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GAMBOGIC ACID

GAMBOGIC ACID Structure
CAS No.
2752-65-0
Chemical Name:
GAMBOGIC ACID
Synonyms
Gambogic Acid (Guttatic Acid, Guttic Acid);GUTTIC ACID;GaMbogic aci;cambogicacid;β-Guttiferin;gamogic acid;GUTTATIC ACID;GAMBOGIC ACID;β-Guttilactone;b’’-guttiferin
CBNumber:
CB1281965
Molecular Formula:
C38H44O8
Molecular Weight:
628.75
MOL File:
2752-65-0.mol
Modify Date:
2023/6/8 9:02:14

GAMBOGIC ACID Properties

Melting point 88.5°C
Boiling point 586.06°C (rough estimate)
alpha D20 -685° (methanol)
Density 1.1057 (rough estimate)
refractive index 1.5290 (estimate)
storage temp. -20°C
solubility DMSO: ≥10mg/mL
form powder
pka 4.58±0.36(Predicted)
color yellow to orange
Stability Stable for 1 year as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
InChIKey GEZHEQNLKAOMCA-XKZIYDEJSA-N
LogP 6.490 (est)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P310-P302+P352-P305+P351+P338
Hazard Codes  T
Risk Statements  25-36/37/38
Safety Statements  26-45
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  1
RTECS  PB9268200
HS Code  29189900
Toxicity LD50 unreported in mammal (species unspecified): 55mg/kg
NFPA 704
0
2 0

GAMBOGIC ACID price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 345701 Gambogic Acid, Garcinia hanburyi - CAS 2752-65-0 - Calbiochem A cell-permeable caspase activator and an apoptosis inducer that was originally isolated from gamboge resin for its antimicrobial properties. 2752-65-0 25MG ₹24770.01 2022-06-14 Buy
Sigma-Aldrich(India) 345701 Gambogic Acid, Garcinia hanburyi - CAS 2752-65-0 - Calbiochem A cell-permeable caspase activator and an apoptosis inducer that was originally isolated from gamboge resin for its antimicrobial properties. 2752-65-0 25MG ₹24770.01 2022-06-14 Buy
Product number Packaging Price Buy
345701 25MG ₹24770.01 Buy
345701 25MG ₹24770.01 Buy

GAMBOGIC ACID Chemical Properties,Uses,Production

Uses

antiinflammatory, cytotoxic, inhibits HeLa cells in vitro;

Definition

ChEBI: A natural product found in Garcinia hanburyi.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biological Activity

Natural product isolated from the Garcinia hanburyi tree. Induces apoptosis in several tumor cell lines including T47D cells. Activates caspases with an EC 50 value of 0.78-1.64 μ M and competitively inhibits antiapoptotic Bcl-2 family proteins (IC 50 values are 1.47, 1.21, 2.02, 0.66, 1.06 and 0.79 μ M for Bcl-XL, Bcl-2, Bcl-W, Bcl-B, Bfl-1 and Mcl-1 respectively). Also blocks K IR 2.1 channels (EC 50 ≤ 100 nM).

Anticancer Research

Gambogic acid is a xanthonoid, also known as kokum that is a resin from Garciniaindica, that can inhibit the proliferation of human breast, hepatoma, lung, and gastriccarcinoma cells. It is also an apoptotic inducer and inhibits telomerase and theexpression of telomerase reverse transcriptase mRNA and its promoter. It also suppressesCDK7-mediated CDC2/p34 phosphorylation, downregulates Bcl-2, andinteracts with c-myc. By interacting with transferrin receptors, it mediates apoptosisof cancer cells. It inhibits NF-κB pathway. In vivo and in vitro experiments determinedits potential to inhibit angiogenesis and VGEF-2 receptor, and thus it inhibitshuman endothelial cell growth, invasion, and migration, microvessel growth, andtube formation (Zhang et al. 2004; Pandey et al. 2007; Aggarwal et al. 2008).
GA, extract from Garcinia hanburyi, the most important active constituent of gamboge,inhibits the heat shock protein (Hsp90) (Zhang 2010). Hsp90 is the majorprotein in tumour regeneration as well as cell signalling, and its inhibition results ininduction of ER stress, thereby activating UPR target genes and ER stress sensorswhich further cause cell death (Lamoureux et al. 2014). Severe or sustained ERstress increases CHOP expression and stimulates IRE1α apoptotic signalling, ATF6and PERK. CHOP being the major regulator of Bcl2, Bim and DR5 leads to cellularapoptosis preventing tumour progression (Krajarng et al. 2015).

GAMBOGIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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GAMBOGIC ACID Spectrum

GaMbogic aci BETA-GUTTIFERIN BETA-GUTTILACTONE GAMBOGIC ACID GUTTATIC ACID β-Guttilactone 2-Butenoic acid, 2-methyl-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-hydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-, (2Z)- 1,5-Methano-1H,3H,11H-furo(3,4-g)pyrano(3,2-b)xanthene-1-crotonic acid Gambogic acid, >=98% GUTTIC ACID (z)-methyl-3-pentenyl)- 1,5-methano-1h,3h,11h-furo(3,4-g)pyrano(3,2-b)xanthene-1-crotonicacid,3a,4,5, 3,3,11-tetramethyl-13-(3-methyl-2-butenyl)-11-(4-7-tetrahydro-8-hydroxy-alph b’’-guttiferin cambogicacid 1,51,5-Methano-1H,3H,11H-furo(3,4-G)pyrano(3,2-B)xanthene-1-crotonic acid B"-Guttiferrin Beta-Guttiferrin Guttatic acid Guttic acid (2Z)-2-Methyl-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-hydroxy-3,3,11-trimethyl-13-(3-methyl-2-butenyl)-11-(4-methyl-3-pentenyl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-butenoicacid alpha-GaMbogic acid β-Guttiferin Gambogic acid, 95%, a caspases activator Gambogic acid, 97%(HPLC) R,S-Gambogic acid Gambogic Acid, Garcinia hanburyi - CAS 2752-65-0 - Calbiochem Gambogic Acid (Guttatic Acid, Guttic Acid) gamogic acid (Z)-4-((1S,3aR,5S,11R,14aS)-8-Hydroxy-2,2,11-trimethyl-13-(3-methylbut-2-en-1-yl)-11-(4-methylpent-3-en-1-yl)-4,7-dioxo-1,2,5,7-tetrahydro-11H-1,5-methanofuro[3,2-g]pyrano[3,2-b]xanthen-3a(4H)-yl)-2-methylbut-2-enoic acid 2-Butenoic acid,2-methyl-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-hydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyran Gambogic acid (7CI) (Z)-4-((1S,3aR,11R,14aS)-8-hydroxy-2,2,11-trimethyl-13-(3-methylbut-2-en-1-yl)-11-(4-methylpent-3-en-1-yl)-4,7-dioxo-2,3a,4,5,7,11-hexahydro-1H-1,5-methanofuro[3,2-g]pyrano[3,2-b]xanthen-3a-yl)-2-methylbut-2-enoic acid 2752-65-0 C38H44O8 Inhibitors chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract