Glycyrrhetinic acid

Modify Date: 2025-08-20 21:28:07

Glycyrrhetinic acid Structure
Glycyrrhetinic acid structure
 Common Name Glycyrrhetinic acid
CAS Number 471-53-4 Molecular Weight 470.684
Density 1.1±0.1 g/cm3 Boiling Point 588.3±50.0 °C at 760 mmHg
Molecular Formula C30H46O4 Melting Point 292 - 295ºC
MSDS N/A Flash Point 323.7±26.6 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Glycyrrhetinic acid


18β-Glycyrrhetinic acid is the major bioactive component of Glycyrrhizae Radix and possesses anti-ulcerative, anti-inflammatory and antiproliferative properties.

 Names

Name Enoxolone
Synonym More Synonyms

 Glycyrrhetinic acid Biological Activity

Description 18β-Glycyrrhetinic acid is the major bioactive component of Glycyrrhizae Radix and possesses anti-ulcerative, anti-inflammatory and antiproliferative properties.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro 18β-Glycyrrhetinic acid is the major bioactive component of Glycyrrhizae Radix and possesses anti-ulcerative, anti-inflammatory and antiproliferative properties. MTS assay demonstrates that 24 h treatment of 18β-Glycyrrhetinic acid suppresses cell proliferation in both cell lines in a dose-dependent manner. 18β-Glycyrrhetinic acid at 160 μM significantly decreases the percentage of viable cells to around 40.5±10.5% in A549 and 38.3±4.6% in NCI-H460 (p<0.01 respectively). When the cells are treated with 320 μM 18β-Glycyrrhetinic acid, a greater inhibitory effects on cell proliferation is shown, as the percentage of viable cells is below 30% compare with untreated controls (p<0.001). Treatment with 18β-Glycyrrhetinic acid at 160 μM and 320 μM decreases the levels of full-length PARP and increases the levels of cleaved-PARP[1].
In Vivo Rats in 18β-Glycyrrhetinic acid+Triptolide (TP) group which receive low-dose 18β-Glycyrrhetinic acid (50 mg/kg) have significant reductions in the three serum parameters when compare with TP rats. Rats in 18β-Glycyrrhetinic acid+TP group which receive the high-dose 18β-Glycyrrhetinic acid (100 mg/kg) have slightly lowered the levels of three liver enzymes, the reductions do not reach statistical significance compare with TP group. Contrastingly, preadministration of low-dose 18β-Glycyrrhetinic acid protects animals from TP-induced hepatic lesions. On the contrary, low-dose 18β-Glycyrrhetinic acid (50 mg/kg) markedly suppresses the release of the four cytokines above[3].
Cell Assay Primary microglia cultures are used in this study. For treatment assay, microglia are incubated with complete DMEM and stimulated with or without 100 ng/mL IFN-γ in the presence or absence of 18β-Glycyrrhetinic acid (25 μM and 50 μM) at 37°C in a humidified incubator with 5% CO2. For cell migration assay, the isolated primary microglia that seeded in complete DMEM medium are stimulated with or without IFN-γ (100 ng/mL), and treated with different doses of 18β-Glycyrrhetinic acid, 24 h later, the microglia culture supernatants are collected and added to the lower chambers of Transwell inserts[2].
Animal Admin Healthy Wistar rats (male, 200±20 g) are used and divided into five groups with 10 individuals for each group randomly. Animals in normal control (NC) group receive distilled water for 6 days and 0.5% CMC-Na for the last 3 days. Rats in Triptolide model group (TP), 18β-Glycyrrhetinic acid low-dose group (GAL+TP), and 18β-Glycyrrhetinic acid high-dose group (GAH+TP) receive distilled water, 18β-Glycyrrhetinic acid (50 mg/kg, p.o., dissolved in distilled water), or 18β-Glycyrrhetinic acid (100 mg/kg, p.o., dissolved in distilled water) for consecutive 6 days, respectively, and liver injury is induced by TP (2.4 mg/kg, p.o., suspended in 0.5% CMC-Na) for the last 3 days. Animals in the above three groups receive TP 6 hours after distilled water or 18β-Glycyrrhetinic acid treatment on the last 3 days[3].
References

[1]. Huang RY, et al. 18β-Glycyrrhetinic acid suppresses cell proliferation through inhibiting thromboxane synthase in non-small cell lung cancer. PLoS One. 2014 Apr 2;9(4):e93690.

[2]. Zhou J, et al. 18β-glycyrrhetinic acid suppresses experimental autoimmune encephalomyelitis through inhibition of microglia activation and promotion of remyelination. Sci Rep. 2015 Sep 2;5:13713.

