| Identification | More | [Name]
D-Isoascorbic acid | [CAS]
89-65-6 | [Synonyms]
2,3-didehydro-d-erythro-hexono-1,4-lactone
D-(-)-ARABOASCORBIC ACID
D-ARABOASCORBIC ACID
D-(-)-ERYTHORBIC ACID
D-ERYTHORBIC ACID
D-ERYTHRO-3-KETOHEXANOIC ACIDLACTONE
D-ERYTHRO-3-OXOHEXANOIC ACID LACTONE
D-Erythro-hex-2-enonic acid
D-ERYTHRO-HEX-2-ENONIC ACID, GAMMA-LACTONE
D(-)-ISOASCORBIC ACID
D-ISOASCORBIC ACID
ERYCORBIN
ERYTHORBIC ACID
FEMA 2410
ISOASCORBIC ACID
ISOVITAMIN C
NEOCEBICURE
SACCHAROSONIC ACID
3-keto-d-erythro-hexonicacigamma-lactone
araboascorbicacid | [EINECS(EC#)]
201-928-0 | [Molecular Formula]
C6H8O6 | [MDL Number]
MFCD00005378 | [Molecular Weight]
176.12 | [MOL File]
89-65-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline | [Melting point ]
169-172 °C (dec.) (lit.) | [alpha ]
-17.25 º (c=10, H2O 25 ºC) | [Boiling point ]
227.71°C (rough estimate) | [density ]
1.3744 (rough estimate) | [vapor pressure ]
0Pa at 25℃ | [FEMA ]
2410 | [refractive index ]
-17.5 ° (C=10, H2O) | [storage temp. ]
Store at 0-5°C | [solubility ]
H2O: 0.1 g/mL, clear, colorless to very faintly yellow
| [form ]
Crystals or Crystalline Powder | [pka]
4.09±0.10(Predicted) | [color ]
White to slightly yellow | [Odor]
odorless | [Stability:]
Stable. Combustible. Incompatible with chemically active metals, aluminium, zinc, copper, magnesium, strong bases, strong oxidizing agents. | [optical activity]
[α]25/D 16.8°, c = 2 in H2O | [Water Solubility ]
1g/10mL | [Merck ]
14,5126 | [BRN ]
84271 | [InChIKey]
CIWBSHSKHKDKBQ-JLAZNSOCSA-N | [LogP]
-1.69 at 25℃ | [Uses]
Erythorbic Acid is a food preservative that is a strong reducing agent (oxygen accepting) which functions similarly to antioxidants. In the dry crystalline state it is nonreactive, but in water solutions it reacts readily with atmospheric oxygen and other oxidizing agents, making it valuable as an antioxidant. During preparation, dissolving and mixing should incorporate a minimum amount of air, and storage should be at cool temperatures. It has a solubility of 43 g/100 ml of water at 25°c. One part is equivalent to one part ascorbic acid and equivalent to one part sodium erythorbate. It is used to control oxidative color and flavor deterioration in fruits at 150–200 ppm. It is used in meat curing to speed and control the nitrite curing reaction and prolong the color of cured meat at levels of 0.05%. | [CAS DataBase Reference]
89-65-6(CAS DataBase Reference) | [EPA Substance Registry System]
89-65-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
2
| [RTECS ]
KF3015000
| [TSCA ]
Yes | [HS Code ]
29329990 | [Hazardous Substances Data]
89-65-6(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Chemical Properties]
Erythorbic acid occurs as a white or slightly yellow-colored crystals
or powder. It gradually darkens in color upon exposure to light. | [Definition]
ChEBI: D-isoascorbic acid is an ascorbic acid. | [Production Methods]
Erythorbic acid is synthesized by the reaction between methyl 2-
keto-D-gluconate and sodium methoxide. It can also be synthesized
from sucrose, and produced from Penicillium spp. | [Biotechnological Production]
Yeasts and other fungi synthesize the C5 sugar acid D-erythroascorbic acid which
shares structural and physicochemical properties with Asc. D-erythroascorbic
acid serves similar protective functions in these microorganisms as Asc does in plants
and animals, including the scavenging of reactive oxygen species. The biosynthesis
of D-erythroascorbic acid starts from D-arabinose obtained by the microorganism
from decaying plant material. D-arabinose, presumably in its
1,4-furanosidic isomeric form, is oxidized by NAD(P)+ specific dehydrogenases
to D-arabinono-1,4-lactone, which is further oxidized to D-erythroascorbic
acid by D-arabinono-1,4-lactone oxidase. Resting cells of Saccharomyces
cerevisiae can synthesize Asc from L-galactose, L-galactono-1,4-lactone, or L-gulono-
1,4-lactone via the pathway naturally used for D-erythroascorbic acid. | [Flammability and Explosibility]
Nonflammable | [Pharmaceutical Applications]
Erythorbic acid is a stereoisomer of L-ascorbic acid, and is used as
an antioxidant in foods and oral pharmaceutical formulations. It
has approximately 5% of the vitamin C activity of L-ascorbic acid. | [Safety]
Erythorbic acid is widely used in food applications as an
antioxidant. It is also used in oral pharmaceutical applications as
an antioxidant. Erythorbic acid is generally regarded as nontoxic
and nonirritant when used as an excipient. Erythorbic acid is readily
metabolized and does not affect the urinary excretion of ascorbic
acid.
The WHO has set an acceptable daily intake of erythorbic acid
and its sodium salt in foods at up to 5 mg/kg body-weight. | [Solubility in organics]
40% soluble in water. Soluble in alcohol, slightly soluble in Glycerin and Propylene
glycol. | [storage]
Erythorbic acid should be stored in an airtight container, protected
from light, in a cool, dry place. | [Purification Methods]
Crystallise D(-)-isoascorbic acid from H2O, EtOH or dioxane. is at 245nm with 7,500 (EtOH). [Reichstein et al. Helv max Chim Acta 17 510, 516 1934, Heslop et al. J Chem Soc 225 1944, Beilstein 18 III/IV 3037, 18/5 V 26.] | [Incompatibilities]
Erythorbic acid is incompatible with chemically active metals such
as aluminum, copper, magnesium, and zinc. It is also incompatible
with strong bases and strong oxidizing agents. | [Regulatory Status]
GRAS listed. Accepted for use as a food additive in Europe.
Included in the FDA Inactive Ingredients Database (oral concentrate
and tablets). |
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