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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-07 21:34:27 UTC

Update Date

2023-02-21 17:29:33 UTC

HMDB ID

HMDB0059876

Secondary Accession Numbers

HMDB59876

Metabolite Identification

Common Name

Pantolactone

Description

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. Pantolactone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(-)-(R)-Pantolactone	HMDB
(-)-2-Hydroxy-3,3-dimethyl-γ-butyrolactone	HMDB
(-)-Pantolactone	HMDB
(-)-Pantoyl lactone	HMDB
(3R)-Tetrahydro-3-hydroxy-4,4-dimethylfuran-2-one	HMDB
(R)-(-)-Pantolactone	HMDB
(R)-3-Hydroxy-4,4-dimethyldihydrofuran-2(3H)-one	HMDB
(R)-Pantolactone	HMDB
(R)-Α-hydroxy-β,β-dimethyl-γ-butyrolactone	HMDB
D-(-)-Pantolactone	HMDB
D-(-)-Pantoyl lactone	HMDB
D-(-)-Α-hydroxy-β,β-dimethyl-γ-butyrolactone	HMDB
D-Pantolactone	HMDB
D-Pantoyl lactone	HMDB
Pantothenic lactone	HMDB
Pantoyl lactone	HMDB
(-)-2-Hydroxy-3,3-dimethyl-gamma-butyrolactone	HMDB
(R)-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone	HMDB
D-(-)-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone	HMDB
Pantolactone	HMDB

Chemical Formula

C₇H₁₂O₂

Average Molecular Weight

128.171

Monoisotopic Molecular Weight

128.083729626

IUPAC Name

(3R)-3,4,4-trimethyloxolan-2-one

Traditional Name

(3R)-3,4,4-trimethyloxolan-2-one

CAS Registry Number

599-04-2

SMILES

C[C@H]1C(=O)OCC1(C)C

InChI Identifier

InChI=1S/C7H12O2/c1-5-6(8)9-4-7(5,2)3/h5H,4H2,1-3H3/t5-/m0/s1

InChI Key

REYDLGVIKHOSMB-YFKPBYRVSA-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
Oxolane
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

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
Water Solubility	361 g/L	ALOGPS
logP	1.84	ALOGPS
logP	1.44	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	33.75 m³·mol⁻¹	ChemAxon
Polarizability	13.77 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	131.967	30932474
DeepCCS	[M-H]-	129.07	30932474
DeepCCS	[M-2H]-	165.231	30932474
DeepCCS	[M+Na]+	140.386	30932474
AllCCS	[M+H]+	125.1	32859911
AllCCS	[M+H-H2O]+	120.6	32859911
AllCCS	[M+NH4]+	129.4	32859911
AllCCS	[M+Na]+	130.7	32859911
AllCCS	[M-H]-	126.6	32859911
AllCCS	[M+Na-2H]-	129.0	32859911
AllCCS	[M+HCOO]-	131.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pantolactone	C[C@H]1C(=O)OCC1(C)C	1613.8	Standard polar	33892256
Pantolactone	C[C@H]1C(=O)OCC1(C)C	1013.4	Standard non polar	33892256
Pantolactone	C[C@H]1C(=O)OCC1(C)C	1039.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pantolactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pantolactone 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 - Pantolactone 10V, Positive-QTOF	splash10-004i-3900000000-b75e45bd5584c4f1e31b	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 20V, Positive-QTOF	splash10-0ae9-9200000000-b745c15e27e6364e797e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 40V, Positive-QTOF	splash10-0aor-9000000000-e91caca29f1db5e0dc77	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 10V, Negative-QTOF	splash10-004i-1900000000-a2e980028cf2003630af	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 20V, Negative-QTOF	splash10-003r-9500000000-082471ca049f9804c397	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 40V, Negative-QTOF	splash10-0159-9000000000-7fdafb20bf3adaf2bb1c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 10V, Positive-QTOF	splash10-056r-9700000000-4b9eb767697cdcb6f4a0	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 20V, Positive-QTOF	splash10-0a4i-9000000000-4e947e71da7848bc0ba9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 40V, Positive-QTOF	splash10-0a4l-9000000000-4f0a48e9d72b73b0142c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 10V, Negative-QTOF	splash10-004i-1900000000-5a321ae91360ee638205	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 20V, Negative-QTOF	splash10-004i-9800000000-00a4e198494fc31da0b5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pantolactone 40V, Negative-QTOF	splash10-016r-9200000000-f53b73afec751944fed5	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

964

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

58719317

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for Pantolactone (HMDB0059876)

MOL for HMDB0059876 (Pantolactone)

3D MOL for HMDB0059876 (Pantolactone)

3D SDF for HMDB0059876 (Pantolactone)

3D-SDF for HMDB0059876 (Pantolactone)

PDB for HMDB0059876 (Pantolactone)

3D PDB for HMDB0059876 (Pantolactone)

SMILES for HMDB0059876 (Pantolactone)

INCHI for HMDB0059876 (Pantolactone)

Structure for HMDB0059876 (Pantolactone)

3D Structure for HMDB0059876 (Pantolactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra