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Merck

345701

Gambogic Acid, Garcinia hanburyi

A cell-permeable caspase activator and an apoptosis inducer that was originally isolated from gamboge resin for its antimicrobial properties.

Synonym(s):

Gambogic Acid, Garcinia hanburyi, Guttic Acid, β-Guttiferin

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About This Item

Empirical Formula (Hill Notation):
C38H44O8
CAS Number:
2752-65-0
Molecular Weight:
628.75
MDL number:
MFCD16878985
UNSPSC Code:
12352106
NACRES:
NA.77
Assay:
≥95% (TLC)
Form:
amorphous solid
Quality level:
100
Storage condition:
OK to freeze, protect from light

Key Documents

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SMILES string

O1[C@@]32C4(OC(C3CC(C=C2C(=O)c5c1c(c6c(c5O)C=C[C@](O6)(CCC=C(C)C)C)CC=C(C)C)C4=O)(C)C)C\C=C(\C)/C(=O)O

InChI

1S/C38H44O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,18,23,27,39H,9,12,15,17,19H2,1-8H3,(H,42,43)/b22-13-/t23?,27?,36-,37?,38-/m1/s1

InChI key

GEZHEQNLKAOMCA-PLUQQRNKSA-N

description

Merck USA index - 14, 4361

assay

≥95% (TLC)

form

amorphous solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

orange

solubility

DMSO: 10 mg/mL, ethanol: soluble

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

General description

A cell-permeable caspase activator and an apoptosis inducer that was originally isolated from gamboge resin for its antimicrobial properties. Shown to inhibit the growth of HeLa and HEL cells minimal inhibitory concentrations (MIC = 12.5 µg/ml).
A cell-permeable, anti-microbial xanthone orignally isolated from the gamboge resin of Garcinia hanburyi. Acts as a caspase activator and apoptosis inducer. Shown to inhibit the growth of HeLa and HEL cells (MIC = 12.5 µg/ml). Reported to block telomerase activity in SMMC-7721 cells. Shown to induce tyrosine kinase phosphatase SHP-1 and suppress Stat3 activation.

Biochem/physiol Actions

Cell permeable: yes
MIC = 12.5 µg/ml in inhibiting the growth of HeLa and HEL cells
Primary Target
Caspase activator and an apoptosis inducer
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Prasad, S., et al. 2011. Cancer Prev. Res.4, 1084.
Guo, Q.L., et al. 2004. Acta Pharmacol. Sin.25, 769.
Asano, J., et al. 1996. Phytochemistry41, 815.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Qingwen Zhu et al.
Autophagy, 17(7), 1667-1683 (2020-07-07)
Dysregulated microRNAs (miRNAs) are involved in carcinoma progression, metastasis, and poor prognosis. We demonstrated that in nasopharyngeal carcinoma (NPC), transactivated MIR106A-5p promotes a malignant phenotype by functioning as a macroautophagy/autophagy suppressor by targeting BTG3 (BTG anti-proliferation factor 3) and activating

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