D-Galacturonic acid supplier

Name
D-Galacturonic acid
EINECS 211-682-6
CAS No. 685-73-4
Article Data40
CAS DataBase
Density 1.748 g/cm³
Solubility
Melting Point 166°C
Formula C₆H₁₀O₇
Boiling Point 553.4 °C at 760 mmHg
Molecular Weight 194.141
Flash Point 302.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Galacturonicacid, D- (8CI);NSC 212542;
PSA 135.29000
LogP -3.28650

Synthetic route

: 73777-91-0
α-D-GalpA-(1->2)-Glycerol

A: 685-73-4
D-galacturonic acid

B: 56-81-5
glycerol

Conditions

Conditions	Yield
hydrolysis;

: O-D-galacturonoyl-D-<3H>glucose

A: 685-73-4
D-galacturonic acid

B: 33417-97-9
D-<1-3H>glucose

Conditions

Conditions	Yield
With acetate pH 5.0 at 25℃; for 1h; pH-dependent hydrolysis and ammoniolysis, stability towards Driselase also of other O-galacturonoyl derivatives;

: 6812-01-7
5-keto-L-galactonic acid

: 7732-18-5
water

D-glucuronate-ketol-isomer(ic)ase: D-glucuronate-ketol-isomer(ic)ase

: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
at 25℃; Equilibrium constant; Katalysierte Isomerisierung; pH 7.;

...Expand

polygalacturonic acid: polygalacturonic acid

: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
Hydrolysis;

: (2S,3R,4S,5R,6S)-5-Acetoxy-3-formyloxy-4-[2-hydroxy-1-(2-hydroxy-1-hydroxymethyl-ethoxy)-ethoxy]-6-(2-hydroxy-1-hydroxymethyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid

: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1 M trifluoroacetic acid / 18 h / Ambient temperature 2: hydrolysis View Scheme

: (2S,3R,4S,5R,6S)-5-Acetoxy-6-[(1S,2R,3S)-1-((R)-1,2-dihydroxy-ethyl)-2,3-dihydroxy-butoxy]-3-formyloxy-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) 0.01 M NaIO4; 2.) sodium borohydride, Amberlite IR-120 (H+) resin / 1.) 2 h, 4 deg C, ethylene glycol, 1 h room temperature; 2.) pH=9 2: 1 M trifluoroacetic acid / 18 h / Ambient temperature 3: hydrolysis View Scheme

: 89946-59-8
(2S,3R,4S,5R,6S)-5-Acetoxy-3-formyloxy-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-((3S,4R,5R,6S)-2,3,5-trihydroxy-6-methyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid

: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) sodium borohydride; 2.) Amberlite IR-120 (H+) resin / 0.58 h / pH=9 2: 1.) 0.01 M NaIO4; 2.) sodium borohydride, Amberlite IR-120 (H+) resin / 1.) 2 h, 4 deg C, ethylene glycol, 1 h room temperature; 2.) pH=9 3: 1 M trifluoroacetic acid / 18 h / Ambient temperature 4: hydrolysis View Scheme

Lycopus lucidus polysaccharide: Lycopus lucidus polysaccharide

A: 58-86-6
D-xylose

B: 3458-28-4
D-Mannose

C: 50-69-1
D-ribose

D: 5328-37-0
L-arabinose

E: 3615-41-6
L-Rhamnose

F: 50-99-7
D-glucose

G: 59-23-4
D-Galactose

H: 6556-12-3
D-Glucuronic acid

I: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 110℃; for 8h; Inert atmosphere; Sealed ampoule;

...Expand

Taishan P. massonianapollen polysaccharide: Taishan P. massonianapollen polysaccharide

A: 58-86-6
D-xylose

B: 3458-28-4
D-Mannose

C: 10323-20-3
D-Arabinose

D: 50-69-1
D-ribose

E: 59-23-4
D-Galactose

F: 4205-23-6
D-gulose

G: 6556-12-3
D-Glucuronic acid

H: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
With trifluoroacetic acid at 110℃;

...Expand

: dhasingreoside

A: 50-99-7
D-glucose

B: 685-73-4
D-galacturonic acid

C: 117-39-5
quercetol

Conditions

Conditions	Yield
With hydrogenchloride In water at 70℃; for 3h; Sealed tube;

...Expand

: myricetin 3-O-β-4C1-galactopyranouronoide

A: 685-73-4
D-galacturonic acid

B: 529-44-2
myricetin

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 2h;

