ChemFOnt: Showing chemical card for 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate (CFc000224138)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:46:21 UTC

Chemfont ID

CFc000224138

Molecule Identification

Common Name

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate

Definition

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate, also known as TAGIT or GITC, belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Based on a literature review a significant number of articles have been published on 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl isothiocyanate	Generator
2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl isothiocyanic acid	Generator
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanic acid	Generator
2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate	Generator
2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl isothiocyanic acid	Generator
[3,4,5-Tris(acetyloxy)-6-isothiocyanatooxan-2-yl]methyl acetic acid	HMDB
2,3,4,6-Tetra-O-acetylglucopyranosylisothiocyanate	HMDB
TAGIT	HMDB
2,3,4,6-Tetra-O-acetylglucopyranosylisothiocyanate, (D)-isomer	HMDB
GITC	HMDB

Chemical Formula

C₁₅H₁₉NO₉S

Average Molecular Weight

389.38

Monoisotopic Molecular Weight

389.07805237

IUPAC Name

[3,4,5-tris(acetyloxy)-6-isothiocyanatooxan-2-yl]methyl acetate

Traditional Name

[3,4,5-tris(acetyloxy)-6-isothiocyanatooxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1OC(N=C=S)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O

InChI Identifier

InChI=1S/C15H19NO9S/c1-7(17)21-5-11-12(22-8(2)18)13(23-9(3)19)14(24-10(4)20)15(25-11)16-6-26/h11-15H,5H2,1-4H3

InChI Key

WOWNQYXIQWQJRJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Glycosyl compound
N-glycosyl compound
Monosaccharide
Oxane
Carboxylic acid ester
Isothiocyanate
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	2.08	ALOGPS
logP	0.42	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	15.05	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	126.79 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	85.6 m³·mol⁻¹	ChemAxon
Polarizability	37.14 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0244602

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

276685

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

312833

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate (CFc000224138)

MOL for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

3D MOL for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

3D SDF for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

3D-SDF for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

PDB for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

3D PDB for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

SMILES for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

INCHI for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

Structure for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)

3D Structure for CFc000224138 (2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate)