ChemFOnt: Showing chemical card for 6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000163889)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:55:07 UTC

Chemfont ID

CFc000163889

Molecule Identification

Common Name

6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. 6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-[(2-{6-[(2-amino-2-carboxyethyl)sulphanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-[(2-{6-[(2-amino-2-carboxyethyl)sulphanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	Generator

Chemical Formula

C₁₇H₂₃NO₁₂S

Average Molecular Weight

465.43

Monoisotopic Molecular Weight

465.094096359

IUPAC Name

6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC(CSC1CC(=O)C=CC1(O)CC(=O)OC1OC(C(O)C(O)C1O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C17H23NO12S/c18-7(14(24)25)5-31-8-3-6(19)1-2-17(8,28)4-9(20)29-16-12(23)10(21)11(22)13(30-16)15(26)27/h1-2,7-8,10-13,16,21-23,28H,3-5,18H2,(H,24,25)(H,26,27)

InChI Key

BDSYIFYCSRJYKG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Cysteine or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Thia fatty acid
Beta-hydroxy acid
Cyclohexenone
Hydroxy fatty acid
Pyran
Monosaccharide
Oxane
Hydroxy acid
Fatty acyl
Secondary alcohol
Ketone
Cyclic ketone
Amino acid
Amino acid or derivatives
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Thioether
Polyol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Amine
Organopnictogen compound
Organic oxide
Primary aliphatic amine
Primary amine
Carbonyl group
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	12.5 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-5.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	8.93	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	234.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	99.82 m³·mol⁻¹	ChemAxon
Polarizability	42.02 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0183599

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 6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000163889)

MOL for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000163889 (6-[(2-{6-[(2-amino-2-carboxyethyl)sulfanyl]-1-hydroxy-4-oxocyclohex-2-en-1-yl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)