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Methyl glycyrrhetinate

Methyl glycyrrhetinate, a 18β-glycyrrhetinic acid analogue, is a dual inhibitor of 11β-HSD1 and 11β-HSD2.

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CAS No.: 1477-44-7
Formula: C₃₁H₄₈O₄
Molecular Weight:484.71

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Please store the product under the recommended conditions in the Certificate of Analysis.

Methyl glycyrrhetinate Chemical Structure

CAS No.: 1477-44-7

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Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
Chemical Information
Purity & Documentation
References
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Biological Activity

Description

Methyl glycyrrhetinate, a 18β-glycyrrhetinic acid analogue, is a dual inhibitor of 11β-HSD1 and 11β-HSD2^[1].

Cellular Effect

Cell Line	Type	Value	Description	References
518A2	IC₅₀	27.54 μmol Compound: 1	Cytotoxicity against human 518A2 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human 518A2 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
518A2	IC₅₀	27.54 μM Compound: 1	Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay	[PMID: 20932766]
518A2	IC₅₀	27.54 μM Compound: GA-Me	Cytotoxicity against human 518A2 cells by SRB assay Cytotoxicity against human 518A2 cells by SRB assay	[PMID: 24361520]
8505C	IC₅₀	26.07 μmol Compound: 1	Cytotoxicity against human 8505C cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human 8505C cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
518A2	EC₅₀	30 μM Compound: 5	Cytotoxicity against human 518A2 cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human 518A2 cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
8505C	IC₅₀	26.07 μM Compound: 1	Cytotoxicity against human 8505C cells after 96 hrs by SRB assay Cytotoxicity against human 8505C cells after 96 hrs by SRB assay	[PMID: 20932766]
8505C	IC₅₀	26.07 μM Compound: GA-Me	Cytotoxicity against human 8505C cells by SRB assay Cytotoxicity against human 8505C cells by SRB assay	[PMID: 24361520]
8505C	EC₅₀	>30 μM Compound: 5	Cytotoxicity against human 8505C cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human 8505C cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
8505C	EC₅₀	30 μM Compound: 5	Cytotoxicity against human 8505C cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human 8505C cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
A253 cell line	IC₅₀	19.42 μmol Compound: 1	Cytotoxicity against human A253 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human A253 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
A253 cell line	IC₅₀	19.42 μM Compound: 1	Cytotoxicity against human A253 cells after 96 hrs by SRB assay Cytotoxicity against human A253 cells after 96 hrs by SRB assay	[PMID: 20932766]
A253 cell line	IC₅₀	19.42 μM Compound: GA-Me	Cytotoxicity against human A253 cells by SRB assay Cytotoxicity against human A253 cells by SRB assay	[PMID: 24361520]
A2780	IC₅₀	25.54 μmol Compound: 1	Cytotoxicity against human A2780 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human A2780 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
A2780	IC₅₀	25.54 μM Compound: 1	Cytotoxicity against human A2780 cells after 96 hrs by SRB assay Cytotoxicity against human A2780 cells after 96 hrs by SRB assay	[PMID: 20932766]
A-431	IC₅₀	25.28 μM Compound: 1	Cytotoxicity against human A431 cells after 96 hrs by SRB assay Cytotoxicity against human A431 cells after 96 hrs by SRB assay	[PMID: 20932766]
A549	EC₅₀	30 μM Compound: 5	Cytotoxicity against human A549 cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human A549 cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
A549	IC₅₀	23.5 μmol Compound: 1	Cytotoxicity against human A549 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human A549 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
A549	IC₅₀	100 μM Compound: GA-1	Antiproliferative activity against human A549 cells after 48 hrs by CCK-8 assay Antiproliferative activity against human A549 cells after 48 hrs by CCK-8 assay	[PMID: 26343825]
A549	IC₅₀	23.5 μM Compound: 1	Cytotoxicity against human A549 cells after 96 hrs by SRB assay Cytotoxicity against human A549 cells after 96 hrs by SRB assay	[PMID: 20932766]
A549	EC₅₀	>30 μM Compound: 5	Cytotoxicity against human A549 cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human A549 cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
