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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 19:42:02 UTC

Update Date

2022-03-07 02:54:14 UTC

HMDB ID

HMDB0034778

Secondary Accession Numbers

HMDB34778

Metabolite Identification

Common Name

(2R*,3R*)-1,2,3-Butanetriol

Description

(2R*,3R*)-1,2,3-Butanetriol, also known as 1,2,3-trihydroxybutane, 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) (2R*,3R*)-1,2,3-Butanetriol has been detected, but not quantified in, herbs and spices. This could make (2R*,3R*)-1,2,3-butanetriol a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on (2R*,3R*)-1,2,3-Butanetriol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,2,3-Trihydroxybutane	ChEBI

Chemical Formula

C₄H₁₀O₃

Average Molecular Weight

106.1204

Monoisotopic Molecular Weight

106.062994186

IUPAC Name

butane-1,2,3-triol

Traditional Name

1,2,3-trihydroxybutane

CAS Registry Number

Not Available

SMILES

CC(O)C(O)CO

InChI Identifier

InChI=1S/C4H10O3/c1-3(6)4(7)2-5/h3-7H,2H2,1H3

InChI Key

YAXKTBLXMTYWDQ-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
Polyol
Hydrocarbon derivative
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 28157703)

Cellular substructure

Extracellular (HMDB: HMDB0034778)
Cytoplasm (HMDB: HMDB0034778)

Source

Exogenous

Exogenous (HMDB: HMDB0034778)

Food

Food (HMDB: HMDB0034778)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034778)

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	996 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-1.4	ChemAxon
logS	0.97	ALOGPS
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	-3	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	24.93 m³·mol⁻¹	ChemAxon
Polarizability	10.79 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]+	121.555	31661259
DarkChem	[M-H]-	115.001	31661259
DeepCCS	[M+H]+	123.509	30932474
DeepCCS	[M-H]-	121.162	30932474
DeepCCS	[M-2H]-	157.275	30932474
DeepCCS	[M+Na]+	131.807	30932474
AllCCS	[M+H]+	128.5	32859911
AllCCS	[M+H-H2O]+	124.2	32859911
AllCCS	[M+NH4]+	132.5	32859911
AllCCS	[M+Na]+	133.7	32859911
AllCCS	[M-H]-	124.0	32859911
AllCCS	[M+Na-2H]-	127.9	32859911
AllCCS	[M+HCOO]-	132.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2R,3R)-1,2,3-Butanetriol	CC(O)C(O)CO	2158.5	Standard polar	33892256
(2R,3R)-1,2,3-Butanetriol	CC(O)C(O)CO	996.3	Standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol	CC(O)C(O)CO	1020.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2R,3R)-1,2,3-Butanetriol,1TMS,isomer #1	CC(O[Si](C)(C)C)C(O)CO	1139.5	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,1TMS,isomer #2	CC(O)C(CO)O[Si](C)(C)C	1102.8	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,1TMS,isomer #3	CC(O)C(O)CO[Si](C)(C)C	1123.4	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,2TMS,isomer #1	CC(O[Si](C)(C)C)C(CO)O[Si](C)(C)C	1207.7	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,2TMS,isomer #2	CC(O[Si](C)(C)C)C(O)CO[Si](C)(C)C	1212.2	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,2TMS,isomer #3	CC(O)C(CO[Si](C)(C)C)O[Si](C)(C)C	1212.2	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,3TMS,isomer #1	CC(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C	1300.5	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C(O)CO	1365.9	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,1TBDMS,isomer #2	CC(O)C(CO)O[Si](C)(C)C(C)(C)C	1345.8	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,1TBDMS,isomer #3	CC(O)C(O)CO[Si](C)(C)C(C)(C)C	1341.9	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C	1638.1	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C	1637.0	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,2TBDMS,isomer #3	CC(O)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1637.0	Semi standard non polar	33892256
(2R,3R)-1,2,3-Butanetriol,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1905.1	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 - (2R,3R)-1,2,3-Butanetriol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dj-9000000000-f6f2611d53458c61a821	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-8493000000-b81df2f754e6ba436d12	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3R)-1,2,3-Butanetriol GC-MS (TBDMS_3_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 - (2R,3R)-1,2,3-Butanetriol 10V, Positive-QTOF	splash10-0a4r-9700000000-585cca6fb7e31b62ca82	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 20V, Positive-QTOF	splash10-059i-9200000000-74e73affb49cd6162cbc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 40V, Positive-QTOF	splash10-00di-9000000000-85f13675c670629aca9a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 10V, Negative-QTOF	splash10-0a4i-5900000000-2e04d85f7c0bf06e17ce	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 20V, Negative-QTOF	splash10-0a4r-9200000000-aa77da025ce922d0bdf8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 40V, Negative-QTOF	splash10-0ab9-9000000000-f9c844e67080be91f875	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 10V, Positive-QTOF	splash10-00dj-9000000000-ff3d4e5d1a5d97d2f9dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 20V, Positive-QTOF	splash10-0002-9000000000-eaa45f38a9404861ae39	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 40V, Positive-QTOF	splash10-0005-9000000000-921fa2e7aa122efadec0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 10V, Negative-QTOF	splash10-0a4i-6900000000-c0f81961a383e40d1b6e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 20V, Negative-QTOF	splash10-0a4i-9000000000-05398898420700a2af96	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,3R)-1,2,3-Butanetriol 40V, Negative-QTOF	splash10-052f-9000000000-ced5a76aeed567d02aa4	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	28157703	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

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

FDB013331

KNApSAcK ID

Not Available

Chemspider ID

19304

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20497

PDB ID

Not Available

ChEBI ID

131388

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

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

Showing metabocard for (2R*,3R*)-1,2,3-Butanetriol (HMDB0034778)

MOL for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

3D MOL for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

3D SDF for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

3D-SDF for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

PDB for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

3D PDB for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

SMILES for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

INCHI for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

Structure for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

3D Structure for HMDB0034778 ((2R*,3R*)-1,2,3-Butanetriol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Showing metabocard for (2R,3R)-1,2,3-Butanetriol (HMDB0034778)

MOL for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

3D MOL for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

3D SDF for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

3D-SDF for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

PDB for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

3D PDB for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

SMILES for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

INCHI for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

Structure for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)

3D Structure for HMDB0034778 ((2R,3R)-1,2,3-Butanetriol)