D(+)-Glucurono-3,6-lactone supplier

Name
D-Glucurone
EINECS 251-053-3
CAS No. 32449-92-6
Article Data29
CAS DataBase
Density 1.749 g/cm³
Solubility soluble in water
Melting Point 172-175 °C(lit.)
Formula C₆H₈O₆
Boiling Point 403.5 °C at 760 mmHg
Molecular Weight 176.126
Flash Point 174.9 °C
Transport Information
Appearance white crystals or crystalline powder
Safety 24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Glucuronicacid, g-lactone, D- (6CI,8CI);D-Glucuronic acid lactone;D-Glucurono-3,6-lactone;D-Glucurono-g-lactone;D-Glucuronolactone;Dicurone;Glucoxy;Glucurone;D-Glucuronic acid, gamma-lactone;Glucuronolactone;Glucuronosan;Glycurone;Guronsan;NSC 656;
PSA 104.06000
LogP -2.80660

Synthetic route

: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

: 100-39-0
benzyl bromide

A: D-glucuronic acid benzyl ester

B: (2S,3S,4S,5R,6R)-benzyl 3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-carboxylate

C: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃;	A n/a B n/a C 5%

...Expand

: 6556-12-3
D-Glucuronic acid

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
untersucht wurde das Lactonisierungsgleichgewicht in wss. Loesungen vom pH 7 - 8.5;

: 87-73-0
D-glucaric acid

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With sodium amalgam; sulfuric acid; water

: 87-89-8
D-myo-inositol

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
beim Behandeln mit einem Enzym-Praeparat aus Ratten-Nieren;

: 709-50-2
methyl beta-D-glucopyranoside

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With water; oxygen; sodium hydrogencarbonate in Gegenwart von Platin und Erhitzen des Reaktionsprodukts mit wasserhaltiger Ameisensaeure;

: 97-30-3
methyl-alpha-D-glucopyranoside

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With water; oxygen; sodium hydrogencarbonate in Gegenwart von Platin und Erhitzen des Reaktionsprodukts mit wasserhaltiger Ameisensaeure;
With dinitrogen tetraoxide anschl. mit wasserhaltiger Ameisensaeure;
With tetrachloromethane; dinitrogen tetraoxide Erwaermen des nach Behandeln mit wss. H2SO4 isolierten Reaktionsprodukts mit Butan-1-ol und konz. H2SO4 und anschl. Erwaermen mit wss. H2SO4;

: 2671-19-4
O1,O2-isopropylidene-α-D-glucofuranuronic acid

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With hydrogenchloride; water
With water anschl. Einengen der Reaktionsloesung;

: 114127-73-0
(+)-Menthol glucuronide

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With sulfuric acid; water anschl. Einengen der von H2SO4 befreiten Reaktionsloesung;

: 6920-57-6, 7259-41-8, 10345-04-7, 13168-11-1, 46825-92-7, 58865-20-6, 69127-38-4
α-D-glucopyranuronic acid 1-phosphate

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With formic acid; water

: 13100-46-4
1,2,3,4-tetra-O-acetyl-β-D-glucopyranose

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With potassium permanganate; acetic acid; acetone anschl. mit Aceton und Ba(OH)2 in Wasser, Behandeln des danach isolierten Barium-Salzes mit wss. H2SO4 und anschl. Einengen der von H2SO4 befreiten wss. Reaktionsloesung;

O1-<(1Ξ)-bornyl>-β-D-glucopyranuronic acid: O1-<(1Ξ)-bornyl>-β-D-glucopyranuronic acid

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With sulfuric acid; water anschl. Einengen der von H2SO4 befreiten Reaktionsloesung;

O3,O5-benzylidene-O1,O2-isopropylidene-α-D-glucofuranuronic acid: O3,O5-benzylidene-O1,O2-isopropylidene-α-D-glucofuranuronic acid

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; water anschl. Einengen der Reaktionsloesung;

starch: starch

: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With water; nitric acid anschl. Erhitzen mit wss. HCl auf 150grad;

: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

: 106-95-6
allyl bromide

A: allyl α-D-glucopyranuronate

B: allyl (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-carboxylate

C: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
Stage #1: D-glucuronic acid With resin-bound fluoride In N,N-dimethyl-formamide for 3h; Stage #2: allyl bromide In N,N-dimethyl-formamide at 40℃; for 20h; Further stages. Title compound not separated from byproducts.;

...Expand

: 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl-22-O-α-L-rhamnopyranosyl-squasapogenol

A: 3615-41-6
L-Rhamnose

B: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With water; trifluoroacetic acid for 2h; Reflux;

: 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl-macedonic acid

A: 3615-41-6
L-Rhamnose

B: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With water; trifluoroacetic acid for 2h; Reflux;

: 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl-squasapogenol

A: 3615-41-6
L-Rhamnose

B: 32449-92-6
D-glucurono-6,3-lactone

Conditions

Conditions	Yield
With water; trifluoroacetic acid for 2h; Reflux;

