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Hyaluronsure

4-O-(2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl)-beta-D-glucopyranuronic acid

HCID 9844971
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Grundinformationen

CAS
139626-60-1
Standard-SMILES
CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2C(=O)O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIKey
LJKKEBYAXYCTNF-GIXQJHCPSA-N
Summenformel
C14H23NO12
Durchschnittliche Molmasse
397,33 g/mol
Monoisotopische Masse
397,12202517

Überblick

Beta-D-GlcpNAc-(1->4)-beta-D-GlcpA is an amino disaccharide consisting of 2-acetamido-beta-D-glucopyranose and beta-D-glucopyranuronic acid residues joined in sequence by a (14)-glycosidic bond. It is a member of acetamides, an amino disaccharide and a monocarboxylic acid. It is functionally related to a N-acetyl-beta-D-glucosamine and a beta-D-glucuronic acid.

Namen und Bezeichner

Bevorzugter Name
4-O-(2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl)-beta-D-glucopyranuronic acid
IUPAC
(2S,3S,4R,5R,6R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylic acid
Lokaler Name
Hyaluronsure
Englischer Name
Hyaluronic acid
Summenformel
C14H22NNaO11
Molmasse
403.31

Namen und Synonyme

DTXSID201145699139626-60-14-O-[2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl]-beta-D-glucopyranuronic acid4-O-(2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl)-beta-D-glucopyranuronic acidRefChem:935798GlyTouCan:G42361UODTXCID201577282G42361UO4-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-beta-D-glucopyranuronic acidGlcNAc(b1-4)b-GlcAARD3DLZ5K3CHEBI:150712
Weitere Namen anzeigen
HYALURONIC ACID SODIUMHyaluronic acid powderHyaluronate Acidacid hyaluronicHYALURONIC ACID (SODIUM HYALURONATE)aluronic acid、HAhyaluronic acid fillerSodium Hyaluronate MMWHyaluronic acid, bovine vitreous humorMucoitin
beta-D-GlcpNAc-(1->4)-beta-D-GlcpA2-acetamido-2-deoxy-beta-D-gluco-hexopyranosyl-(1->4)-beta-D-gluco-hexopyranuronic acid4-O-[2-(Acetylamino)-2-deoxy-I(2)-D-glucopyranosyl]-I(2)-D-glucopyranuronic acidbeta-D-Glucopyranuronic acid, 4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-WURCS=2.0/2,2,1/[a2122A-1b_1-5][a2122h-1b_1-5_2*NCC/3=O]/1-2/a4-b1(2S,3S,4R,5R,6R)-3-[(2S,3R,4R,5S,6R)-3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylic acid

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-4,5
Polarare Oberfläche (TPSA)
215 Ų
H-Brücken-Donoren
8
H-Brücken-Akzeptoren
12
Frei drehbare Bindungen
5
Schwere Atome
27
Formalladung
0
Komplexität
546

Experimentelle und physikochemische Eigenschaften

Physical DescriptionSolid

Physikochemische Eigenschaften

storage temp.
20 °C · −20°C
Löslichkeit
2 O: · H2O: 5 mg/mL, clear, colorless
Aggregatzustand
Lyophilized Powder
Farbe
White
Geruch (Odor)
Odorless
Wasserlöslichkeit
Soluble in water.
Major Application
3 D · 3D bioprintingtissue engineering (Hydrogels)
Kosmetik-Inhaltsstoffe Funktionen
SKIN CONDITIONINGANTISTATICMOISTURISINGHUMECTANT
InChIKey
MAKUBRYLFHZREJ-IUPJJCKZNA-M
SMILES
[C@@H]1(O[C@H]2[C@H](O)[C@H]([C@H](O)O[C@@H]2C(=O)[O-])O)O[C@H](CO)[C@@H](O)C[C@H]1NC(=O)C.[Na+] |&1:0,2,3,5,6,9,15,18,21,r|
LogP
-6.623 · -6.623 (est)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheitsdaten

F
3-10
wgk
3
tsca
TSCA listed
RTECS-Nr.
MT7250000
hazard_code
B
safety_code
22-24/25
Giftige Stoffe Daten
9004-61-9(Hazardous Substances Data)

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular
Anwendungen · 1 Eintrag

Verwendenhyaluronic acid is a glycosaminoglycan component. Hyaluronic acid occurs naturally in the dermis. It is thought to play a critical role in healthy skin by controlling the physical and biochemical characteristics of epidermal cells. It also regulates general skin activity, such as water content, elasticity, and the distribution of nutrients. Its water-absorption abilities and large molecular structure allow the epidermis to achieve greater suppleness, proper plasticity, and turgor. Hyaluronic acid is a natural moisturizer with excellent water-binding capabilities. In a solution of 2 percent hyaluronic acid and 98 percent water, the hyaluronic acid holds the water so tightly that it appears to create a gel. However, it is a true liquid in that it can be diluted and will exhibit a liquid’s normal viscous flow properties. When applied to the skin, hyaluronic acid forms a viscoelastic film in a manner similar to the way it holds water in the intercellular matrix of dermal connective tissues. This performance and behavior suggests that hyaluronic acid makes an ideal moisturizer base, allowing for the delivery of other agents to the skin. Manufacturers claim that the use of hyaluronic acid in cosmetics results in the need for much lower levels of lubricants and emollients in a formulation, thereby providing an essentially greaseless product. Furthermore, its ability to retain water gives immediate smoothness to rough skin surfaces and significantly improves skin appearance. For the benefits of hyaluronic acid to be realized in a cosmetic, the product needs to be applied on a regular basis as it is broken down in skin within 24 to 48 hours of application. note, this is not the case with hyaluronic acid injections as the technology used is different.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

A PRONASE APR3 (c-ANCA) ELISA

Zugehörige Reaktionen

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Reaktionsaufzeichnung erstellen

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Datenbank-Bezeichner

CAS
139626-60-1、9004-61-9
PubChem CID
9844971
DTXSID
DTXSID201145699
ChEBI
CHEBI:150712
UNII
ARD3DLZ5K3
CAS Datenbank
9004 · 9004-61-9
EPA chemische Informationen
Hyaluronic acid (9004-61-9)

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Ergänzende Hinweise · 1 Eintrag

Definitionhyaluronic acid: A glycosaminoglycan(mucopolysaccharide) that ispart of the matrix of connective tissue.Hyaluronic acid binds cells togetherand helps to lubricate joints.It may play a role in the migration ofcells at wounds; this activity ceaseswhen hyaluronidase breaks downhyaluronic acid.