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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:42:18 UTC

Update Date

2023-02-21 17:20:21 UTC

HMDB ID

HMDB0031320

Secondary Accession Numbers

HMDB31320

Metabolite Identification

Common Name

1,3-Butanediol

Description

1,3-Butanediol, also known as b-butylene glycol or BD, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 1,3-Butanediol is a bitter and odorless tasting compound. 1,3-Butanediol has been detected, but not quantified, in several different foods, such as green bell peppers, orange bell peppers, pepper (c. annuum), red bell peppers, and yellow bell peppers. This could make 1,3-butanediol a potential biomarker for the consumption of these foods. A butanediol compound having two hydroxy groups in the 1- and 3-positions.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(RS)-1,3-Butandiol	ChEBI
1,3 Butylene glycol	ChEBI
1,3-Butandiol	ChEBI
1,3-Butylene glycol	ChEBI
1,3-Butylenglykol	ChEBI
1,3-Dihydroxybutane	ChEBI
1-Methyl-1,3-propanediol	ChEBI
beta-Butylene glycol	ChEBI
Methyltrimethylene glycol	ChEBI
b-Butylene glycol	Generator
Β-butylene glycol	Generator
1,3-Butylene glycol, (14)C-labeled	HMDB
1,3-Butylene glycol, (DL)-isomer	HMDB
1,3-Butylene glycol, (R)-isomer	HMDB
1,3-Butylene glycol, (S)-isomer	HMDB
Butylene glycol	HMDB
(+/-)-1,3-butanediol	HMDB
(.+/-.)-1,3-butanediol	HMDB
(R)-(-)-Butane-1,3-diol	HMDB
(R)-1,3-Butanediol	HMDB
(S)-(+)-1,3-Butanediol	HMDB
(S)-(+)-Butane-1,3-diol	HMDB
(S)-1,3-Butanediol	HMDB
1,3-Butanodiol	HMDB
BD	HMDB
Butane-1,3-diol	HMDB
DL-1,3-Butanediol	HMDB
1,3-Butanediol	ChEBI

Chemical Formula

C₄H₁₀O₂

Average Molecular Weight

90.121

Monoisotopic Molecular Weight

90.068079564

IUPAC Name

butane-1,3-diol

Traditional Name

1,3-butanediol

CAS Registry Number

107-88-0

SMILES

CC(O)CCO

InChI Identifier

InChI=1S/C4H10O2/c1-4(6)2-3-5/h4-6H,2-3H2,1H3

InChI Key

PUPZLCDOIYMWBV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Secondary alcohols

Alternative Parents

Substituents

Secondary alcohol
Hydrocarbon derivative
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

glycol (CHEBI:52683 )
butanediol (CHEBI:52683 )
a glycol (CPD-12276 )

Ontology

Physiological effect

Organoleptic effect

Odor

Odorless

Taste

Bitter

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031320)
Cytoplasm (HMDB: HMDB0031320)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031320)

Source

Endogenous

Endogenous (HMDB: HMDB0031320)

Plant

Plant (HMDB: HMDB0031320)

Exogenous

Food

Food (HMDB: HMDB0031320)

