d-glucuronq-3,6-lactone

d-glucuronq-3,6-lactone - Names and Identifiers

Name	D-Glucurono-3,6-Lactone
Synonyms	glucoxy NSC 656 glucuron guronsan dicurone glucurone glycurone D-glucurone lucuronicaci glucuronosan glucurolactone Glucorolactone GLUCUROLACTONUM Glucuronolactone D-Glucurolactone gamma-lactone,d-g D-Glucuronolactone D-glucoronolactone gamma-glukurolakton D-Galacturonolactone glucuronicacidlactone D(+)-Glucuronolactone Glucurono-6,3-lactone D-GLUCURO-3,6-Lactone Glucuronolactone CP95 gamma-Glucuronolactone b-d-anhydroglucuronate D-Glucurono-6,3-Lactone D-Glucorono-6,3-lactone D-Glucurono-3,6-Lactone Glucurono-gamma-Lactone D-Glucorono-3,6-lactone d-glucuronq-3,6-lactone D-Glucurono-1,4-Lactone Glucurono-3,6-Lactone(-D) D-Glucuronic acid Lactone d-Glucurono-gamma-lactone D-GLUCORONIC ACID Lactone d-glucurono-gamma-lactone Glucuronic acid-g-lactone D(+)-Glucurono-6,3-Lactone D(+)-Glucurono-3,6-Lactone glucuronicacidgamma-lactone D-Glucuronic acid, g-lactone D-(+)-Glucoronicacidg-lactone Glucuronic acid lactone (6CI) D-GLUCOFURANURONO-6,3-Lactone D-GLUCOFURANOURONO-6,3-Lactone D-GLUCURONIC ACID-gamma-Lactone D(+)-GLUCURONSAEURE-gamma-LACTON D-Glucuronolactone,glucurolactone D(+)GLUCORONIC ACID gamma-Lactone D(+)-Glucuronic acid gamma-Lactone D-(+)-Glucuronolactone for synthesis Glucuronic acid, γ-lactone, D- (8CI) D-Glucuronolactone AKA D-GLUCURONIC ACID D-Glucuronic acid Lactone CELL CULTURE*T ESTED (1R,2R,5R,6R)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one (3R,3aR,5R,6R,6aR)-3,5,6-trihydroxytetrahydrofuro[3,2-b]furan-2(3H)-one (non-preferred name) (2R)-[(2S,3R,4S)-3,4-dihydroxy-5-oxotetrahydrofuran-2-yl](hydroxy)ethanal (non-preferred name)
CAS	32449-92-6 32499-92-6
EINECS	251-053-3
InChI	InChI=1/C6H8O6/c7-1-3-4(12-5(1)9)2(8)6(10)11-3/h1-5,7-9H/t1-,2-,3-,4-,5-/m1/s1
InChIKey	OGLCQHRZUSEXNB-IEPORWDDSA-N

d-glucuronq-3,6-lactone - Physico-chemical Properties

Molecular Formula

C6H8O6

Molar Mass

176.12

Density

1,76 g/cm3

Melting Point

172-175 °C (lit.)

Boling Point

227.71°C (rough estimate)

Specific Rotation(α)

19 º (c=10, H2O)

Flash Point

214.2°C

Water Solubility

SOLUBLE

Solubility

Dissolved in water, the 80% lactone is converted into glucuronic acid after 2 months of aqueous solution. When heated to 100 ℃, 60% esters and 40% acids reach equilibrium within 2 hours. Slightly soluble in methanol, slightly soluble in ethanol.

Vapor Presure

1.31E-11mmHg at 25°C

Appearance

White crystal

Color

White

Merck

14,4467

BRN

83595

pKa

11.96±0.60(Predicted)

Storage Condition

Store below +30°C.

Refractive Index

18.5 ° (C=5, H2O)

MDL

MFCD00135622

Physical and Chemical Properties

mp :	172-175 °C(lit.)

density :

1,76 g/cm³

safety information

Safety Statements :

24/25

WGK Germany :

RTECS :

LZ8930000

Use

This product is for scientific research only and shall not be used for other purposes.

d-glucuronq-3,6-lactone - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany	2
RTECS	LZ8930000
TSCA	Yes
HS Code	29322980

d-glucuronq-3,6-lactone - Reference

Reference

1. [IF=2.744] Ning Yu et al."Healing effect of carboxymethyl chitosan-plantamajoside hydrogel on burn wound skin."Burns. 2022 Jan;:

d-glucuronq-3,6-lactone - Nature

Open Data Verified Data

This product is white crystal or crystalline powder; Odorless, slightly bitter taste; Light color gradient deep; Dissolved in water, a part of the lactone into glucuronic acid, reach equilibrium, acidic reaction. This product is soluble in water, slightly soluble in methanol, slightly soluble in ethanol. Melting point
17 0~176 C (decomposition), the specific rotation is 18.o. ~ 20.0. (0.1g/ mL). After the product enters the body, under the catalysis of the enzyme, the lactone ring is opened and becomes glucuronic acid. Glucuronic acid is one of the important detoxifying substances in the body, which can combine with poisons and drugs containing carboxyl groups in the liver or intestine to form non-toxic or low-toxic glucuronic acid conjugates and be discharged from urine; it can also reduce the activity of liver amylase, prevent glycogen decomposition, increase liver glycogen, reduce fat storage, and protect the liver and detoxification.

Last Update：2024-01-02 23:10:35

d-glucuronq-3,6-lactone - Introduction

See the light color darker. No smell, slightly bitter taste.

Last Update：2022-10-16 17:24:35

d-glucuronq-3,6-lactone - Use

Open Data Verified Data

adjunctive drugs and antidotes for liver diseases.
usage and dosage: 0. 1~0.2g Po, 0. 3~0. 6g QD.

Last Update：2022-01-01 11:13:23

d-glucuronq-3,6-lactone - Safety

Open Data Verified Data

light shielding, closed storage.

Last Update：2022-01-01 11:13:24

d-glucuronq-3,6-lactone - Reference Information

EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
hepatoprotective drugs	glucuronolactone, bifendate and carnitine are currently commonly used hepatoprotective drugs to enhance liver detoxification function in clinical practice in China, and have protective effects on various liver toxicosis. This product is also known as glucuronolactone, Gantalone, Le Kelon, and Crow acid. After entering the human body, it quickly decomposes into glucuronic acid, which participates in liver detoxification, and contains phenolic, hydroxyl and amino groups in the liver or intestine. The metabolites, drugs and poisons are combined into non-toxic glucuronic acid conjugates and excreted from the urine through the kidneys, so it has the function of protecting the liver and detoxification. It can also reduce liver amylase activity, prevent glycogen decomposition, increase liver glycogen and reduce fat storage. Clinically, glucuronolactone is mainly used to treat acute and chronic hepatitis, early cirrhosis, food and drug poisoning, etc. Since this product is an important component of connective tissue and collagen, it is also used for the treatment of arthritis and collagen diseases. Drug-induced liver disease refers to liver damage caused by drugs or other metabolites. It can occur in healthy people who have no history of liver disease or patients who have serious diseases in the past. After using a certain drug, liver damage of different degrees occurs, which is called drug-induced liver disease. Whether the drug causes liver damage depends on the toxicity of the drug to the liver and the body's response to the drug. Its clinical manifestations often include fever, fatigue, joint pain, muscle pain, loss of appetite, nausea, vomiting, upper abdominal discomfort, changes in defecation habits, abdominal distension, jaundice, itching, deep urine, light stool color, etc., accompanied by lymph nodes Enlargement, tenderness in the right upper abdomen, hepatomegaly, and elevated serum transaminase. Chronic mild symptoms can be asymptomatic, severe liver failure with hepatic encephalopathy. Glucuronic acid is decomposed into glucuronic acid after oral absorption. The latter can combine with toxic substances in the liver to form a non-toxic glucuronic acid conjugate and excreted by the kidney. It is an important detoxification pathway for the liver and has protection Liver and detoxification. It can reduce the activity of liver amylase, prevent glycogen decomposition, increase glycogen content and reduce fat storage. Glucal lactone can combine with intestinal poisons to detoxify. It is used to treat hepatitis, liver cirrhosis, jaundice, rheumatism and other diseases. It is also used as an antidote for food and drug poisoning. Glucuronolactone is also an important component of human connective tissue and collagen, especially cartilage, periosteum, nerve sheath, joint capsule, tendon, joint fluid, etc.
use	adjuvant drugs and antidotes for liver diseases. This product is an antidote. It can combine with toxic substances in the liver and intestines to form non-toxic glucuronic acid conjugates, which are excreted from the body and have liver protection and detoxification effects. Used for hepatitis, cirrhosis, food or drug poisoning. Used in the pharmaceutical industry Used in the synthesis of optically active pyran glucose and long-chain alkyl furan glucoside
production method	prepared by internal esterification of glucuronic acid (see previous article): glucuronic acid concentrated solution obtained by oxidation of starch with nitric acid and hydrolysis is mixed with glacial acetic acid, esterified under reduced pressure at 60-65 ℃(5.32-14.6kPa), acetic acid is recovered at the same time, and the antisubstance is cooled and placed for 6-8d to crystallize glucuronolactone. The finished product is obtained by recrystallization with ethanol water dissolution solution, and the sharp carbon is decolorized and refined. oxidation is fed according to the ingredient ratio of starch (m): nitric acid (67%± 0.5%,V): water (V)= 1:1.5:8.5. First put nitric acid into the oxidation kettle, start stirring, and heat to 60 ℃. Add starch (2% of the total amount), raise the temperature to 78 ℃ within 15min for initiation, keep it for 5min, then uniformly reduce the temperature to 50-60 ℃ within 15min, add starch every 20min, divide it into two times (30% of the total amount), finally add starch at 47 ℃ 1 ℃ every 25min, divide it into four times (68% of the total amount). The temperature is controlled to raise the temperature of the reaction by 5 ℃ per hour on average for 7-8h, the temperature reaches 68 ℃, the material is drained, water is added to the feed liquid (full amount of 12%), steam is heated at 70-80 ℃, NO2 is removed within 20min, after standing still, water (full amount of 88%) is added to obtain carboxyl starch liquid. Starch [HNO3, starch, water] →[47 ℃ ± 1 ℃, 7-8h] Hydroxyl starch solution hydrolysis The carboxyl starch solution is pumped into the hydrolysis tank, and the steam is heated to 100 ℃ with yellow smoke and water vapor. Then it is sealed, the internal pressure is increased to 245.25kPa(2.5kgf/cm2), the temperature is 140-142 ℃, and the hydrolysis solution is obtained for 2 hours to obtain glucuronic acid solution. Hydroxyl starch solution [245kPa]→[140-142 ℃, 2h] Internal esterification of hydrolysate (glucuronic acid) The above hydrolysate is decolorized through 122-type weakly acidic cation exchange resin, and the decolorization solution is pumped into a concentration tank until the vacuum degree is about 93.33 kPa (700mmHg), below 50-60 ℃, and concentrated to 34-36 ° Be under reduced pressure. Glacial acetic acid with 1.68 times of starch dosage was added to the concentrated solution, placed in an esterification tank, esterified at normal temperature for 16-24h, cooled to 0-5 ℃ for crystallization, filtered to obtain crude glucuronolactone. Hydrolysate [112 resin, ice HAc]→[16-24h] crude glucuronolactone is refined according to the ratio of crude (m): distilled water (V): ethanol (V): activated carbon (m)= 1:0.7:0.4:0.01-0.03. Place the crude and distilled water in a refining tank, heat, stir continuously to make it fully soluble, add activated carbon to decolorize, add ethanol, stir evenly, filter, cool the filtrate to 0-5 ℃, place for 16h, filter, wash the filter cake once with anhydrous ethanol, spin dry, and dry below 80 ℃ to obtain glucuronolactone fine product. Crude glucuronolactone [distilled water, ethanol, activated carbon] →[0-5 ℃, 16h] glucuronolactone boutique.
category	toxic substances
toxicity classification	low toxicity
acute toxicity	oral-rat LD50: 10700 mg/kg; Oral-mouse LD50: >20000 mg/kg
flammability hazard characteristics	combustible; combustion produces stimulating smoke
storage and transportation characteristics	warehouse ventilation and low temperature drying
fire extinguishing agent	dry powder, foam, sand, carbon dioxide, mist water

Last Update：2024-04-09 21:11:58

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d-glucuronq-3,6-lactone

d-glucuronq-3,6-lactone

D-Glucurono-3,6-Lactone

CAS: 32449-92-6;32499-92-6

Molecular Formula: C6H8O6

d-glucuronq-3,6-lactone - Names and Identifiers

d-glucuronq-3,6-lactone - Physico-chemical Properties