ChemFOnt: Showing chemical card for β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl (CFc000042887)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:38 UTC

Chemfont ID

CFc000042887

Molecule Identification

Common Name

β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl

Definition

IdoA2S(beta1-4)GlcNAc3S(alpha1-4)GlcA(beta1-3)Gal(beta1-3)Gal(beta1-4)Xyl is a hexasaccharide comprised of an L-iduronic acid residue sulfated on O-2, an N-acetylated galactosamine residue sulfated on O-3, a glucuronic acid residue, and two galactose residues linked to a xylose residue at the reducing end.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Β-L-idoa2S-(1→4)-α-D-glcnac3S-(1→4)-β-D-glca(1→3)-β-D-gal(1→3)-β-D-gal(1→4)-D-xylp	HMDB
IdoA2S(β1-4)glcnac3S(α1-4)glca(β1-3)gal(β1-3)gal(β1-4)xyl	HMDB
IdopA2S(β1-4)glcpnac3S(α1-4)glcpa(β1-3)galp(β1-3)galp(β1-4)xylp	HMDB
beta-L-IdoA2S-(1→4)-alpha-D-glcnac3S-(1→4)-beta-D-glca(1→3)-beta-D-gal(1→3)-beta-D-gal(1→4)-D-xyl	HMDB
beta-L-IdoA2S-(1→4)-alpha-D-glcnac3S-(1→4)-beta-D-glca(1→3)-beta-D-gal(1→3)-beta-D-gal(1→4)-D-xylp	HMDB
IdoA2S(beta1-4)glcnac3S(alpha1-4)glca(beta1-3)gal(beta1-3)gal(beta1-4)xyl	HMDB
IdopA2S(beta1-4)glcpnac3S(alpha1-4)glcpa(beta1-3)galp(beta1-3)galp(beta1-4)xylp	HMDB
2-O-SulfO-β-D-idopyranuronosyl-(1→4)-2-acetamido-2-deoxy-3-O-sulfO-α-D-glucopyranosyl-(1→4)-β-D-(glucopyranosyluronic acid)-(1→3)-β-D-galactopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)-D-xylopyranose	HMDB
2-O-SulfO-beta-D-idopyranuronosyl-(1→4)-2-acetamido-2-deoxy-3-O-sulfO-alpha-D-glucopyranosyl-(1→4)-beta-D-(glucopyranosyluronic acid)-(1→3)-beta-D-galactopyranosyl-(1→3)-beta-D-galactopyranosyl-(1→4)-D-xylopyranose	HMDB
IdoA2S-β-1,4-glcnac3S-α-1,4-glca-β-1,3-gal-β-1,3-gal-β-1,4-xylose	HMDB
IdoA2S-beta-1,4-glcnac3S-alpha-1,4-glca-beta-1,3-gal-beta-1,3-gal-beta-1,4-xylose	HMDB
IdoA(2S)-galnac(3S)-glca-gal-gal-xyl	HMDB
β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl	HMDB

Chemical Formula

C₃₇H₅₉NO₃₈S₂

Average Molecular Weight

1189.97

Monoisotopic Molecular Weight

1189.215648812

IUPAC Name

(2R,3S,4S,5R,6S)-6-{[(2R,3R,4R,5R,6R)-6-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(3R,4R,5R)-4,5,6-trihydroxyoxan-3-yl]oxy}oxan-4-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-5-acetamido-2-(hydroxymethyl)-4-(sulfooxy)oxan-3-yl]oxy}-3,4-dihydroxy-5-(sulfooxy)oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=O)N[C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]4[C@@H](O)[C@@H](CO)O[C@@H](O[C@@H]5COC(O)[C@H](O)[C@H]5O)[C@@H]4O)[C@@H]3O)O[C@@H]2C(O)=O)O[C@H](CO)[C@@H](O[C@H]2O[C@H]([C@@H](O)[C@H](O)[C@H]2OS(O)(=O)=O)C(O)=O)[C@@H]1OS(O)(=O)=O

InChI Identifier

InChI=1S/C37H59NO38S2/c1-6(42)38-11-23(75-77(58,59)60)22(69-37-28(76-78(61,62)63)16(47)15(46)27(73-37)30(53)54)9(4-41)67-33(11)72-26-17(48)19(50)34(74-29(26)31(55)56)70-25-14(45)8(3-40)66-36(21(25)52)71-24-13(44)7(2-39)65-35(20(24)51)68-10-5-64-32(57)18(49)12(10)43/h7-29,32-37,39-41,43-52,57H,2-5H2,1H3,(H,38,42)(H,53,54)(H,55,56)(H,58,59,60)(H,61,62,63)/t7-,8-,9-,10-,11-,12+,13+,14+,15+,16+,17-,18-,19-,20-,21-,22-,23-,24+,25+,26+,27-,28-,29+,32?,33-,34-,35+,36+,37+/m1/s1

InChI Key

YDHDIXKWBIZOGD-QHRWLTKVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
N-acyl-alpha-hexosamine
Fatty acyl glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Fatty acyl
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Pyran
Oxane
Hydroxy acid
Dicarboxylic acid or derivatives
Organic sulfuric acid or derivatives
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Acetal
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062475)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	119 g/L	ALOGPS
logP	-0.82	ALOGPS
logP	-15	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	36	ChemAxon
Hydrogen Donor Count	19	ChemAxon
Polar Surface Area	615.65 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	222.85 m³·mol⁻¹	ChemAxon
Polarizability	106.66 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0062475

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

156908065

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl (CFc000042887)

MOL for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

3D MOL for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

3D SDF for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

3D-SDF for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

PDB for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

3D PDB for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

SMILES for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

INCHI for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

Structure for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)

3D Structure for CFc000042887 (β-L-IdoA2S-(1→4)-α-D-GlcNAc3S-(1→4)-β-D-GlcA(1→3)-β-D-Gal(1→3)-β-D-Gal(1→4)-D-Xyl)