: 123506-40-1
6-hydrazino-1,3-dimethyl-1H-pyrimidine-2,4-dione

: 32449-92-6
D-glucurono-6,3-lactone

: 69471-96-1
6-{N'-[(S)-2-((2R,3R,4S)-3,4-Dihydroxy-5-oxo-tetrahydro-furan-2-yl)-2-hydroxy-eth-(Z)-ylidene]-hydrazino}-1,3-dimethyl-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
In methanol for 5h; Heating;	94%

: 32449-92-6
D-glucurono-6,3-lactone

: 22140-11-0
D-glucuronamide

Conditions

Conditions	Yield
With ammonia In ethanol at 20℃; for 5h;	79.6%

: 769-42-6
1,3-dimethylbarbituric acid

: 32449-92-6
D-glucurono-6,3-lactone

: 129878-35-9
disodium 5-(β-D-glucopyranosyluronate)-1,3-dimethylbarbiturate

Conditions

Conditions	Yield
With sodium carbonate In water at 80℃; for 5h;	77%

: 67-52-7
BARBITURIC ACID

: 32449-92-6
D-glucurono-6,3-lactone

: 129878-34-8
disodium 5-(β-D-glucopyranosysluronate)barbiturate

Conditions

Conditions	Yield
With sodium carbonate In water at 80℃; for 5h;	73%

: 24016-65-7
D-glucuronic acid sodium salt

: 32449-92-6
D-glucurono-6,3-lactone

: 129878-34-8
disodium 5-(β-D-glucopyranosysluronate)barbiturate

Conditions

Conditions	Yield
With sodium carbonate In water at 80℃; for 5h;	66%

: 108-24-7
acetic anhydride

: 32449-92-6
D-glucurono-6,3-lactone

A: 7355-18-2
(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

B: 5432-32-6
methyl 1,2,3,4-tetraacetyl-α-D-glucopyranuronate

Conditions

Conditions	Yield
With pyridine; sodium hydroxide In methanol for 1.5h;	A 39% B 37%
Stage #1: D-glucurono-6,3-lactone With sodium In methanol at 0℃; for 5h; Inert atmosphere; Stage #2: acetic anhydride With perchloric acid at 20 - 40℃; Inert atmosphere; Overall yield = 93 %; Overall yield = 96.5 g;

...Expand

: 67-56-1
methanol

: 32449-92-6
D-glucurono-6,3-lactone

: 17681-01-5, 17681-02-6, 18486-27-6, 18587-77-4, 72521-45-0, 72521-46-1, 73892-53-2, 73892-55-4, 135414-74-3, 135414-75-4
methyl β-D-glucofuranosidurono-6,3-lactone

Conditions

Conditions	Yield
in Gegenwart eines Kationen-Austauschers;

: 67-56-1
methanol

: 32449-92-6
D-glucurono-6,3-lactone

: 17681-01-5
methyl α-D-glucofuranosidurono-6,3-lactone

Conditions

Conditions	Yield
in Gegenwart eines Kationen-Austauschers;

: 89897-33-6
2,6-dimethyl-pyrimidine-4-carboxylic acid hydrazide

: 32449-92-6
D-glucurono-6,3-lactone

: 106275-46-1
2,6-dimethyl-pyrimidine-4-carboxylic acid-[(S)-2-((2R)-3c,4c-dihydroxy-5-oxo-tetrahydro-[2r]furyl)-2-hydroxy-ethylLiDenehydrazide]

Conditions

Conditions	Yield
With ethanol

: 64-17-5
ethanol

: 32449-92-6
D-glucurono-6,3-lactone

: 13162-11-3
α-D-glucopyranuronic acid ethyl ester

Conditions

Conditions	Yield
With sodium ethanolate
With basic anion-exchanger

: 540-63-6
ethane-1,2-dithiol

: 32449-92-6
D-glucurono-6,3-lactone

: 72251-95-7
Aldehydo-D-glucurono-6,3-lactone ethylene dithioacetal

Conditions

Conditions	Yield
With hydrogenchloride

: 75-87-6
chloral

: 32449-92-6
D-glucurono-6,3-lactone

: O1,O2-((S)-2,2,2-trichloro-ethylidene)-α-D-glucofuranuronic acid-3-lactone

Conditions

Conditions	Yield
With sulfuric acid

: 100-01-6
4-nitro-aniline

: 32449-92-6
D-glucurono-6,3-lactone

: 108752-94-9
1-(4-nitro-anilino)-1-deoxy-ξ-D-glucofuranuronic acid-3-lactone

Conditions

Conditions	Yield
With hydrogenchloride; methanol
With methanol; water; acetone

: 75-08-1
ethanethiol

: 32449-92-6
D-glucurono-6,3-lactone

: 6,6-bis-ethylsulfanyl-6-deoxy-L-gulonic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 32449-92-6
D-glucurono-6,3-lactone

