CAS No.471-53-4,Enoxolone Suppliers

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Basic Information

Molecular Structure:
CAS No.:	471-53-4
Name:	Enoxolone
Article Data:	47
Cas Database

Formula:	C₃₀H₄₆O₄
Molecular Weight:	470.693
Synonyms:	Uralenic acid;(2S,4aR,6aS,6aS,6bR,8aS,10R,12aS,14bS)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate;Biosone;Hidermart;Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3β,20β)-;Glycyrrhetic acid;3-Glycyrrhetinic acid;Glycyrrhetinate;10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid;β-Glycyrrhetinic Acid;Hidermart (TN);Glycyrrhetin;r-Glycyrrhetinic acid;Glycyrrhetinic acid;Glycyrrhetinic acid (JAN);(3β)-3-Hydroxy-11-oxoolean-12-en-30-oic acid;
EINECS:	207-444-6
Density:	1.14 g/cm³
Melting Point:	292-295 °C(lit.)
Boiling Point:	588.3 °C at 760 mmHg
Flash Point:	323.7 °C
Solubility:	Insoluble in water, but soluble in ethanol, chloroform, pyridine, acetic acid
Appearance:	white or greyish-white crystalline powder
Hazard Symbols:	Xn
Risk Codes:	22-36
Safety:	22-24/25
Transport Information:	N/A
PSA:	74.60000
LogP:	6.41260

Synthetic route

: 1405-86-3
glycyrrhizin

: 471-53-4
enoxolone

Conditions

Conditions	Yield
With methanol; thionyl chloride at 0 - 20℃; for 9h; Reagent/catalyst; Inert atmosphere;	90%
With hydrogenchloride; water In methanol at 90℃; for 20h;
With hydrogenchloride In water at 100℃; for 20h;
With sulfuric acid In methanol Reflux;	250 mg
With methanol; sulfuric acid at 90℃; for 24h;

: 83896-44-0, 103000-77-7, 119479-05-9, 142394-43-2, 1405-86-3
glycyrrizhin

: 471-53-4
enoxolone

Conditions

Conditions	Yield
With hydrogenchloride In water	85%
Multi-step reaction with 2 steps 1: 18.4 percent / CHCl3; dimethylformamide / 72 h / Ambient temperature 2: 68.3 percent / 20percent H2SO4 / dioxane / 4 h View Scheme
With hydrogenchloride In ethanol; water at 30 - 35℃; for 48h;	0.53%

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

: 471-53-4
enoxolone

Conditions

Conditions	Yield
With hydrogenchloride In water; acetic acid at 100℃; for 1h;	72%
With hydrogenchloride; water In chloroform for 6h; Reflux;	13 mg

: 83896-44-0, 103000-77-7, 119479-05-9, 142394-43-2, 1405-86-3
glycyrrizhin

A: 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

B: 471-53-4
enoxolone

C: 6894-46-8, 14796-53-3, 17956-00-2, 76035-62-6, 564-16-9
11-deoxyglycyrrhetinic acid

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 8h; Hydrolysis;	A n/a B 69.9% C 1.1%

...Expand

: 87918-97-6
6',6''-dibenzyl-18β-glycyrrhizin

: 471-53-4
enoxolone

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane for 4h;	68.3%

: β-glycyrrhizic acid monopotassium salt

: 471-53-4
enoxolone

Conditions

Conditions	Yield
With sulfuric acid In water at 100℃; for 8h; Hydrolysis;	68.3%

: 53956-04-0, 68083-53-4, 79165-06-3, 80287-34-9, 80658-20-4
Ammonium glycyrrhizate

: 471-53-4
enoxolone

Conditions

Conditions	Yield
at 40℃; for 3h; 15percent aq. solution of β-glucuronidase, acetate buffer 4.6;	48%
With β-glucuronidase In water at 40℃; for 3h; Rate constant; Kinetics; Product distribution; acetate buffer 4.6; other temp., other pH, other time;	48.08%

: 83896-44-0, 103000-77-7, 119479-05-9, 142394-43-2, 1405-86-3
glycyrrizhin

A: 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

B: 471-53-4
enoxolone

Conditions

Conditions	Yield
With β-glucuronidase In acetate buffer at 37℃; for 144h; pH=5.2; Hydrolysis; Enzymatic reaction;	A n/a B 45.9%

: 6894-46-8, 14796-53-3, 17956-00-2, 76035-62-6, 564-16-9
11-deoxyglycyrrhetinic acid

A: 3β-hydroxy-12-oxoolean-30-oic acid

B: 471-53-4
enoxolone

Conditions

Conditions	Yield
Stage #1: 11-deoxyglycyrrhetinic acid With ozone In methanol; dichloromethane at -60℃; Stage #2: With acetic acid; zinc In methanol; dichloromethane at 0℃; for 1h; Further stages.;	A 42% B n/a

: 10379-73-4, 10379-77-8, 18305-96-9, 6277-14-1
acetoxolone

: 471-53-4
enoxolone

Conditions

Conditions	Yield
With potassium hydroxide

Raw Materials

67-56-1

Downstream Products

Total:191 Page 1 of 6 1 2 3 4 5 6 Next>>

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Specification

The Enoxolone, with the CAS registry number 471-53-4, is also known as 18-beta-Glycyrrhetinic acid. It belongs to the product categories of Pentacyclic Triterpenes; Tri-Terpenoids; Miscellaneous; Biochemistry; Terpenes; Terpenes (Others); Natural Plant Extract; Cosmetic Ingredients & Chemicals; Chiral Reagents; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals. Its EINECS number is 207-444-6. This chemical's molecular formula is C₃₀H₄₆O₄ and molecular weight is 470.68. What's more, its systematic name is (3β)-3-hydroxy-11-oxoolean-12-en-30-oic acid. Its classification code is Anti-Inflammatory Agents. It can be used as edible flavoring and sauces. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides. It is a pentacyclic triterpenoid derivative of the beta-amyrin type obtained from the hydrolysis of glycyrrhizic acid, which was obtained from the herb liquorice. It is used in flavoring and it masks the bitter taste of drugs like aloe and quinine. It is effective in the treatment of peptic ulcer and also has expectorant (antitussive) properties.

Physical properties of Enoxolone are: (1)ACD/LogP: 6.57; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.73; (4)ACD/LogD (pH 7.4): 3.93; (5)ACD/BCF (pH 5.5): 8289; (6)ACD/BCF (pH 7.4): 131.57; (7)ACD/KOC (pH 5.5): 12748.06; (8)ACD/KOC (pH 7.4): 202.35; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.562; (14)Molar Refractivity: 133.69 cm³; (15)Molar Volume: 411.6 cm³; (16)Polarizability: 52.99×10^-24cm³; (17)Surface Tension: 47.7 dyne/cm; (18)Density: 1.14 g/cm³; (19)Flash Point: 323.7 °C; (20)Enthalpy of Vaporization: 100.81 kJ/mol; (21)Boiling Point: 588.3 °C at 760 mmHg; (22)Vapour Pressure: 2.71E-16 mmHg at 25°C.

Preparation: this chemical can be prepared by b-glycyrrhizic acid monopotassium salt at the temperature of 100 °C. This reaction will need reagent H₂SO₄ and solvent H₂O with the reaction time of 8 hours. The yield is about 68.3%.

Enoxolone can be prepared by b-glycyrrhizic acid monopotassium salt at the temperature of 100 °C

Uses of Enoxolone: it can be used to produce 3,11-dioxo-olean-12-en-30-oic acid at the temperature of 0 °C. It will need reagents CrO₃, H₂SO₄ and solvent acetone with the reaction time of 1 hour. The yield is about 98%.

Enoxolone can be used to produce 3,11-dioxo-olean-12-en-30-oic acid at the temperature of 0 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and is irritating to eyes. You should not breathe dust. When using it, you must avoid contact with eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@]5(C)C[C@H]4/C3=C/C(=O)[C@H]1[C@](CC[C@@H]2[C@]1(C)CC[C@H](O)C2(C)C)(C)[C@]3(C)CC[C@@]4(C)CC5
(2)Std. InChI: InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,
(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1
(3)Std. InChIKey: MPDGHEJMBKOTSU-YKLVYJNSSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	308mg/kg (308mg/kg)	Drugs in Japan Vol. -, Pg. 319, 1990.
mouse	LD50	intravenous	56mg/kg (56mg/kg)	U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02067,
mouse	LD50	subcutaneous	518mg/kg (518mg/kg)	Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 5, Pg. 98, 1963.