Showing Compound 2R,3R-Butanediol (FDB010997)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:25 UTC

Update date

2019-11-26 03:04:27 UTC

Primary ID

FDB010997

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2R,3R-Butanediol

Description

(2R,3R)-2,3-Butanediol, also known as (R,R)-2,3-butylene glycol, belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions (2R,3R)-2,3-Butanediol has been detected, but not quantified in, a few different foods, such as cocoa and cocoa products, cocoa beans (Theobroma cacao), and herbs and spices. This could make (2R,3R)-2,3-butanediol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (2R,3R)-2,3-Butanediol.

CAS Number

24347-58-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(R,R)-(-)-Butane-2,3-diol	ChEBI
(R,R)-2,3-Butanediol	ChEBI
(R,R)-2,3-Butylene glycol	ChEBI
(-)-(2R,3R)-Butanediol	HMDB
(-)-2,3-Butanediol	HMDB
(2R,3R)-(-)-2,3-Butanediol	HMDB
(2R,3R)-Butane-2,3-diol	HMDB
L-(-)-2,3-Butanediol	HMDB
levo-2,3-Butanediol	HMDB
(R,R)-Butane-2,3-diol	biospider
2R,3R-Butanediol	manual

Predicted Properties

Property	Value	Source
Water Solubility	603 g/L	ALOGPS
logP	-0.59	ALOGPS
logP	-0.38	ChemAxon
logS	0.83	ALOGPS
pKa (Strongest Acidic)	14.22	ChemAxon
pKa (Strongest Basic)	-3	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	1	ChemAxon
Refractivity	23.39 m³·mol⁻¹	ChemAxon
Polarizability	9.82 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

Chemical Formula

C4H10O2

IUPAC name

(2R,3R)-butane-2,3-diol

InChI Identifier

InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1

InChI Key

OWBTYPJTUOEWEK-QWWZWVQMSA-N

Isomeric SMILES

C[C@@H](O)[C@@H](C)O

Average Molecular Weight

90.121

Monoisotopic Molecular Weight

90.068079564

Classification

Description

Belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

1,2-diols

Alternative Parents

Substituents

Secondary alcohol
1,2-diol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butane-2,3-diol (CHEBI:16982 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Theobroma cacao

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Drug

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 53.31%; H 11.18%; O 35.51%	DFC
Melting Point	Mp 19.7°	DFC
Boiling Point	Bp10 77.5-77.6°	DFC
Experimental Water Solubility	Not Available
Experimental logP	0.88	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]25D -13 (neat)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2R,3R-Butanediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9000000000-cc27e53ef044f7cb15a5	Spectrum
Predicted GC-MS	2R,3R-Butanediol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01b9-9520000000-fa7488838e20f2dd123b	Spectrum
Predicted GC-MS	2R,3R-Butanediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2R,3R-Butanediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-373d8ab05d8ca30b9936	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-9000000000-c995422d63c292e20b8f	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-5639537d59074e5a4a6c	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-aa5e86f920a11ea2d749	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-cef0995334342db934ba	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-c4f65aef56394c6d3a25	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-2e058d12c0f9880bd53d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-77a30103f1d168eecd21	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-4c2f1d8ca7aa89a88c6c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-09fc38b483234e7b66aa	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000f-9000000000-79fde7f9417c0129ac4c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-452a5f79625d3401d495	2021-09-24	View Spectrum