Stevioside - Moligand™, ≥90% , CAS No.57817-89-7

CAS: 57817-89-7 Cat. No.: S1524413 Summenformel: C₃₈H₆₀O₁₈ Molekulargewicht: 804.88 Beilstein Registry Number: 17(4)3618 EG-Nummer: 260-975-5 PubChem CID: 442089

GRADE & PURITY Moligand™, ≥90%

Storage

Store at 2-8°C,Argon charged,Desiccated

Shipped In

Wet ice

Übersicht

Stevioside is an active sweetener that can be isolated from Stevia rebaudiana, with antihypertensive, antihyperglycemic, antioxidant, anti-inflammatory and anti-tumor activities.

Specifications

Spezifikationen & Reinheit

Moligand™, ≥90%

Storage

Store at 2-8°C,Argon charged,Desiccated

Verschickt in

Wet ice

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Moligand™

Reinheit

≥90%

Namen und Kennungen

• Kanonisches Lächeln: CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)(C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• InChIKey: UEDUENGHJMELGK-HYDKPPNVSA-N
• INCHI: 1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1
• Isomere SMILES: C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• RTECS: NZ8175000
• Alternative CAS-Nummer: 57817-89-7
• PubChem CID: 442089
• MeSH-Eintrag: steviol glycoside;stevioside
• Molekulargewicht: 804.88
• Beilstein: 17(4)3618
• Reaxy-Rn: 77427

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Klasse Prenol lipids
      • Subclass Terpene glycosides
        • Ebene5 Diterpene glycosides
          • Ebene6 Steviol glycosides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: Prenol lipids
• Subclass: Terpene glycosides
• Intermediate Tree Nodes: Diterpene glycosides
• Direct Parent: Steviol glycosides
• Alternative Parents: Kaurane diterpenoids Fatty acyl glycosides of mono- and disaccharides O-glycosyl compounds Disaccharides Oxanes Secondary alcohols Carboxylic acid esters Polyols Oxacyclic compounds Monocarboxylic acids and derivatives Acetals Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Steviol glycoside - Diterpenoid - Kaurane diterpenoid - Fatty acyl glycoside - Fatty acyl glycoside of mono- or disaccharide - Disaccharide - Glycosyl compound - O-glycosyl compound - Oxane - Fatty acyl - Secondary alcohol - Carboxylic acid ester - Organoheterocyclic compound - Polyol - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Acetal - Primary alcohol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Alcohol - Carbonyl group - Organooxygen compound - Aliphatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-Hydroxykaur-16-en-18-oic acid) moiety.
• External Descriptors: Kaurenes

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Löslichkeit: DMSO: 25 mg/mL, clear
• Empfindlichkeit: Hygroscopic.
• Spezifische Drehung [α]: -30 ° (C=6, H2O)
• Schmelzpunkt (°C): 236℃
• Molekulargewicht: 804.900 g/mol
• XLogP3: -1.200
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 10
• Exact Mass: 804.378 Da
• Monoisotopic Mass: 804.378 Da
• Topological Polar Surface Area: 295.000 Ų
• Heavy Atom Count: 56
• Formal Charge: 0
• Complexity: 1450.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 21
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Tingting Lin, Ben Chen, Liqun Fang, Haibo You, Chu Chu, Qingsong Shao, Shengqiang Tong.  (2022)  Solvent strength of organic phase for two biphasic solvent systems in high speed countercurrent chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36037578] [10.1016/j.chroma.2022.463422]

2. Musa Abubakr, Jiang Bo, Ma Haile, Gasmalla Mohammed A. A., Abdalhai Mandour H., Al-alfarga Ammar.  (2019)  Di-glycosyl-stevioside production via Leuconostoc citreum sk24.002 alternansucrase enzymatic reaction and structural characterization.  Journal of Food Measurement and Characterization,  13  (2): (1159-1165).  [PMID:] [10.1007/s11694-019-00031-9]

3. Jiang Ting-Fu, Chong Lei, Yue Mei-E, Wang Yuan-Hong, Lv Zhi-Hua.  (2015)  Separation and Determination of Carbohydrates in Food Samples by Capillary Electrophoresis Using Dynamically Coating the Capillary with Indirect UV Detection.  Food Analytical Methods,  8  (10): (2588-2594).  [PMID:] [10.1007/s12161-015-0157-z]

4. Abubakr Musa, Ming Miao, Mohammed A.A. Gasmalla, Tao Zhang, Ahmed Eibaid, Waleed Aboshora, Bo Jiang.  (2015)  Effect of shaking velocity on mono-glycosyl-stevioside productivity via alternansucrase acceptor reaction.  JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC,      [PMID:] [10.1016/j.molcatb.2015.03.012]

5. Zhibin Dong, Fengjun Ma, Xiaocen Wei, Linlin Zhang, Yongling Ding, Lei Shi, Chen Chen, Yuxia Ma, Yuning Ma.  (2024)  Injectable, thermo-sensitive and self-adhesive supramolecular hydrogels built from binary herbal small molecules towards reusable antibacterial coatings.  RSC Advances,  14  (3): (2027-2035).  [PMID:38196913] [10.1039/D3RA07882E]

6. Yutong Jiang, Xin Wen, Jiahui Guo, Hongyu Li, Zhanmei Jiang, Yun Chen.  (2025)  Unraveling how phytochemical saponins suppress α-Lactalbumin thermal aggregation: A Multi-Dimensional Spectrometric Approach.  FOOD HYDROCOLLOIDS,      [PMID:] [10.1016/j.foodhyd.2025.112029]