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136132-69-9 molecular structure
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2-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid sodium

ChemBase ID: 132536
Molecular Formular: C14H21NNaO11
Molecular Mass: 402.30641
Monoisotopic Mass: 402.10122978
SMILES and InChIs

SMILES:
CC(=O)NC(C=O)C(C(C(CO)O)O)OC1C(C(C=C(O1)C(=O)O)O)O.[Na]
Canonical SMILES:
O=CC(C(C(C(CO)O)O)OC1OC(=CC(C1O)O)C(=O)O)NC(=O)C.[Na]
InChI:
InChI=1S/C14H21NO11.Na/c1-5(18)15-6(3-16)12(10(21)8(20)4-17)26-14-11(22)7(19)2-9(25-14)13(23)24;/h2-3,6-8,10-12,14,17,19-22H,4H2,1H3,(H,15,18)(H,23,24);
InChIKey:
ZIEOMBVLIDBWRW-UHFFFAOYSA-N

Cite this record

CBID:132536 http://www.chembase.cn/molecule-132536.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid sodium
IUPAC Traditional name
6-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid sodium
Synonyms
α-ΔUA-(1→3)-GlcNAc
Hyaluronic acid disaccharide ΔDiHA sodium salt
α-ΔUA-[1→3]-GalNAc
Chondroitin disaccharide Δdi-0S sodium salt
CAS Number
136132-69-9
149368-06-9
MDL Number
MFCD00166873
MFCD00133173
PubChem SID
162226813
24892657
24895867
PubChem CID
16219116

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 16219116 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.18169  H Acceptors 11 
H Donor LogD (pH = 5.5) -6.862502 
LogD (pH = 7.4) -8.016677  Log P -4.568028 
Molar Refractivity 81.0886 cm3 Polarizability 32.36584 Å3
Polar Surface Area 203.08 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
German water hazard class
3 expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥85% expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - C3920 external link
Other Notes
ΔUA = 4-deoxy-L-threo-hex-4-enopyranosyluronic acid; GalNAc = N-acetyl-D-galactosamine
Application
Chondroitin, a glucosaminoglycan (GAG), is a polysaccharide chain of alternating units of N-acetylgalactosamine (GalNAc) and glucuronic acid (GlcA) that can be sulfated on the either or both GalNAc and GlcA units. Chondroitin and its sulfates are frequently attached to proteins to form proteoglycans.
Sigma Aldrich - H9649 external link
Other Notes
ΔUA = 4-deoxy-L-threo-hex-4-enopyranosyluronic acid; GlcNAc = N-acetyl-D-glucosamine
Preparation Note
Product of digestion of hyaluronic acid by chondroitinase.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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