: 6556-12-3
D-Glucuronic acid

Conditions

Conditions	Yield
With barium dihydroxide; water
With alkaline solution; water

: 32449-92-6
D-glucurono-6,3-lactone

: 3356-20-5
1-amino-1-deoxy-ξ-D-glucopyranuronic acid amide

Conditions

Conditions	Yield
With ethanol; ammonia

: 32449-92-6
D-glucurono-6,3-lactone

: 99094-37-8
O1-methyl-ξ-D-arabinofuranuronic acid methyl ester

Conditions

Conditions	Yield
With lead(IV) acetate; acetic acid Erwaermen des Reaktionsprodukts mit Chlorwasserstoff enthaltendem Methanol;

: 32449-92-6
D-glucurono-6,3-lactone

: 3067-56-9, 20513-98-8, 25159-39-1, 26623-22-3, 29514-28-1, 85080-95-1
D-glucurono-3,6-lactone acetonide

Conditions

Conditions	Yield
With sulfuric acid; acetone

D(+)-Glucurono-3,6-lactone Chemical Properties

IUPAC Name: 2-(3,4-dihydroxy-5-oxooxolan-2-yl)-2-hydroxyacetaldehyde
Empirical Formula: C₆H₈O₆
Molecular Weight: 176.1241g/mol
EINECS: 251-053-3
Structure of Glucuronic acid lactone (CAS NO.32449-92-6):

Index of Refraction: 1.597
Molar Refractivity: 34.31 cm³
Molar Volume: 100.6 cm³
Polarizability: 13.6×10^-24cm³
Surface Tension: 99.5 dyne/cm
Density: 1.749 g/cm³
Flash Point: 174.9 °C
Enthalpy of Vaporization: 75.68 kJ/mol
Melting Point: 172-175 °C(lit.)
Boiling Point: 403.5 °C at 760 mmHg
Vapour Pressure: 3.42E-08 mmHg at 25°C
Water Solubility: soluble
Product Categories: Miscellaneous Natural Products;Biochemistry;Glucose;Sugar Acids;Sugars;Dextrins、Sugar & Carbohydrates
Canonical SMILES: C(=O)C(C1C(C(C(=O)O1)O)O)O
InChI: InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h1-5,8-10H
InChIKey: UYUXSRADSPPKRZ-UHFFFAOYSA-N

D(+)-Glucurono-3,6-lactone Uses

Glucuronic acid lactone (CAS NO.32449-92-6) is used as a precursor for ascorbic acid synthesis. It is also used as detoxicant.

D(+)-Glucurono-3,6-lactone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
cat	LD50	subcutaneous	4700mg/kg (4700mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
dog	LD50	intravenous	940mg/kg (940mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
dog	LD50	subcutaneous	4700mg/kg (4700mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
mouse	LD50	intraperitoneal	5797mg/kg (5797mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
mouse	LD50	intravenous	4586mg/kg (4586mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
mouse	LD50	oral	> 20gm/kg (20000mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
mouse	LD50	subcutaneous	8210mg/kg (8210mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
rabbit	LD50	intravenous	940mg/kg (940mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
rabbit	LD50	subcutaneous	4700mg/kg (4700mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
rat	LD50	intravenous	3200mg/kg (3200mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
rat	LD50	oral	10700mg/kg (10700mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.
rat	LD50	subcutaneous	4700mg/kg (4700mg/kg)	Drugs in Japan Vol. 6, Pg. 225, 1982.

D(+)-Glucurono-3,6-lactone Consensus Reports

Reported in EPA TSCA Inventory.

D(+)-Glucurono-3,6-lactone Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
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
HS Code: 29322980

D(+)-Glucurono-3,6-lactone Specification

Glucuronic acid lactone , its cas register number is 32449-92-6. It also can be called D-Glucofuranuronic acid, gamma-lactone ; D-Glucuronic acid lactone ; D-Glucurono-3,6-lactone ; D-Glucurono-6,3-lactone ; D-Glucuronolactone ; Dicurone ;
Glucoxy ; Glucurolactona ; Glucurolactone ; Glucurolactonum ; Glucurono-6,3-lactone ; Glucuronolactone ; Glucuronolattone ; Glucuronosan ; Gluronsan ; Guronsan ; Reulatt S.S. ; gamma-Glukurolakton . Glucuronic acid lactone (CAS NO.32449-92-6) is a white crystals or crystalline powder.

Product Name

D-Glucurone

Synthetic route

D(+)-Glucurono-3,6-lactone Chemical Properties

D(+)-Glucurono-3,6-lactone Uses

D(+)-Glucurono-3,6-lactone Toxicity Data With Reference

D(+)-Glucurono-3,6-lactone Consensus Reports

D(+)-Glucurono-3,6-lactone Safety Profile

D(+)-Glucurono-3,6-lactone Specification

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