: (3β,20α)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-β-D-galactopyranuronosyl-D-glucopyranosiduronic acid

A: 6556-12-3
D-Glucuronic acid

B: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
With hydrogenchloride In water; acetonitrile at 100℃; for 1h;

polysaccharide PTP-4 from the stems of Parthenocissus tricuspidata (average molecule weight 1.7 × 106Da): polysaccharide PTP-4 from the stems of Parthenocissus tricuspidata (average molecule weight 1.7 × 106Da)

A: 58-86-6
D-xylose

B: 3458-28-4
D-Mannose

C: 5328-37-0
L-arabinose

D: 3615-41-6
L-Rhamnose

E: 50-99-7
D-glucose

F: 59-23-4
D-Galactose

G: 6556-12-3
D-Glucuronic acid

H: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 80℃; for 24h;

...Expand

polysaccharide from Chaenomeles speciosa seeds: polysaccharide from Chaenomeles speciosa seeds

A: 5328-37-0
L-arabinose

B: 634-74-2, 2438-80-4, 3615-37-0, 3615-41-6, 3713-31-3, 4348-84-9, 5158-61-2, 5624-55-5, 5652-45-9, 7420-19-1, 7658-08-4, 7658-09-5, 7658-10-8, 7724-73-4, 10485-94-6, 18546-02-6, 18546-05-9, 19479-17-5, 32738-74-2, 35867-45-9, 39665-53-7, 64364-07-4, 75247-25-5, 78684-66-9, 84985-25-1
D-rhamnose

C: 59-23-4
D-Galactose

D: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 110℃; for 6h;

...Expand

low-molecular-mass polysaccharide from Cucurbia moschata: low-molecular-mass polysaccharide from Cucurbia moschata

A: 5328-37-0
L-arabinose

B: 634-74-2, 2438-80-4, 3615-37-0, 3615-41-6, 3713-31-3, 4348-84-9, 5158-61-2, 5624-55-5, 5652-45-9, 7420-19-1, 7658-08-4, 7658-09-5, 7658-10-8, 7724-73-4, 10485-94-6, 18546-02-6, 18546-05-9, 19479-17-5, 32738-74-2, 35867-45-9, 39665-53-7, 64364-07-4, 75247-25-5, 78684-66-9, 84985-25-1
D-rhamnose

C: 50-99-7
D-glucose

D: 59-23-4
D-Galactose

E: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 120℃; for 1.5h;

...Expand

acid polysaccharide from Boletus edulis: acid polysaccharide from Boletus edulis

A: 3458-28-4
D-Mannose

B: 609-06-3
L-xylose

C: 50-99-7
D-glucose

D: 59-23-4
D-Galactose

E: 6556-12-3
D-Glucuronic acid

F: 685-73-4
D-galacturonic acid

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 110℃; for 3h;

...Expand

: 685-73-4
D-galacturonic acid

: 108-24-7
acetic anhydride

: 95722-14-8
1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid

Conditions

Conditions	Yield
With dmap for 24h; Ambient temperature;	94.5%

: 173140-90-4
(R)-5-(2-oxiranyl)-8-benzyloxy-2(1H)-quinolinone

: 312753-70-1
5,6-diethyl-2,3-dihydro-1H-inden-2-amine

: 685-73-4
D-galacturonic acid

: 5-[(R)-2-(5,6-diethylindan-2-yl-amino)-1-hydroxyethyl]-8-benzyloxy-(1H)-quinolin-2-one galacturonic acid

Conditions

Conditions	Yield
Stage #1: (R)-5-(2-oxiranyl)-8-benzyloxy-2(1H)-quinolinone; 5,6-diethyl-2,3-dihydro-1H-inden-2-amine In butanone at 70℃; for 6h; Stage #2: D-galacturonic acid In ethanol; butanone at 60℃; for 0.0833333h;	79.8%

...Expand

: 685-73-4
D-galacturonic acid

: 112-30-1
1-Decanol

: 150738-52-6
n-decyl β-D-galactofuranoside uronic acid

Conditions

Conditions	Yield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 48h;	70%

: 685-73-4
D-galacturonic acid

: 74-89-5
methylamine

: sodium N-methylamine galacturonate

Conditions

Conditions	Yield
Stage #1: D-galacturonic acid; methylamine In methanol at 20℃; for 24h; Stage #2: With methanol; sodium tetrahydroborate at 0℃; for 2h; pH=8; Stage #3: With sodium hydroxide In methanol at 20℃; for 25h; Molecular sieve; Reflux;	69.1%