[3]. Yang G, et al. Protective Effect of 18β-Glycyrrhetinic Acid against Triptolide-Induced Hepatotoxicity in Rats. Evid Based Complement Alternat Med. 2017;2017:3470320.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 588.3±50.0 °C at 760 mmHg
Melting Point 292 - 295ºC
Molecular Formula C30H46O4
Molecular Weight 470.684
Flash Point 323.7±26.6 °C
Exact Mass 470.339600
PSA 74.60000
LogP 6.57
Vapour Pressure 0.0±3.7 mmHg at 25°C
Index of Refraction 1.563

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RK0180000
CHEMICAL NAME :
Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo-
CAS REGISTRY NUMBER :
471-53-4
BEILSTEIN REFERENCE NO. :
2229654
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C30-H46-O4
MOLECULAR WEIGHT :
470.76
WISWESSER LINE NOTATION :
L F6 E6 B666 CV DUTJ A1 HVQ H1 K1 N1 O1 S1 S1 TQ -ALPHA

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
308 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,319,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#02067

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H319
Precautionary Statements P301 + P312 + P330-P305 + P351 + P338
Hazard Codes Xn: Harmful;
Risk Phrases R22;R36
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS RK0180000
HS Code 2938909030

 Synthetic Route

 Customs

HS Code 2918990090
Summary 2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles4

More Articles
Hepatocellular carcinoma dually-targeted nanoparticles for reduction triggered intracellular delivery of doxorubicin.

Int. J. Pharm. 478(2) , 553-68, (2015)

Hepatocellular carcinoma (HCC) dual targeted stimuli responsive nanoparticles (NPs) for intracellular delivery of doxorubicin (DOX) were developed based on a reduction cleavable hyaluronic acid-glycyr...

Two-step inhibitory effect of kanzo on oxytocin-induced and prostaglandin F2α-induced uterine myometrial contractions.

J. Nat. Med. 68(3) , 550-60, (2014)

We previously reported that shakuyaku-kanzo-to, a kampo medicine consisting of shakuyaku and kanzo, has an inhibitory effect on myometrial contractions in pregnant women. In this study, we evaluated t...

Prevention of cisplatin-induced ototoxicity by the inhibition of gap junctional intercellular communication in auditory cells. Kim YJ, Kim J, Tian C, et al.

Cell. Mol. Life Sci. 71(19) , 3859-71, (2014)

 Synonyms

MFCD00003706
(3β)-3-Hydroxy-11-oxoolean-12-en-30-oic acid
Glycyrrhetinic acid
(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-Hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-2-picenecarboxylic acid
18-beta-Glycyrrhetinic acid
Arthrodont
EINECS 207-444-6
18-β-Glycyrrhetinic Acid
glycyrrhetin
GM 1658
Uralenic acid
3β-Hydroxy-11-oxoolean-12-en-30-oic acid
18b-Glycyrrhetic acid
Biosone
Olean-12-en-30-oic acid, 3β-hydroxy-11-oxo-
18β-Glycyrrhetinic acid
STX 352
Glycyrrhetic Acid
PO 12
Olean-12-en-30-oic acid, 3-hydroxy-11-oxo-, (3β)-
3b-Hydroxy-11-oxoolean-12-en-30-oic Acid
18b-Glycyrrhetinic Acid
Glycyrrhetinate
(3b,20b)-3-Hydroxy-11-oxoolean-12-en-29-oic Acid
ENOLOXONE
enoxolone
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.
Top Suppliers:I want be here

Get all suppliers and price by the below link:

Glycyrrhetinic acid suppliers

Price: ￥47/5g

Reference only. check more Glycyrrhetinic acid price

Related Compounds: More...
Glycyrrhetinic acid
1449-05-4
glycyrrhetinic acid
10379-72-3
3-oxoglycyrrhetinic acid
7020-50-0
Acetylglycyrrhetinic acid
6277-14-1
glycyrrhetinic acid glycoside
50997-16-5
glycyrrhetinic acid glycoside
1405-86-3
glycyrrhetinic acid glycoside
103000-77-7
3-O-acetyl glycyrrhetinic acid
18305-96-9
Glycyrrhetinic acid sodium salt
1148013-87-9
2-(1h-Pyrazol-1-yl)-N-(pyridin-3-ylmethyl)ethan-1-amine
1251334-65-2
tert-butyl 4-(4-fluoro-3-nitrophenyl)-3,6-dihydro-1(2H)-pyridinecarboxylate
643746-91-2
Tert-butyl 4-(3-amino-4-fluorophenyl)piperidinecarboxylate
643746-92-3
1-(2-fluoro-4-nitrophenyl)-3-methyl-1H-1,2,4-triazole
591232-30-3
Methyl 2-{2-[(4-methylbenzenesulfonyl)oxy]phenyl}acetate
2757911-98-9
Rac-6-methoxy-2,3-dihydro-1h-indole-2-carboxylic acid ethyl ester
1015689-19-6
Ethyl 2-(isopropylamino)thiazolo[4,5-b]pyridine-6-carboxylate
924287-74-1
(2-Bromo-4-fluorobenzo[d]thiazol-6-yl)methanol
924287-66-1
2-Amino-3-(pyrimidin-5-yl)propan-1-ol
1315060-15-1
Thiazolo[4,5-b]pyridine-6-carbaldehyde,2-[(1-methylethyl)amino]-
924287-75-2
Chemsrc provides Glycyrrhetinic acid(CAS#:471-53-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Glycyrrhetinic acid are included as well.>> amp version: Glycyrrhetinic acid

Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved