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Chondroitin sulfate

CAT: 0957-S2416-01Size: 25 mgDry Ice: YesHazardous: No
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Description
Chondroitin sulfate (CS) is a major component of the extracellular matrix (ECM) of many connective tissues, including cartilage, bone, skin, ligaments and tendons. It reduces the IL-1β-induced nuclear factor-kB (NF-κB) translocation in chondrocytes in vitro.
CAS Number
9007-28-7
Target
NF-κB
Activity
NF-κB
Molecular Formula
(C14H21NO14S) n
Storage Conditions
2 years -80 in solvent

Chemical Information

Chondroitin Sulfate

Chondroitin sulfate is a glycosaminoglycan considered as a symptomatic slow-acting drug for osteoarthritis (SYSADOA). The SYSADOA status suggested a pain relief and increased joint mobility after a relative long regular administration, as well as a long-lasting effect after the end of the treatment. Chondroitin sulfate is composed of alternating 1,3-N-acetyl-β-d-galactosamine and 1,4-β-d-glucuronic acid units which bear 4-O- and/or 6-O-sulfations at the N-acetylgalactosamine units disposed of in specific patterns. Depending on the predominating disaccharide unit, it will present different biological activities. Chondroitin sulfate is sold as an OTC dietary supplement in North America and it is a prescription drug under the EMA in Europe.

CAS Number9007-28-7
PubChem CID24766
IUPAC Name(2S,3S,4S,5R,6R)-6-[(2R,3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-sulfooxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Molecular FormulaC13H21NO15S
Molecular Weight463.37
XLogP-4.8
Topological Polar Surface Area267
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Heavy Atom Count30
Formal Charge0
Complexity739
SMILES
CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1O)OS(=O)(=O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O)O)O
InChI
InChI=1S/C13H21NO15S/c1-2(15)14-3-8(7(19)13(28-11(3)22)29-30(23,24)25)26-12-6(18)4(16)5(17)9(27-12)10(20)21/h3-9,11-13,16-19,22H,1H3,(H,14,15)(H,20,21)(H,23,24,25)/t3-,4+,5+,6-,7-,8-,9+,11-,12-,13-/m1/s1
InChIKey
KXKPYJOVDUMHGS-OSRGNVMNSA-N
Chemical Structure
2D Structure
2D structure of Chondroitin Sulfate
CAS: 9007-28-7
CID: 24766
Formula: C13H21NO15S
MW: 463.37
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight463.37
XLogP3-4.8
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Exact Mass463.06319014
Monoisotopic Mass463.06319014
Topological Polar Surface Area267 Ų
Heavy Atom Count30
Formal Charge0
Complexity739
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
C5067-02Chondroitin 4 Sulfate (Chondroitin-4-Sulfate)
C5067-70MChondroitin Sulfate (Chondroitin Sulfate Proteoglycan, CSPG)
N2730-250Chondroitin sulfate
C5067-52Chondroitin 6 Sulfate (Chondroitin-6-Sulfate) discontinued
535167-01CSPG4 (Chondroitin Sulfate Proteoglycan 4, Chondroitin Sulfate Proteoglycan NG2, Melanoma Chondroitin Sulfate Proteoglycan, Melanoma-associated Chondroitin Sulfate Proteoglycan)
HY-158221-01Chondroitin Sulfate Methacryloyl
466254-01Sodium Chondroitin Sulfate A
MBS6507272-01Chondroitin 6 Sulfate
abx165671-01Chondroitin Sulfate (OVA)

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