: 685-73-4
D-galacturonic acid

: 112-53-8
1-dodecyl alcohol

: n-dodecyl β-D-galactofuranosiduronic acid

Conditions

Conditions	Yield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 48h;	65%

: 685-73-4
D-galacturonic acid

: 112-72-1
1-Tetradecanol

: n-tetradecyl β-D-galactofuranosiduronic acid

Conditions

Conditions	Yield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 48h;	65%

: 111-87-5
octanol

: 685-73-4
D-galacturonic acid

: octyl-β-D-galactofuranoside uronic acid

Conditions

Conditions	Yield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 48h;	60%

: 685-73-4
D-galacturonic acid

: 112-43-6
10-Undecen-1-ol

: 10'-undecenyl β-D-galactofuranosiduronic acid

Conditions

Conditions	Yield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 72h;	60%

: 685-73-4
D-galacturonic acid

: 5675-51-4
1,12-dodecandiol

: 12'-hydroxy-n-dodecyl β-D-galactofuranosiduronic acid

Conditions

Conditions	Yield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 72h;	50%

: 685-73-4
D-galacturonic acid

: 108-24-7
acetic anhydride

: 76539-65-6
3-acetoxy-6-(diacetoxymethyl)-2H-pyran-2-one

Conditions

Conditions	Yield
In pyridine at 100℃; for 25h;	37%

: 685-73-4
D-galacturonic acid

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1355330-60-7
tert-butyldimethylsilyl 1,2,3,5-tetra-O-tert-butyldimethylsilyl-β-D-galactofuranuronate

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 2h; Inert atmosphere;	36%

: 111-86-4
n-Octylamine

: 685-73-4
D-galacturonic acid

: sodium N-octylamine galacturonate

Conditions

Conditions	Yield
Stage #1: n-Octylamine; D-galacturonic acid In methanol at 20℃; for 24h; Stage #2: With methanol; sodium tetrahydroborate at 0℃; for 2h; pH=8; Stage #3: With sodium hydroxide In methanol at 20℃; for 25h; Temperature; Molecular sieve; Reflux;	32%

: 685-73-4
D-galacturonic acid

: 108-24-7
acetic anhydride

A: 95722-14-8
1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid

B: 76539-65-6
3-acetoxy-6-(diacetoxymethyl)-2H-pyran-2-one

Conditions

Conditions	Yield
With triethylamine for 24h; Product distribution; Ambient temperature; investigation of the degradation reaction in the acetic anhydride-base system; mechanism is proposed;	A 11.1% B 7%

...Expand

: 67-56-1
methanol

: 616-42-2
dimethylsulfite

: 685-73-4
D-galacturonic acid

: 10357-03-6
Methyl-(methyl-D-galactopyranosid) uronate, β anomer

Conditions

Conditions	Yield
With hydrogenchloride

...Expand

: 67-56-1
methanol

: 685-73-4
D-galacturonic acid

: 18486-47-0
methyl α-D-galactopyranuronate

Conditions

Conditions	Yield
With hydrogenchloride 3-taegiges Behandeln;

: 67-56-1
methanol

: 685-73-4
D-galacturonic acid

A: 5155-54-4
methyl (methyl α-D-galacturonopyranoside)uronate

B: 10357-03-6
Methyl-(methyl-D-galactopyranosid) uronate, β anomer

Conditions

Conditions	Yield
With hydrogenchloride

...Expand

: 54-85-3
isoniazid

: 685-73-4
D-galacturonic acid

: 96244-64-3
6-isonicotinoylhydrazono-6-deoxy-L-galactonic acid

Conditions

Conditions	Yield
With methanol
With ethanol
With water

: 74-90-8
hydrogen cyanide

: 685-73-4
D-galacturonic acid

: 527-03-7, 93780-20-2
d-gala-α-pentaoxypimelic acid

: 685-73-4
D-galacturonic acid

: 10112-09-1
chloromethylsilane

: 19126-96-6
tetrakis-O-trimethylsilanyl-ξ-D-galactopyranuronic acid trimethylsilanyl ester

