af04c0ae5ec10a5674c9	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 40V, Negative-QTOF	splash10-0a4i-9000000000-386ffb816d54724fb91b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 10V, Positive-QTOF	splash10-001i-5900000000-b62a08297c563d6245c3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 20V, Positive-QTOF	splash10-0a4i-9400000000-d9d1d6fe0f2487667d80	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 40V, Positive-QTOF	splash10-052f-9000000000-5cf1d6a6029e544d7206	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 10V, Negative-QTOF	splash10-004i-1900000000-ba7553fe1231679f4b65	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 20V, Negative-QTOF	splash10-00fr-9200000000-c86e58e524d612554a42	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone 40V, Negative-QTOF	splash10-05fr-9100000000-934d3d7122639797ca87	2021-10-21	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB029751

KNApSAcK ID

Not Available

Chemspider ID

388488

KEGG Compound ID

C01012

BioCyc ID

PANTOYL-LACTONE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439368

PDB ID

Not Available

ChEBI ID

16719

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1140771

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone (HMDB0303902)

MOL for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

3D MOL for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

3D SDF for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

3D-SDF for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

PDB for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

3D PDB for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

SMILES for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

INCHI for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

Structure for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

3D Structure for HMDB0303902 (dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

NMR Spectra