ChemFOnt: Showing chemical card for Hyaluronan (CFc000006374)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:52:20 UTC

Chemfont ID

CFc000006374

Molecule Identification

Common Name

Hyaluronan

Definition

Etiocholanolone glucuronide is a natural human metabolite of etiocholanolone generated in the liver by UDP glucuonyltransferase. Etiocholanolone (or 5-isoandrosterone) is a metabolite of testosterone. Classified a ketosteroid, it causes fever, immunostimulation and leukocytosis. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Hyaluronate	Generator
Hyaluronic acid	HMDB
Hylartil	HMDB
Hyruan plus	HMDB
Luronit	HMDB
Macronan	HMDB
Mucoitin	HMDB
Nutra-haf	HMDB
Q 5AQ	HMDB
Sepracoat	HMDB
Sepragel sinus	HMDB
Sofast	HMDB
Synvisc	HMDB
Acid, hyaluronic	MeSH
Akorn, inc. brand OF sodium hyaluronate	MeSH
Anika therapeutics brand OF sodium hyaluronidate	MeSH
Hyaluronate, sodium	MeSH
amo Vitrax	MeSH
Bausch and lomb brand OF sodium hyaluronate	MeSH
Biolon	MeSH
Etamucine	MeSH
Healon	MeSH
Amvisc	MeSH
Hyvisc	MeSH
Advanced medical optics brand OF sodium hyaluronidate	MeSH
Advanced medical optics, inc. brand OF sodium hyaluronate	MeSH
Hyaluronate sodium	MeSH
Sodium hyaluronate	MeSH
Vitrax, amo	MeSH
Hyaluronan	HMDB

Chemical Formula

C₂₈H₄₄N₂O₂₃

Average Molecular Weight

776.6486

Monoisotopic Molecular Weight

776.233485724

IUPAC Name

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

Traditional Name

CAS Registry Number

9004-61-9

SMILES

CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)C1O[C@@H]1O[C@@H]([C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@H]2NC(C)=O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C28H44N2O23/c1-5(33)29-9-18(11(35)7(3-31)47-25(9)46)49-28-17(41)15(39)20(22(53-28)24(44)45)51-26-10(30-6(2)34)19(12(36)8(4-32)48-26)50-27-16(40)13(37)14(38)21(52-27)23(42)43/h7-22,25-28,31-32,35-41,46H,3-4H2,1-2H3,(H,29,33)(H,30,34)(H,42,43)(H,44,45)/t7-,8-,9-,10-,11-,12-,13+,14+,15-,16-,17-,18?,19?,20+,21+,22+,25-,26+,27-,28-/m1/s1

InChI Key

KIUKXJAPPMFGSW-MNSSHETKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Oligosaccharide
Acylaminosugar
Fatty acyl glycoside
N-acyl-alpha-hexosamine
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Fatty acyl
Hydroxy acid
Pyran
Oxane
Acetamide
Carboxamide group
Hemiacetal
Secondary carboxylic acid amide
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Acetal
Polyol
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Primary alcohol
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0010366)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	46.6 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-8.2	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	23	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	399.71 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	155.1 m³·mol⁻¹	ChemAxon
Polarizability	71.14 Å³	ChemAxon
Number of Rings	4	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

Not Available

DrugBank ID

DB08818

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027518

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hyaluronic acid

METLIN ID

Not Available

PubChem Compound

24759

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Hyaluronan (CFc000006374)

MOL for CFc000006374 (Hyaluronan)

3D MOL for CFc000006374 (Hyaluronan)

3D SDF for CFc000006374 (Hyaluronan)

3D-SDF for CFc000006374 (Hyaluronan)

PDB for CFc000006374 (Hyaluronan)

3D PDB for CFc000006374 (Hyaluronan)

SMILES for CFc000006374 (Hyaluronan)

INCHI for CFc000006374 (Hyaluronan)

Structure for CFc000006374 (Hyaluronan)

3D Structure for CFc000006374 (Hyaluronan)