Conditions

Conditions	Yield
With pyridine; hexane; formamide

: 685-73-4
D-galacturonic acid

: 20605-40-7
thiobenzoylhydrazine

: 6-thiobenzoylhydrazono-L-fuconic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 685-73-4
D-galacturonic acid

: 4740-46-9
2-hydrazino-2-oxo-N-phenyl-acetamide

: 6-(anilinooxalyl-hydrazono)-6-deoxy-L-galactonic acid

Conditions

Conditions	Yield
With acetic acid

: 685-73-4
D-galacturonic acid

: 22606-42-4
hydroxylamine acetate

: 6-hydroxyimino-6-deoxy-L-galactonic acid

Conditions

Conditions	Yield
With ethanol

: 685-73-4
D-galacturonic acid

: 5328-37-0
L-arabinose

Conditions

Conditions	Yield
With pyridine; nickel diacetate

: 685-73-4
D-galacturonic acid

: 147-71-7
D-tartaric acid

Conditions

Conditions	Yield
With sodium hydroxide; oxygen unter Druck;

: 685-73-4
D-galacturonic acid

: 133-42-6, 488-33-5, 526-95-4, 526-97-6, 576-36-3, 642-99-9, 1114-17-6, 3956-93-2, 6906-37-2, 7760-07-8, 13382-27-9, 20246-33-7, 20246-35-9, 20246-52-0, 20246-53-1, 21675-42-3, 22430-69-9, 24871-35-0, 28223-42-9, 51547-37-6, 28278-17-3
L-galactonic acid

Conditions

Conditions	Yield
With sodium amalgam
With Ni-doped silica; ethanol at 120℃; Hydrogenation.unter Druck;

: 685-73-4
D-galacturonic acid

: 488-31-3, 608-54-8, 608-55-9, 6703-05-5, 10158-64-2, 20869-04-9, 33012-62-3
(2S,4S)-xylaric acid

Conditions

Conditions	Yield
With alkaline solution; oxygen under 1103.3 Torr;

: 685-73-4
D-galacturonic acid

: 526-99-8, 1213827-87-2
meso-galactaric acid

Conditions

Conditions	Yield
With bromine
With sodium hydroxide; sodium perchlorate; chloramine-B In water at 35℃; Kinetics; Further Variations:; Solvents; Temperatures; ionic strength; Oxidation;
With sodium hydroxide; N-bromo-p-toluenesulfonamide; sodium perchlorate In water at 30℃; for 24h; Kinetics; Further Variations:; Reagents; pH-values; Solvents; reactant concentrations;
With 1 wt% Au/Al2O3; water; oxygen at 59.84℃; under 2250.23 Torr; for 21h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;
With gold on carbon; oxygen In water at 79.84℃; under 2250.23 Torr; for 21h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;

: 685-73-4
D-galacturonic acid

: 527-03-7, 93780-20-2
d-gala-α-pentaoxypimelic acid

Conditions

Conditions	Yield
With hydrogen cyanide

: 685-73-4
D-galacturonic acid

: 80-72-8
2,3-dihydroxy-2-cyclopenten-1-one

Conditions

Conditions	Yield
With sulfuric acid at 150℃;

: 685-73-4
D-galacturonic acid

: 25253-46-7
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carboxylic acid

Conditions

Conditions	Yield
With sulfuric acid; acetone

D-Galacturonic acid Specification

The D-Galacturonic acid, with the CAS registry number 685-73-4, is also known as Galacturonic acid, D-. This chemical's molecular formula is C₆H₁₀O₇ and molecular weight is 194.1394. Its systematic name is called D-galacturonic acid.

Physical properties of D-Galacturonic acid: (1)ACD/LogP: -1.49; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.25; (4)ACD/LogD (pH 7.4): -5.19; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 7; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 9; (12)Index of Refraction: 1.591; (13)Molar Refractivity: 37.57 cm³; (14)Molar Volume: 111 cm³; (15)Surface Tension: 107.9 dyne/cm; (16)Density: 1.748 g/cm³; (17)Flash Point: 302.6 °C; (18)Enthalpy of Vaporization: 95.88 kJ/mol; (19)Boiling Point: 553.4 °C at 760 mmHg; (20)Vapour Pressure: 1.49E-14 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(=O)O
(2)InChI: InChI=1/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1
(3)InChIKey: IAJILQKETJEXLJ-RSJOWCBRBL

Product Name

D-Galacturonic acid

Synthetic route

D-Galacturonic acid Specification

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