ChemFOnt: Showing chemical card for sialic acid thiol (CFc000237800)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:11:28 UTC

Chemfont ID

CFc000237800

Molecule Identification

Common Name

sialic acid thiol

Definition

N-{4,6-dihydroxy-6-[(sulfanyloxy)carbonyl]-2-(1,2,3-trihydroxypropyl)oxan-3-yl}ethanimidic acid belongs to the class of organic compounds known as n-acylneuraminic acids and derivatives. These are neuraminic acids (or derivatives thereof) carrying an N-acyl substituent. Based on a literature review very few articles have been published on N-{4,6-dihydroxy-6-[(sulfanyloxy)carbonyl]-2-(1,2,3-trihydroxypropyl)oxan-3-yl}ethanimidic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-{4,6-dihydroxy-6-[(sulfanyloxy)carbonyl]-2-(1,2,3-trihydroxypropyl)oxan-3-yl}ethanimidate	Generator
N-{4,6-dihydroxy-6-[(sulphanyloxy)carbonyl]-2-(1,2,3-trihydroxypropyl)oxan-3-yl}ethanimidate	Generator
N-{4,6-dihydroxy-6-[(sulphanyloxy)carbonyl]-2-(1,2,3-trihydroxypropyl)oxan-3-yl}ethanimidic acid	Generator
Sialate thiol	Generator

Chemical Formula

C₁₁H₁₉NO₉S

Average Molecular Weight

341.33

Monoisotopic Molecular Weight

341.07805237

IUPAC Name

5-acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carbo(thioperoxoic) OS-acid

Traditional Name

5-acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carbo(thioperoxoic) OS-acid

CAS Registry Number

Not Available

SMILES

CC(=O)NC1C(O)CC(O)(OC1C(O)C(O)CO)C(=O)OS

InChI Identifier

InChI=1S/C11H19NO9S/c1-4(14)12-7-5(15)2-11(19,10(18)21-22)20-9(7)8(17)6(16)3-13/h5-9,13,15-17,19,22H,2-3H2,1H3,(H,12,14)

InChI Key

MMRITPGIXCPLCB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylneuraminic acids and derivatives. These are neuraminic acids (or derivatives thereof) carrying an N-acyl substituent.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acylneuraminic acids and derivatives

Alternative Parents

Substituents

N-acylneuraminic acid or derivatives
C-glucuronide
Glycosyl compound
C-glycosyl compound
Pyran
Oxane
Acetamide
Secondary carboxylic acid amide
Secondary alcohol
Hemiacetal
Carboxylic acid salt
Carboxamide group
Oxacycle
Organoheterocyclic compound
Os-thioperoxol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Primary alcohol
Organonitrogen compound
Carbonyl group
Alcohol
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	21.3 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-2.9	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	165.78 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	69.41 m³·mol⁻¹	ChemAxon
Polarizability	31.16 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0258276

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for sialic acid thiol (CFc000237800)

MOL for CFc000237800 (sialic acid thiol)

3D MOL for CFc000237800 (sialic acid thiol)

3D SDF for CFc000237800 (sialic acid thiol)

3D-SDF for CFc000237800 (sialic acid thiol)

PDB for CFc000237800 (sialic acid thiol)

3D PDB for CFc000237800 (sialic acid thiol)

SMILES for CFc000237800 (sialic acid thiol)

INCHI for CFc000237800 (sialic acid thiol)

Structure for CFc000237800 (sialic acid thiol)

3D Structure for CFc000237800 (sialic acid thiol)