Not Available

Industrial application

Food and nutrition

Food and nutrition (HMDB: HMDB0031320)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< -50 °C	Not Available
Boiling Point	207.50 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1000 mg/mL at 25 °C	Not Available
LogP	-0.290	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	742 g/L	ALOGPS
logP	-0.59	ALOGPS
logP	-0.73	ChemAxon
logS	0.92	ALOGPS
pKa (Strongest Acidic)	15.41	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	23.84 m³·mol⁻¹	ChemAxon
Polarizability	9.96 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]+	116.218	31661259
DarkChem	[M-H]-	110.392	31661259
DeepCCS	[M+H]+	122.34	30932474
DeepCCS	[M-H]-	120.106	30932474
DeepCCS	[M-2H]-	156.014	30932474
DeepCCS	[M+Na]+	130.626	30932474
AllCCS	[M+H]+	124.1	32859911
AllCCS	[M+H-H2O]+	119.7	32859911
AllCCS	[M+NH4]+	128.2	32859911
AllCCS	[M+Na]+	129.4	32859911
AllCCS	[M-H]-	127.5	32859911
AllCCS	[M+Na-2H]-	132.1	32859911
AllCCS	[M+HCOO]-	137.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3-Butanediol	CC(O)CCO	1610.5	Standard polar	33892256
1,3-Butanediol	CC(O)CCO	802.2	Standard non polar	33892256
1,3-Butanediol	CC(O)CCO	846.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,3-Butanediol,1TMS,isomer #1	CC(CCO)O[Si](C)(C)C	1003.0	Semi standard non polar	33892256
1,3-Butanediol,1TMS,isomer #2	CC(O)CCO[Si](C)(C)C	976.5	Semi standard non polar	33892256
1,3-Butanediol,2TMS,isomer #1	CC(CCO[Si](C)(C)C)O[Si](C)(C)C	1098.9	Semi standard non polar	33892256
1,3-Butanediol,1TBDMS,isomer #1	CC(CCO)O[Si](C)(C)C(C)(C)C	1210.0	Semi standard non polar	33892256
1,3-Butanediol,1TBDMS,isomer #2	CC(O)CCO[Si](C)(C)C(C)(C)C	1191.5	Semi standard non polar	33892256
1,3-Butanediol,2TBDMS,isomer #1	CC(CCO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1504.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1,3-Butanediol EI-B (Non-derivatized)	splash10-002g-9000000000-3c919c2dc91ea11f9690	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,3-Butanediol EI-B (Non-derivatized)	splash10-0007-9000000000-8ebe37c5aa22df7ae557	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,3-Butanediol EI-B (Non-derivatized)	splash10-002g-9000000000-3c919c2dc91ea11f9690	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,3-Butanediol EI-B (Non-derivatized)	splash10-0007-9000000000-8ebe37c5aa22df7ae557	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ed-9000000000-c5284fbbfa520bd1fa8b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (2 TMS) - 70eV, Positive	splash10-0100-9530000000-708a913526afb7cf3b0a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Butanediol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-002g-9000000000-60200c691a2f25ef35ca	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 10V, Positive-QTOF	splash10-00di-9000000000-9bc550078151b0ce685e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 20V, Positive-QTOF	splash10-05fr-9000000000-6607a8f9c47aca01083a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 40V, Positive-QTOF	splash10-0a4l-9000000000-5f14358cb649e12c55a7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 10V, Negative-QTOF	splash10-000i-9000000000-79782af5d75d3b8625a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 20V, Negative-QTOF	splash10-0abi-9000000000-3fe844f5e373efb7fcd2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 40V, Negative-QTOF	splash10-0ab9-9000000000-e0a5ac044021bf9e3e24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 10V, Positive-QTOF	splash10-0a4i-9000000000-ddf0feb724794b1b525e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 20V, Positive-QTOF	splash10-0a4j-9000000000-2fbc1e559d9cd9789ea7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 40V, Positive-QTOF	splash10-0a4i-9000000000-54e029c3501bdbc95bcf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 10V, Negative-QTOF	splash10-000i-9000000000-09fc38b483234e7b66aa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 20V, Negative-QTOF	splash10-05fu-9000000000-a5dac98614e64d8ef56f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Butanediol 40V, Negative-QTOF	splash10-0a4l-9000000000-407e035ef20f88190419	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

1,3-Butanediol

METLIN ID

Not Available

PubChem Compound

7896

PDB ID

Not Available

ChEBI ID

52683

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1018691

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 1,3-Butanediol (HMDB0031320)

MOL for HMDB0031320 (1,3-Butanediol)

3D MOL for HMDB0031320 (1,3-Butanediol)

3D SDF for HMDB0031320 (1,3-Butanediol)

3D-SDF for HMDB0031320 (1,3-Butanediol)

PDB for HMDB0031320 (1,3-Butanediol)

3D PDB for HMDB0031320 (1,3-Butanediol)

SMILES for HMDB0031320 (1,3-Butanediol)

INCHI for HMDB0031320 (1,3-Butanediol)

Structure for HMDB0031320 (1,3-Butanediol)

3D Structure for HMDB0031320 (1,3-Butanediol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra