D-(-)-Isoascorbic acid - analytical standard , CAS No.89-65-6

CAS: 89-65-6 Cat. No.: I109584 Peso molecular: 176.12 Beilstein Registry Number: 84271 Número EC: 201-928-0

GRADE & PURITY Analytical standard

Synonyms

UNII-311332OII1 | A843272 | Glucosaccharonic acid | HSDB 584 | D-erythro-3-Ketohexonic acid lactone | D-soascorbic acid | Erythorbic acid [NF] | FEMA Number: 2410 | E315 | E-315 | BP-21124 | D-Isoascorbic acid 1000 microg/mL in Acetonitrile | DTXSID602653

Storage

Protected from light,Room temperature

Shipped In

Normal

Specifications

Sinónimos

UNII-311332OII1 | A843272 | Glucosaccharonic acid | HSDB 584 | D-erythro-3-Ketohexonic acid lactone | D-soascorbic acid | Erythorbic acid [NF] | FEMA Number: 2410 | E315 | E-315 | BP-21124 | D-Isoascorbic acid 1000 microg/mL in Acetonitrile | DTXSID602653

Especificaciones y pureza

analytical standard

Condiciones de almacenamiento de almacenamiento

Protected from light, Room temperature

Enviado en

Normal

Grado

Analytical standard

Nombres e identificadores

• Sonrisas canónicas: C(C(C1C(=C(C(=O)O1)O)O)O)O
• IUPAC Name: (2R)-2-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one
• InChIKey: CIWBSHSKHKDKBQ-DUZGATOHSA-N
• INCHI: 1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1
• Isómeros SMILES: C([C@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O
• WGK Alemania: 2
• RTECS: KF3015000
• Peso molecular: 176.12
• Beilstein: 84271
• Reaxy-Rn: 84270
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=84270&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Dihydrofurans
      • Subclass Furanones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Dihydrofurans
• Subclass: Furanones
• Intermediate Tree Nodes: Not available
• Direct Parent: Butenolides
• Alternative Parents: Vinylogous acids Enoate esters Secondary alcohols Lactones Enediols 1,2-diols Oxacyclic compounds Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 2-furanone - Vinylogous acid - Alpha,beta-unsaturated carboxylic ester - Enoate ester - 1,2-diol - Carboxylic acid ester - Enediol - Secondary alcohol - Lactone - Carboxylic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organic oxide - Primary alcohol - Organooxygen compound - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
• External Descriptors: ascorbic acid

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

Propiedades químicas y físicas

• Sensibilidad: Light sensitive.
• Rotación específica [α]: -17.5 ° (C=10, H2O)
• Punto de fusión (°C): 166-172°C
• Peso molecular: 176.120 g/mol
• XLogP3: -1.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 176.032 Da
• Monoisotopic Mass: 176.032 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 232.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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

Referencias

1. Long Yu, Qutong Zheng, Heng Wang, Chenxi Liu, Xiaoqing Huang, Yuxiu Xiao.  (2019)  Double-Color Lanthanide Metal–Organic Framework Based Logic Device and Visual Ratiometric Fluorescence Water Microsensor for Solid Pharmaceuticals.  ANALYTICAL CHEMISTRY,      [PMID:31830778] [10.1021/acs.analchem.9b04575]

2. Yanmei Zhao, Haiyan Yuan, Xinling Zhang, Jidong Yang.  (2018)  A stimuli-responsive fluorescence platform for simultaneous determination of d-isoascorbic acid and Tartaric acid based on Maillard reaction product.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:29428892] [10.1016/j.saa.2018.01.079]

3. Shu Zhu, Xia Lin, Qinghong Wang, Qiao Xia, Peiyao Ran, Yingzi Fu.  (2016)  A Novel Solid-state Electrochemiluminescent Enantioselective Sensor for Ascorbic Acid and Isoascorbic Acid.  ELECTROANALYSIS,  29  (2): (466-471).  [PMID:] [10.1002/elan.201600329]

4. Liu Zhenfeng, Shen Yanmin, Li Weiwei, Zhang Wen, Li Tao, Ren Baozeng.  (2014)  Process optimization and kinetic evaluation for biosynthesis of d-isoascorbyl stearate.  BIOPROCESS AND BIOSYSTEMS ENGINEERING,  38  (5): (833-839).  [PMID:25407728] [10.1007/s00449-014-1326-y]

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