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1449-05-4

1449-05-4 Structure

1449-05-4 Structure
IdentificationMore
[Name]

18alpha-Glycyrrhetinic acid
[CAS]

1449-05-4
[Synonyms]

18A-GLYCYRRHETINIC ACID
18ALPHA-GLYCYRRHETINIC ACID
3BETA-HYDROXY-11-OXO-18ALPHA,20BETA-OLEAN-12-EN-29-OIC ACID
GLYCYRRHETINIC ACID, 18A-
3-beta-hydroxy-11-oxo-18-alpha-olean-12-en-30-oicaci
3-beta-hydroxy-11-oxo-18-alpha-olean-12-en-30-oicacid
beta-glycyrrhetinicacid
Triterpene
Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3.beta.,18.alpha.,20.beta.)-
3β-hydroxy-11-oxo-18α,20β-olean-12-en-29-oic acid
18-ISOGLYCYRRHETINICACID
18-ALPHA-GLYCYRRHETICACID
(3beta,18alpha,20beta)-3-Hydroxy-11-oxoolean-12-en-29-oic acid
(18α)-3β-Hydroxy-11-oxoolean-12-en-30-oic acid
[EINECS(EC#)]

215-907-9
[Molecular Formula]

C30H46O4
[MDL Number]

MFCD00064897
[Molecular Weight]

470.68
[MOL File]

1449-05-4.mol
Chemical PropertiesBack Directory
[Melting point ]

331-333°C
[Boiling point ]

492.11°C (rough estimate)
[density ]

0.9967 (rough estimate)
[refractive index ]

1.4800 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

4.71±0.70(Predicted)
[color ]

White to Off-White
[InChIKey]

MPDGHEJMBKOTSU-PMTKVOBESA-N
[SMILES]

[H][C@]12C[C@](C)(CC[C@]1(C)CC[C@]3(C)C2=CC(=O)C4[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C)C(O)=O
[LogP]

6.570 (est)
[CAS DataBase Reference]

1449-05-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P301+P312+P330
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

ection
[WGK Germany ]

3
[RTECS ]

RK0190000
[HS Code ]

29189900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Questions And AnswerBack Directory
[Chemical Properties]

Glycyrrhetinic acid is a kind of glycoside composed of glycyrrhizic acid-ff two molecules glucuronic acid. It appears as white crystalline powder with sweet taste. The sweetness is about 200 times of the sucrose. Its sweetness is different from other sweeteners such as sucrose. After eating, you can sense the sweetness only after a few moments but the retention time is long. Combination of a small amount of glycyrrhizin and sucrose can save 20% sucrose without affecting the sweetness. Although having no aroma, it has incense effect. It has a melting point (decomposition) of 220 ° C. The aqueous solution is weakly acidic and can be treated by acid.
[Uses]

Sweeteners; sweetness improving agents; flavor enhancers (dairy products, cocoa products, egg products, mutton), flavoring agents (function well especially when used in combination with salt), Chinese folk mostly use it in sauce and sauce products, pickled goods and so on.
Spectrum DetailBack Directory
[Spectrum Detail]

18alpha-Glycyrrhetinic acid(1449-05-4)1HNMR
Hazard InformationBack Directory
[General Description]

18α-Glycyrrhetinic acid (18α-GA) is a bioactive triterpenoid found in licorice. It shows selective inhibition of 11-HSD1 (11-hydroxysteroid dehydrogenase 1). It also shows anti-proliferative and apoptotic effect on hepatic stellate cells (HSCs).
[in vivo]

18α-Glycyrrhetinic acid (18α-GA) treatment significantly enhances life span of C. elegans strains with the most effective concentration being 20?μg/mL. Results reveal a significant delay of paralysis upon 18α-Glycyrrhetinic acid treatment. 18α-Glycyrrhetinic acid treatment also confers a significant reduction of Aβ deposits[2].

[IC 50]

Proteasome; NF-κB
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