A549	IC₅₀	>100 μM Compound: GA-1	Antiproliferative activity against human A549 cells after 48 hrs by CCK-8 assay Antiproliferative activity against human A549 cells after 48 hrs by CCK-8 assay	[PMID: 26343825]
DLD-1	IC₅₀	26.12 μmol Compound: 1	Cytotoxicity against human DLD1 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human DLD1 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
DLD-1	IC₅₀	26.12 μM Compound: 1	Cytotoxicity against human DLD1 cells after 96 hrs by SRB assay Cytotoxicity against human DLD1 cells after 96 hrs by SRB assay	[PMID: 20932766]
DLD-1	IC₅₀	26.12 μM Compound: GA-Me	Cytotoxicity against human DLD1 cells by SRB assay Cytotoxicity against human DLD1 cells by SRB assay	[PMID: 24361520]
FaDu	IC₅₀	23.41 μmol Compound: 1	Cytotoxicity against human FADU cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human FADU cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
FaDu	IC₅₀	23.41 μM Compound: 1	Cytotoxicity against human FADU cells after 96 hrs by SRB assay Cytotoxicity against human FADU cells after 96 hrs by SRB assay	[PMID: 20932766]
HCT-116	IC₅₀	22.1 μmol Compound: 1	Cytotoxicity against human HCT116 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human HCT116 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
HCT-116	IC₅₀	22.1 μM Compound: 1	Cytotoxicity against human HCT116 cells after 96 hrs by SRB assay Cytotoxicity against human HCT116 cells after 96 hrs by SRB assay	[PMID: 20932766]
HCT-8	IC₅₀	24.36 μmol Compound: 1	Cytotoxicity against human HCT8 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human HCT8 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
HeLa	IC₅₀	100 μM Compound: GA-1	Antiproliferative activity against human HeLa cells after 48 hrs by CCK-8 assay Antiproliferative activity against human HeLa cells after 48 hrs by CCK-8 assay	[PMID: 26343825]
HCT-8	IC₅₀	24.36 μM Compound: 1	Cytotoxicity against human HCT8 cells after 96 hrs by SRB assay Cytotoxicity against human HCT8 cells after 96 hrs by SRB assay	[PMID: 20932766]
HepG2 2.2.15	CC₅₀	1744.29 μM Compound: 6	Cytotoxicity against human HepG2(2.2.15) cells Cytotoxicity against human HepG2(2.2.15) cells	[PMID: 22520261]
HeLa	IC₅₀	>100 μM Compound: GA-1	Antiproliferative activity against human HeLa cells after 48 hrs by CCK-8 assay Antiproliferative activity against human HeLa cells after 48 hrs by CCK-8 assay	[PMID: 26343825]
HepG2 2.2.15	IC₅₀	1744.29 μM Compound: 6	Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as reduction in hepatitis B surface antigen release Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as reduction in hepatitis B surface antigen release	[PMID: 22520261]
HepG2 2.2.15	CC₅₀	>1744.29 μM Compound: 6	Cytotoxicity against human HepG2(2.2.15) cells Cytotoxicity against human HepG2(2.2.15) cells	[PMID: 22520261]
HepG2 2.2.15	IC₅₀	443.57 μM Compound: 6	Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as reduction in viral DNA replication Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as reduction in viral DNA replication	[PMID: 22520261]
HepG2 2.2.15	IC₅₀	>1744.29 μM Compound: 6	Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as reduction in hepatitis B e-antigen release Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as reduction in hepatitis B e-antigen release	[PMID: 22520261]
HepG2 2.2.15	IC₅₀	>443.57 μM Compound: 6	Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as reduction in viral DNA replication Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as reduction in viral DNA replication	[PMID: 22520261]
HT-29	IC₅₀	27.54 μmol Compound: 1	Cytotoxicity against human HT-29 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human HT-29 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
HT-29	IC₅₀	27.54 μM Compound: 1	Cytotoxicity against human HT-29 cells after 96 hrs by SRB assay Cytotoxicity against human HT-29 cells after 96 hrs by SRB assay	[PMID: 20932766]
HT-29	EC₅₀	30 μM Compound: 5	Cytotoxicity against human HT-29 cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human HT-29 cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
J774	IC₅₀	100 μM Compound: 14	Antiinflammatory activity in mouse J774 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess method Antiinflammatory activity in mouse J774 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess method	[PMID: 24268542]
