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Garcinol

Cat No.:V40719 Purity: ≥98%
Garcinol is a polyisoprenyl benzophenone found in Garcinia cambogia and has anticholinesterase properties against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) with IC50 of 0.66 µM and 7.39 µM.
Garcinol
Garcinol Chemical Structure CAS No.: 78824-30-3
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
Official Supplier of:
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Product Description
Garcinol is a polyisoprenyl benzophenone found in Garcinia cambogia and has anticholinesterase properties against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) with IC50 of 0.66 µM and 7.39 µM. Garcinol also inhibits histone acetyltransferases (HATs, IC50=7 μM) and p300/CPB-associated factors (PCAF, IC50=5 μM). Garcinol has anti~inflammatory and anti-cancer activity.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Two HNSCC cell lines (CAL27 and UMSCC1) are evaluated, and the growth of these lines is inhibited by garcinol (10-50 μM; 24-72 hours) in a time- and dose-dependent way [3]. In HNSCC cells, garcinol (10–50 μM; 24-72 hours) causes apoptosis [3]. In a time-dependent manner, garcinol (50 μM; 1-6 hours) suppresses the phosphorylation and degradation of constitutive IκBα [3].
ln Vivo
Garcinol (intraperitoneal injection; 1 and 2 mg/kg; 5 times per week for 4 weeks) effectively slows tumor development [3].
Cell Assay
Cell proliferation assay[3]
Cell Types: CAL27 and UMSCC1 Cell
Tested Concentrations: 10, 25, 50 µM
Incubation Duration: 24, 48 and 72 hrs (hours)
Experimental Results: Inhibition of proliferation of both HNSCC cell lines in a time- and dose-dependent manner.

Apoptosis analysis[3]
Cell Types: CAL27 and UMSCC1 Cell
Tested Concentrations: 10, 25, 50 µM
Incubation Duration: 24, 48 and 72 hrs (hours)
Experimental Results: Induction of apoptosis in HNSCC cells.

Western Blot Analysis[3]
Cell Types: CAL27 Cell
Tested Concentrations: 50 µM
Incubation Duration: 1, 2, 4, 6 hrs (hours)
Experimental Results: Inhibition of constitutive IκBα phosphorylation and degradation in a time-dependent manner.
Animal Protocol
Animal/Disease Models: Fiveweeks old athymic nu/nu male mice bearing subcutaneousCAL27 tumors [3]
Doses: 1 and 2 mg/kg
Route of Administration: intraperitoneal (ip) injection; five times per week for 4 weeks
Experimental Results: Significant Inhibit tumor growth.
References

[1]. Leishmanicidal and cholinesterase inhibiting activities of phenolic compounds from Allanblackia monticola and Symphonia globulifera. Molecules. 2007 Jul 20;12(8):1548-57.

[2]. Polycyclic polyprenylated acylphloroglucinols. Chem Rev. 2006 Sep;106(9):3963-86.

[3]. Garcinol, a polyisoprenylated benzophenone modulates multiple proinflammatory signalingcascades leading to the suppression of growth and survival of head and neck carcinoma. Cancer Prev Res (Phila). 2013 Aug;6(8):843-54.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C38H50O6
Molecular Weight
602.8
Exact Mass
602.36
CAS #
78824-30-3
PubChem CID
5490884
Appearance
Light yellow to yellow solid powder
Density
1.1±0.1 g/cm3
Boiling Point
710.8±60.0 °C at 760 mmHg
Melting Point
235-236ºC
Flash Point
397.6±29.4 °C
Vapour Pressure
0.0±2.4 mmHg at 25°C
Index of Refraction
1.563
LogP
11.26
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
10
Heavy Atom Count
44
Complexity
1300
Defined Atom Stereocenter Count
4
SMILES
CC(=CC[C@@H]1C[C@@]2(C(=O)/C(=C(/C3=CC(=C(C=C3)O)O)\O)/C(=O)[C@@](C2=O)(C1(C)C)CC=C(C)C)C[C@H](CC=C(C)C)C(=C)C)C
InChi Key
DTTONLKLWRTCAB-UDFURZHRSA-N
InChi Code
InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h11-12,14,16-17,19,27-28,39-41H,7,13,15,18,20-21H2,1-6,8-10H3/b32-31+/t27-,28+,37+,38-/m0/s1
Chemical Name
(1S,3E,5R,7R)-3-[(3,4-dihydroxyphenyl)-hydroxymethylidene]-6,6-dimethyl-5,7-bis(3-methylbut-2-enyl)-1-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]bicyclo[3.3.1]nonane-2,4,9-trione
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~50 mg/mL (~82.95 mM)
Ethanol : ~20 mg/mL (~33.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (4.15 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.6589 mL 8.2946 mL 16.5893 mL
5 mM 0.3318 mL 1.6589 mL 3.3179 mL
10 mM 0.1659 mL 0.8295 mL 1.6589 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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