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| CAS No.: | 1449-05-4 |
|---|---|
| Name: | 18alpha-Glycyrrhetinic acid |
| Article Data: | 16 |
| Molecular Structure: | |
|
|
|
| Formula: | C30H46O4 |
| Molecular Weight: | 470.693 |
| Synonyms: | 18a-Olean-12-en-30-oic acid, 3b-hydroxy-11-oxo- (6CI,7CI,8CI);18-Isoglycyrrhetinic acid;18a-Glycyrrhetic acid;18a-Glycyrrhetinic acid;NSC 35350;STX 353;b-Glycyrrhetinic acid; |
| EINECS: | 215-907-9 |
| Density: | 1.143 g/cm3 |
| Melting Point: | 331-333°C |
| Boiling Point: | 588.337 °C at 760 mmHg |
| Flash Point: | 323.651 °C |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22 |
| Safety: | ection |
| PSA: | 74.60000 |
| LogP: | 6.41260 |
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- 650140-36-6
methyl 3-benzoyl-18α-glycyrrhetinate
- 1449-05-4
18-α-glycyrrhetinic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water; ethylene glycol; isopropyl alcohol for 2h; Heating; | 84% |
- 1449-05-4
18-α-glycyrrhetinic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water; acetic acid at 100℃; for 1h; | 72% |
| Conditions | Yield |
|---|---|
| With potassium tert-butylate for 8h; Reagent/catalyst; Reflux; | 68.5% |
| With potassium hydroxide In diethylene glycol for 2h; Reflux; | 46% |
| With potassium hydroxide In diethylene glycol at 220℃; for 2h; | 45% |
| With potassium hydroxide In diethylene glycol at 100 - 220℃; | 43.7% |
| With hydrogenchloride; acetic acid |
- 1449-05-4
18-α-glycyrrhetinic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water; ethylene glycol; isopropyl alcohol for 2h; Heating; | 20% |
| Multi-step reaction with 2 steps 1: pyridine / 14 h / 20 °C 2: 84 percent / sodium hydroxide / H2O; propan-2-ol; ethane-1,2-diol / 2 h / Heating View Scheme |
- 1449-05-4
18-α-glycyrrhetinic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
| Conditions | Yield |
|---|---|
| With β-glucuronidase Kinetics; Reagent/catalyst; Enzymatic reaction; |
- 1449-05-4
18-α-glycyrrhetinic acid
| Conditions | Yield |
|---|---|
| With β-glucuronidase for 10h; Enzymatic reaction; |
- 186581-53-3, 908094-01-9
diazomethane
- 1449-05-4
18-α-glycyrrhetinic acid
- 5092-01-3
(3β,18α)-methyl 3-hydroxy-11-oxoolean-12-30-oate
| Conditions | Yield |
|---|---|
| In diethyl ether | 100% |
| In diethyl ether; dichloromethane | 76.3% |
- 1449-05-4
18-α-glycyrrhetinic acid
- 74-88-4
methyl iodide
- 5092-01-3
(3β,18α)-methyl 3-hydroxy-11-oxoolean-12-30-oate
| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 2h; | 86% |
- 1449-05-4
18-α-glycyrrhetinic acid
- 908093-98-1
diazodiphenylmethane
- 441759-67-7
(3β,18α,20β)-3-hydroxy-11-oxoolean-12-en-29-oic acid diphenylmethyl ester
| Conditions | Yield |
|---|---|
| In methanol; diethyl ether at 45℃; | 84% |
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Chemistry
Molecular Formula: C30H46O4
Molar mass: 470.68 g/mol
EINECS: 215-907-9
Density: 1.14 g/cm3
Flash Point: 323.7 °C
Index of Refraction: 1.562
Boiling Point: 588.3 °C at 760 mmHg
Vapour Pressure: 2.71E-16 mmHg at 25 °C
Melting point: 331-333 °C
Product categories of 18alpha-Glycyrrhetinic acid (CAS NO.1449-05-4): Tri-Terpenoids
Structure of 18alpha-Glycyrrhetinic acid (CAS NO.1449-05-4):
XLogP3-AA: 6.4
H-Bond Donor: 2
H-Bond Acceptor: 4
IUPAC Name: 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
Canonical SMILES: CC1(C2CCC3(C(C2(CCC1O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
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)
InChIKey: MPDGHEJMBKOTSU-UHFFFAOYSA-N
Toxicity Data With Reference
| 1. | orl-mus LD50:560 mg/kg | CPBTAL Chemical and Pharmaceutical Bulletin. 28 (1980),3449. | ||
| 2. | ipr-mus LD50:455 mg/kg | CPBTAL Chemical and Pharmaceutical Bulletin. 28 (1980),3449. | ||
| 3. | ivn-mus LD50:100 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#02068 . |
Safety Profile
Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes of 18alpha-Glycyrrhetinic acid (CAS NO.1449-05-4): 
Xn
Risk Statements:
R22:Harmful if swallowed.
Specification
18alpha-Glycyrrhetinic acid ,its cas register number is 1449-05-4. It also can be called beta-Glycyrrhetinic acid ; 18-alpha-Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo- and (3beta,18alpha,20beta)-3-Hydroxy-11-oxoolean-12-en-29-oic acid .