HT-29	EC₅₀	>30 μM Compound: 5	Cytotoxicity against human HT-29 cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human HT-29 cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
J774	IC₅₀	>100 μM Compound: 14	Antiinflammatory activity in mouse J774 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess method Antiinflammatory activity in mouse J774 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess method	[PMID: 24268542]
KB 3-1	IC₅₀	100 μM Compound: 14	Cytotoxicity against human KB-3-1 cells assessed as cell survival after 24 hrs by MTT assay Cytotoxicity against human KB-3-1 cells assessed as cell survival after 24 hrs by MTT assay	[PMID: 24268542]
KB 3-1	IC₅₀	>100 μM Compound: 14	Cytotoxicity against human KB-3-1 cells assessed as cell survival after 24 hrs by MTT assay Cytotoxicity against human KB-3-1 cells assessed as cell survival after 24 hrs by MTT assay	[PMID: 24268542]
MCF7	IC₅₀	22.14 μmol Compound: 1	Cytotoxicity against human MCF7 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human MCF7 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
MCF7	IC₅₀	22.14 μM Compound: 1	Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay	[PMID: 20932766]
MCF7	IC₅₀	22.14 μM Compound: GA-Me	Cytotoxicity against human MCF7 cells by SRB assay Cytotoxicity against human MCF7 cells by SRB assay	[PMID: 24361520]
MCF7	EC₅₀	30 μM Compound: 5	Cytotoxicity against human MCF7 cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human MCF7 cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
MCF7	EC₅₀	>30 μM Compound: 5	Cytotoxicity against human MCF7 cells assessed as cell survival after 96 hrs by SRB assay Cytotoxicity against human MCF7 cells assessed as cell survival after 96 hrs by SRB assay	[PMID: 26177446]
MCF7	IC₅₀	>100 μM Compound: GA-1	Antiproliferative activity against human MCF7 cells after 48 hrs by CCK-8 assay Antiproliferative activity against human MCF7 cells after 48 hrs by CCK-8 assay	[PMID: 26343825]
MCF7	IC₅₀	100 μM Compound: GA-1	Antiproliferative activity against human MCF7 cells after 48 hrs by CCK-8 assay Antiproliferative activity against human MCF7 cells after 48 hrs by CCK-8 assay	[PMID: 26343825]
NIH3T3	IC₅₀	22.81 μM Compound: 1	Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by SRB assay Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by SRB assay	[PMID: 20932766]
NIH3T3	IC₅₀	22.81 μM Compound: GA-Me	Cytotoxicity against mouse NIH/3T3 cells by SRB assay Cytotoxicity against mouse NIH/3T3 cells by SRB assay	[PMID: 24361520]
SW-1736	IC₅₀	34.87 μmol Compound: 1	Cytotoxicity against human SW1736 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human SW1736 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
SW-1736	IC₅₀	34.87 μM Compound: 1	Cytotoxicity against human SW1736 cells after 96 hrs by SRB assay Cytotoxicity against human SW1736 cells after 96 hrs by SRB assay	[PMID: 20932766]
SW-1736	IC₅₀	34.87 μM Compound: GA-Me	Cytotoxicity against human SW1736 cells by SRB assay Cytotoxicity against human SW1736 cells by SRB assay	[PMID: 24361520]
SW480	IC₅₀	16.08 μmol Compound: 1	Cytotoxicity against human SW480 cells after 96 hrs by sulforhodamine B assay Cytotoxicity against human SW480 cells after 96 hrs by sulforhodamine B assay	[PMID: 20884085]
SW480	IC₅₀	16.08 μM Compound: 1	Cytotoxicity against human SW480 cells after 96 hrs by SRB assay Cytotoxicity against human SW480 cells after 96 hrs by SRB assay	[PMID: 20932766]

In Vitro

Methyl glycyrrhetinate (compound 34) (10 μM) inhibits rat liver microsomal 11β-HSD1 and rat kidney microsomal 11β-HSD2, with 85% and 105% inhibition respectively at 10 μM^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 1477-44-7
Molecular Weight 484.71
Formula C₃₁H₄₈O₄
SMILES

C[C@@]1(CC[C@]2([C@@]([H])(C1)C([C@]3(CC2)C)=CC([C@]4([C@]3(CC[C@@]5([C@@]4(CC[C@@H](C5(C)C)O)C)[H])C)[H])=O)C)C(OC)=O
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Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Su X, et al. Novel 18beta-glycyrrhetinic acid analogues as potent and selective inhibitors of 11beta-hydroxysteroid dehydrogenases. Bioorg Med Chem. 2004;12(16):4439-4457. [Content Brief]

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1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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Methyl glycyrrhetinate