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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:09:20 UTC

Update Date

2021-09-26 22:53:14 UTC

HMDB ID

HMDB0245045

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Butyne-1,4-diol

Description

2-Butyne-1,4-diol, also known as 1,4-butynediol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Based on a literature review a significant number of articles have been published on 2-Butyne-1,4-diol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-butyne-1,4-diol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Butyne-1,4-diol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4-Dihydroxy-2-butyne	ChEBI
1,4-Dimethoxyacetylene	ChEBI
Bis(hydroxymethyl)acetylene	ChEBI
1,4-Butynediol	Kegg
2-Butin-1,4-diol	HMDB
2-Butyne-1,4-diol	ChEBI

Chemical Formula

C₄H₆O₂

Average Molecular Weight

86.09

Monoisotopic Molecular Weight

86.036779433

IUPAC Name

but-2-yne-1,4-diol

Traditional Name

butynediol

CAS Registry Number

Not Available

SMILES

OCC#CCO

InChI Identifier

InChI=1S/C4H6O2/c5-3-1-2-4-6/h5-6H,3-4H2

InChI Key

DLDJFQGPPSQZKI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Primary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Hydrocarbon derivative
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butynediol (CHEBI:16413 )
a small molecule (2-BUTYNE-14-DIOL )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	-0.9	ALOGPS
logP	-0.73	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	13.94	ChemAxon
pKa (Strongest Basic)	-3.1	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	23.12 m³·mol⁻¹	ChemAxon
Polarizability	8.88 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
DeepCCS	[M+H]+	120.305	30932474
DeepCCS	[M-H]-	118.409	30932474
DeepCCS	[M-2H]-	153.931	30932474
DeepCCS	[M+Na]+	128.337	30932474
AllCCS	[M+H]+	122.4	32859911
AllCCS	[M+H-H2O]+	117.9	32859911
AllCCS	[M+NH4]+	126.5	32859911
AllCCS	[M+Na]+	127.7	32859911
AllCCS	[M-H]-	126.1	32859911
AllCCS	[M+Na-2H]-	130.6	32859911
AllCCS	[M+HCOO]-	135.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Butyne-1,4-diol	OCC#CCO	1616.8	Standard polar	33892256
2-Butyne-1,4-diol	OCC#CCO	930.0	Standard non polar	33892256
2-Butyne-1,4-diol	OCC#CCO	894.3	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 - 2-Butyne-1,4-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05n0-9000000000-6fe61314d228196bc561	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyne-1,4-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyne-1,4-diol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyne-1,4-diol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyne-1,4-diol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyne-1,4-diol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - 2-Butyne-1,4-diol 10V, Positive-QTOF	splash10-00kr-9000000000-b5882c11c695d836aecf	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 20V, Positive-QTOF	splash10-00kr-9000000000-4877c11e9f53a02af878	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 40V, Positive-QTOF	splash10-0a4i-9000000000-25ed7f9fe5572972fba8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 10V, Negative-QTOF	splash10-000i-9000000000-f2cafea3979509fabf83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 20V, Negative-QTOF	splash10-052r-9000000000-991d74e1fc6f917d610c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 40V, Negative-QTOF	splash10-05ox-9000000000-4afd49b8aba3ac16bd16	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 10V, Negative-QTOF	splash10-000i-9000000000-f69bf9d23544f797d357	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 20V, Negative-QTOF	splash10-014i-9000000000-09b8cf5efbf00d88d9b6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 40V, Negative-QTOF	splash10-066s-9000000000-cd1fac0fce5973ca67ca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 10V, Positive-QTOF	splash10-0udi-9000000000-57cdc2daf8e8a7ac12f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 20V, Positive-QTOF	splash10-0udi-9000000000-1028aced54c83e9c567d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyne-1,4-diol 40V, Positive-QTOF	splash10-0udi-9000000000-343c7bf6b433d2c5d6ac	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

7775

KEGG Compound ID

C02497

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

1,4-Butynediol

METLIN ID

Not Available

PubChem Compound

8066

PDB ID

Not Available

ChEBI ID

16413

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1172891

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-Butyne-1,4-diol (HMDB0245045)

MOL for HMDB0245045 (2-Butyne-1,4-diol)

3D MOL for HMDB0245045 (2-Butyne-1,4-diol)

3D SDF for HMDB0245045 (2-Butyne-1,4-diol)

3D-SDF for HMDB0245045 (2-Butyne-1,4-diol)

PDB for HMDB0245045 (2-Butyne-1,4-diol)

3D PDB for HMDB0245045 (2-Butyne-1,4-diol)

SMILES for HMDB0245045 (2-Butyne-1,4-diol)

INCHI for HMDB0245045 (2-Butyne-1,4-diol)

Structure for HMDB0245045 (2-Butyne-1,4-diol)

3D Structure for HMDB0245045 (2-Butyne-1,4-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra