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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-11 02:26:46 UTC

Update Date

2023-02-21 17:30:37 UTC

HMDB ID

HMDB0061944

Secondary Accession Numbers

HMDB61944

Metabolite Identification

Common Name

Trihydroxybutane

Description

Trihydroxybutane, also known as 1,3,4-butanetriol, belongs to the class of organic compounds known as orthocarboxylic acid derivatives. These are organic compounds containing the orhtocarboxylic acid functional group, with the RC(X)(X)X (R=H, alkyl, aryl; X=OH, alkoxy, aryloxy, substituted amino, etc.). Trihydroxybutane 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
1,3,4-Butanetriol	HMDB

Chemical Formula

C₄H₁₀O₃

Average Molecular Weight

106.1204

Monoisotopic Molecular Weight

106.062994186

IUPAC Name

butane-1,1,1-triol

Traditional Name

butane-1,1,1-triol

CAS Registry Number

Not Available

SMILES

CCCC(O)(O)O

InChI Identifier

InChI=1S/C4H10O3/c1-2-3-4(5,6)7/h5-7H,2-3H2,1H3

InChI Key

GTTSNKDQDACYLV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as orthocarboxylic acid derivatives. These are organic compounds containing the orhtocarboxylic acid functional group, with the RC(X)(X)X (R=H, alkyl, aryl; X=OH, alkoxy, aryloxy, substituted amino, etc.).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Orthocarboxylic acid derivatives

Sub Class

Not Available

Direct Parent

Orthocarboxylic acid derivatives

Alternative Parents

Substituents

Orthocarboxylic acid derivative
Ortho acid
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 22308371)

Process

Not Available

Role

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	471 g/L	ALOGPS
logP	-0.73	ALOGPS
logP	0.041	ChemAxon
logS	0.65	ALOGPS
pKa (Strongest Acidic)	11.42	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.21 m³·mol⁻¹	ChemAxon
Polarizability	10.62 Å³	ChemAxon
Number of Rings	0	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
DarkChem	[M+H]+	120.659	31661259
DarkChem	[M-H]-	115.007	31661259
DeepCCS	[M+H]+	129.242	30932474
DeepCCS	[M-H]-	127.347	30932474
DeepCCS	[M-2H]-	162.713	30932474
DeepCCS	[M+Na]+	137.129	30932474
AllCCS	[M+H]+	127.0	32859911
AllCCS	[M+H-H2O]+	122.6	32859911
AllCCS	[M+NH4]+	131.0	32859911
AllCCS	[M+Na]+	132.2	32859911
AllCCS	[M-H]-	125.2	32859911
AllCCS	[M+Na-2H]-	129.1	32859911
AllCCS	[M+HCOO]-	133.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trihydroxybutane	CCCC(O)(O)O	2038.7	Standard polar	33892256
Trihydroxybutane	CCCC(O)(O)O	930.1	Standard non polar	33892256
Trihydroxybutane	CCCC(O)(O)O	1011.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trihydroxybutane,1TMS,isomer #1	CCCC(O)(O)O[Si](C)(C)C	1030.1	Semi standard non polar	33892256
Trihydroxybutane,2TMS,isomer #1	CCCC(O)(O[Si](C)(C)C)O[Si](C)(C)C	1120.9	Semi standard non polar	33892256
Trihydroxybutane,3TMS,isomer #1	CCCC(O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C	1240.2	Semi standard non polar	33892256
Trihydroxybutane,1TBDMS,isomer #1	CCCC(O)(O)O[Si](C)(C)C(C)(C)C	1266.0	Semi standard non polar	33892256
Trihydroxybutane,2TBDMS,isomer #1	CCCC(O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1570.2	Semi standard non polar	33892256
Trihydroxybutane,3TBDMS,isomer #1	CCCC(O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1859.8	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 - Trihydroxybutane GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fu-9000000000-e418d378046dab52d51b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihydroxybutane GC-MS (3 TMS) - 70eV, Positive	splash10-009l-9021000000-701ffb228ef8797af4eb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihydroxybutane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihydroxybutane 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 - Trihydroxybutane 10V, Positive-QTOF	splash10-000i-9300000000-971ea455b466308f54ac	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 20V, Positive-QTOF	splash10-000f-9100000000-2a4189e386ea09c06740	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 40V, Positive-QTOF	splash10-0006-9000000000-278939d10e90d5c995e3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 10V, Negative-QTOF	splash10-0a4i-3900000000-c1cb63089fdea31df7b1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 20V, Negative-QTOF	splash10-0a4l-8900000000-f49e45dc777eca8d118e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 40V, Negative-QTOF	splash10-0006-9000000000-d6ca88057e51e0d3a72a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 10V, Negative-QTOF	splash10-052r-9700000000-17960e0f938ba0852137	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 20V, Negative-QTOF	splash10-08fr-9400000000-05d2206a644222c39365	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 40V, Negative-QTOF	splash10-03di-9100000000-676b6b46742b83867f81	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 10V, Positive-QTOF	splash10-00dr-9000000000-3ceac7df9fe5893a2432	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 20V, Positive-QTOF	splash10-00di-9000000000-eb81f2b8499f14bb06d2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxybutane 40V, Positive-QTOF	splash10-0006-9000000000-246089c9d130568e50ba	2021-09-24	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

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

1,2,4-Butanetriol

METLIN ID

Not Available

PubChem Compound

18970792

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

Tatsuta K: Total synthesis and development of bioactive natural products. Proc Jpn Acad Ser B Phys Biol Sci. 2008;84(4):87-106. [PubMed:18941289 ]
Rawle I. Hollingsworth, 'Process for the preparation of hydroxy substituted gamma butyrolactones.' U.S. Patent US5808107, issued March, 1996. [Link]

Showing metabocard for Trihydroxybutane (HMDB0061944)

MOL for HMDB0061944 (Trihydroxybutane)

3D MOL for HMDB0061944 (Trihydroxybutane)

3D SDF for HMDB0061944 (Trihydroxybutane)

3D-SDF for HMDB0061944 (Trihydroxybutane)

PDB for HMDB0061944 (Trihydroxybutane)

3D PDB for HMDB0061944 (Trihydroxybutane)

SMILES for HMDB0061944 (Trihydroxybutane)

INCHI for HMDB0061944 (Trihydroxybutane)

Structure for HMDB0061944 (Trihydroxybutane)

3D Structure for HMDB0061944 (Trihydroxybutane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra