D-Gluconsure

2,3,4,5,6-Pentahydroxyhexanoic acid

HCID 604

Grundinformationen

CAS
526-95-4
Standard-SMILES
O=C(O)C(O)C(O)C(O)C(O)CO
InChIKey
RGHNJXZEOKUKBD-UHFFFAOYSA-N
Summenformel
C6H12O7
Durchschnittliche Molmasse
196,16 g/mol

Überblick

Isohexonic acid is a carbonyl compound.

Namen und Bezeichner

Bevorzugter Name
2,3,4,5,6-Pentahydroxyhexanoic acid
IUPAC
2,3,4,5,6-pentahydroxyhexanoic acid
Lokaler Name
D-Gluconsure
Englischer Name
Gluconic acid
Summenformel
C6H12O7
Molmasse
196.16

Namen und Synonyme

2,3,4,5,6-Pentahydroxyhexanoic acidRefChem:935246GlyTouCan:G56169UCG56169UCGulonic6622-52-2D-Galactonic Acid-d6Glyconic acidC6H12O7Isohexonic acidMFCD00004240NSC 77381
Weitere Namen anzeigen
gluconic(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acidHexonic acidD-Gluconic acid solutionGLUCONIC ACId-gluconicaciglosanto
2,3,4,5,6-Pentahydroxycaproic acidGluconic acid, technical5328-41-6SCHEMBL433662CHEMBL3039603CHEBI:192972RGHNJXZEOKUKBD-UHFFFAOYSA-NHMS5086L04

Datenbank-Bezeichner

CAS
526-95-4
PubChem CID
604
ChEMBL
CHEMBL3039603
ChEBI
CHEBI:192972
Nikkaji
J3.681.442J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-3,4
Polarare Oberfläche (TPSA)
138 Ų
H-Brücken-Donoren
6
H-Brücken-Akzeptoren
7
Frei drehbare Bindungen
5
Schwere Atome
13

Physikochemische Eigenschaften

Schmelzpunkt
15 °C · 15 °C
Siedepunkt
102 °C · 102 °C
Dichte
1.23 · 1.23
Brechungsindex
1.4161 · 1.4161
storage temp.
30 °C · Store below +30°C.
Löslichkeit
DMSO (Slightly), Methanol (Slightly), Water

Sicherheit und Regulatorisches

Sicherheit und Schutzausrüstung

Minimum Risk LevelChronic Inhalation: 0.0003 mg/m3 (L134)

Toxikologische Informationen

Health Effects · 1 Eintrag

Manganese mainly affects the nervous system and may cause behavioral changes and other nervous system effects, which include movements that may become slow and clumsy. This combination of symptoms when sufficiently severe is referred to as “manganism”. (L228)

Exposure RoutesOral (L228) ; inhalation (L228)
Toxicity Summary · 1 Eintrag

Manganese is a cellular toxicant that can impair transport systems, enzyme activities, and receptor functions. It primarily targets the central nervous system, particularily the globus pallidus of the basal ganglia. It is believed that the manganese ion, Mn(II), enhances the autoxidation or turnover of various intracellular catecholamines, leading to increased production of free radicals, reactive oxygen species, and other cytotoxic metabolites, along with a depletion of cellular antioxidant defense mechanisms, leading to oxidative damage and selective destruction of dopaminergic neurons. In addition to dopamine, manganese is thought to perturbations other neurotransmitters, such as GABA and glutamate. In order to produce oxidative damage, manganese must first overwhelm the antioxidant enzyme manganese superoxide dismutase. The neurotoxicity of Mn(II) has also been linked to its ability to substitute for Ca(II) under physiological conditions. It can enter mitochondria via the calcium uniporter and inhibit mitochondrial oxidative phosphorylation. It may also inhibit the efflux of Ca(II), which can result in a loss of mitochondrial membrane integrity. Mn(II) has been shown to inhibit mitochondrial aconitase activity to a significant level, altering amino acid metabolism and cellular iron homeostasis. (L228)

Signs and Symptoms · 1 Eintrag

Manganese mainly affects the nervous system and may cause behavioral changes and other nervous system effects, which include movements that may become slow and clumsy. This combination of symptoms when sufficiently severe is referred to as “manganism”. (L228)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Sicherheitsdaten

wgk
-
tsca
TSCA listed
ridadr
3265
hs_code
29181600
RTECS-Nr.
LZ5057100
risk_code
36/37/38-34

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

Manganese is absorbed mainly via ingestion, but can also be inhaled. It binds to alpha-2-macroglobulin, albumin, or transferrin in the plasma and is distributed to the brain and all other mammalian tissues, though it tends to accumulate more in the liver, pancreas, and kidney. Manganese is capable of existing in a number of oxidation states and is believed to undergo changes in oxidation state within the body. Manganese oxidation state can influence tissue toxicokinetic behavior, and possibly toxicity. Manganese is excreted primarily in the faeces. (L228)

Anwendungen · 3 Einträge

BeschreibungGluconic acid is an organic compound with molecular formula C6H12O7 and condensed structural formula HOCH2(CHOH)4COOH. It is one of the 16 stereoisomers of 2,3,4,5,6-penta hydroxy hexanoic acid. In aqueous solution at neutral pH, gluconic acid forms the gluconate ion. The salts of gluconic acid are known as "gluconates". Gluconic acid, gluconate salts, and gluconate esters occur widely in nature because such species arise from the oxidation of glucose. Some drugs are injected in the form of gluconates.

OccurrenceGluconic acid occurs naturally in fruit, honey, kombucha tea, and wine. As a food additive ( E574 ), it is an acidity regulator. It is also used in cleaning products where it dissolves mineral deposits especially in alkaline solution. The gluconate anion chelates Ca2+,Fe2+, Al3+, and other metals. In 1929 Horace Terhune Herrick developed a process for producing the salt by fermentation. Calcium gluconate, in the form of a gel, is used to treat burns from hydrofluoric acid; calcium gluconate injections may be used for more severe cases to avoid necrosis of deep tissues. Quinine gluconate is a salt between gluconic acid and quinine, which is used for intramuscular injection in the treatment of malaria. Zinc gluconate injections are used to neuter male dogs. Iron gluconate injections have been proposed in the past to treat anemia.

VerwendenGluconic Acid is an acidulant that is a mild organic acid which is the hydrolyzed form of glucono-delta-lactone. it is prepared by the fermentation of dextrose, whereby the physiological d-form is produced. it is soluble in water with a solubility of 100 g/100 ml at 20°c. it has a mild taste and at 1% has a ph of 2.8. it functions as an antioxidant and enhances the function of other antioxidants. in beverages, syrups, and wine, it can eliminate calcium turbidities. it is used as a leavening component in cake mixes, and as an acid component in dry-mix desserts and dry beverage mixes.

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Ergänzende Hinweise

Definitiongluconic acid: An opticallyactive hydroxycarboxylic acid,CH2(OH)(CHOH)4COOH. It is the carboxylicacid corresponding to the aldosesugar glucose, and can be madeby the action of certain moulds.

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