ContaminantDB: 3-Cyclobutene-1,2-dione,3,4-dihydroxy-

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 07:08:54 UTC

Update Date

2016-11-09 01:16:12 UTC

Accession Number

CHEM020485

Identification

Common Name

3-Cyclobutene-1,2-dione,3,4-dihydroxy-

Class

Small Molecule

Description

A carbon oxoacid that consists of 1,2-diketocyclobut-3-ene bearing two enolic hydroxy substituents at positions 3 and 4.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Diketo-3,4-dihydroxycyclobutene	ChEBI
1,2-Dioxo-3,4-dihydroxycyclobut-3-ene	ChEBI
1,2-Dioxo-3,4-dihydroxycyclobutene	ChEBI
3,4-Dihydroxy-3-cyclobutene-1,2-dione	ChEBI
Quadratic acid	ChEBI
Quadratsaeure	ChEBI
Quadratate	Generator
Squarate	Generator
Squaric acid	MeSH
Squaric acid, dipotassium salt	MeSH
Squaric acid, disilver (+1) salt	MeSH
Squaric acid, disodium salt	MeSH
Squaric acid, monopotassium salt	MeSH
Squaric acid, monopotassium salt monohydrate	MeSH
Squaric acid, nickel (+2), (1:1) salt dihydrate	MeSH

Chemical Formula

C₄H₂O₄

Average Molecular Mass

114.056 g/mol

Monoisotopic Mass

113.995 g/mol

CAS Registry Number

2892-51-5

IUPAC Name

dihydroxycyclobut-3-ene-1,2-dione

Traditional Name

squaric acid

SMILES

OC1=C(O)C(=O)C1=O

InChI Identifier

InChI=1S/C4H2O4/c5-1-2(6)4(8)3(1)7/h5-6H

InChI Key

PWEBUXCTKOWPCW-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as vinylogous acids. These are organic compounds containing a hydroxyl group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Vinylogous acids

Sub Class

Not Available

Direct Parent

Vinylogous acids

Alternative Parents

Substituents

Vinylogous acid
Cyclic ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

alicyclic ketone (CHEBI:52141 )
carbon oxoacid (CHEBI:52141 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	106 g/L	ALOGPS
logP	-0.9	ALOGPS
logP	-0.24	ChemAxon
logS	-0.03	ALOGPS
pKa (Strongest Acidic)	5.26	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	24.8 m³·mol⁻¹	ChemAxon
Polarizability	9.12 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3900000000-e1d3317646b610799309	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-3ed542e54699285aa28f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9400000000-262ef331ab974feb631f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200000000-e24b2aa6569adcc8bd3b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-23f4a01cfc96efe6c23c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-f52602d74ff027abbd75	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-0900000000-b542627db9025e713b83	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0258453

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Squaric_acid

Chemspider ID

16919

ChEBI ID

52141

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

3-Cyclobutene-1,2-dione,3,4-dihydroxy- (CHEM020485)

Structure for CHEM020485: 3-Cyclobutene-1,2-dione,3,4-dihydroxy-