LKT Labs

Biochemicals for Life Science Research

(-)-Gambogic Acid

(-)-Gambogic Acid

Product ID G0248
Cas No. 2752-65-0
Purity ≥99%
Product Unit SizeCostQuantityStock
5 mg $129.00 In stock
25 mg $509.00 In stock
100 mg $1,040.00 In stock
Bulk Quote

Quicklinks

Description

(-)-Gambogic acid is a xanthone found in the resin of the Garcinia hanburyi tree and has shown considerable anticancer chemotherapeutic, chemopreventive, and anti-angiogenic activities in both in vitro and in vivo studies. Gambogic acid inhibits cellular growth and induces apoptosis through a variety of mechanisms. This compound induces LRIG1 upregulation and EGFR degradation to inactivate Akt signaling. Additionally, gambogic acid also inhibits NF-κB signaling through interaction with the transferrin receptor, causing reduction of c-MYC expression, inhibition of telomerase activity and mRNA production, and disruption of mitochondrial outer membrane potential.

Product Info

Cas No.

2752-65-0
Purity

≥99%
Formula

C38H44O8
Formula Wt.

628.75
Chemical Name

(Z)-4-[(1S,2S,8R,17S,19R)-12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
IUPAC Name

(Z)-4-[(1S,2S,8R,17S,19R)-12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
Synonym

beta-Guttiferrin, Cambogic acid, R-gambogic acid, Guttic acid, Guttatic acid, beta-Guttilactone, gambogoic acid
Melting Point

97.5°C
Solubility

Insoluble in water, soluble in DMSO (25 mg/mL), and ethanol (25 mg/mL).
Appearance

Yellow-orange solid

Shipping and Storage

Store Temp

-20°C
Ship Temp

ambient

Downloads

MSDS

G0248 MSDS PDF
Info Sheet

G0248 Info Sheet PDF

References

He XY, Liu XJ, Chen X, et al. Gambogic acid induces EGFR degradation and Akt/mTORC1 inhibition through AMPK dependent-LRIG1 upregulation in cultured U87 glioma cells. Biochem Biophys Res Commun. 2013 Jun 7;435(3):397-402. PMID: 23665322.

Gu H, Rao S, Zhao J, et al. Gambogic acid reduced bcl-2 expression via p53 in human breast MCF-7 cancer cells. J Cancer Res Clin Oncol. 2009 Dec;135(12):1777-82. PMID: 19582475.

Nie F, Zhang X, Qi Q, et al. Reactive oxygen species accumulation contributes to gambogic acid-induced apoptosis in human hepatoma SMMC-7721 cells. Toxicology. 2009 Jun 16;260(1-3):60-7. PMID: 19464570.

Pandey MK, Sung B, Ahn KS, et al. Gambogic acid, a novel ligand for transferrin receptor, potentiates TNF-induced apoptosis through modulation of the nuclear factor-kappaB signaling pathway. Blood. 2007 Nov 15;110(10):3517-25. PMID: 17673602.

Wu ZQ, Guo QL, You QD, et al. Gambogic acid inhibits proliferation of human lung carcinoma SPC-A1 cells in vivo and in vitro and represses telomerase activity and telomerase reverse transcriptase mRNA expression in the cells. Biol Pharm Bull. 2004 Nov;27(11):1769-74. PMID: 15516720.

Custom Order

  • Size of single unit expressed as number (e.g. '500' in the case of 500 mg)
  • Total quantity of unit size desired (e.g. '10' in the case of 10 x 500 mg). If only one unit is desired, you may leave this blank.
  • This field is for validation purposes and should be left unchanged.

Related Products

  • A4496

    Alyssin

    Naturally sourced ITC, sulfonyl analog of sulfo...

    ≥97%
  • K0276

    Katacalcin

    Peptide found in crustaceans; PKA activator.

    ≥95%
  • C5970

    Corydaline

    Alkaloid compound found in Corydalis.

    ≥94%
  • B5074

    BMS-599626

    EGFR, VEGFR inhibitor.

    ≥98%
  • E7858

    Etoricoxib

    NSAID; COX-2 inhibitor.

    ≥99%
  • R2514

    RGDV

    Tretraeptide, binds cell surface integrins.

    ≥98%
  • Q8135

    Quinestrol

    Synthetic steroid hormone, estrogen analog, use...

    ≥98%
  • N3310

    Nicotinamide

    Amide form of vitamin B3 required for productio...

    ≥98%
  • E7329

    Ethoxyquin

    Quinoline, food preservative; HSP90 inhibitor.<...

    ≥90%
  • F5869

    N-formyl-Met-Ala-Ser

    Peptide, involved in neutrophil activation; FPR...

    ≥95%
  • L0360

    Lapatinib Ditosylate Monohydrate

    EGFR inhibitor.

    ≥99%
  • L8261

    Lupeol

    Triterpene; potential tyrosinase inhibitor.

    ≥98%
  • L186860

    Levomefolic acid calcium salt

    Folic acid derivative

    ≥98%
  • M1752

    Men 10376

    Peptide; NK2 antagonist.

    ≥95%
  • I5414

    Indapamide

    Thiazide-like diuretic; Kv7.1 and minK K+ chann...

    ≥98%
  • E6995

    Erythromycin Ethylsuccinate

    Macrolide; protein translation inhibitor, mamma...

    ≥97%
  • O2146

    R-(+)-Ofloxacin

    Fluoroquinolone, optically active isomer of ofl...

    ≥98%
  • D1694

    Dexamethasone Acetate Monohydrate

    Steroid; glucocorticoid agonist.

    ≥98%
  • G733400

    GSK-2578215A

    Selective inhibitor of LRRK2.

    ≥98%
  • A0776

    ABT-199

    BH3 mimetic; Bcl-2 inhibitor.

    ≥99%