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G5173

Sigma-Aldrich

Garcinol

≥95%

Sinonimo/i:

(1R,5R,7R)-3-(3,4-Dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-1,7-bis(3-methyl-2-buten-1-yl)-5-[(2S)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-Bicyclo[3.3.1]non-3-ene-2,9-dione, Camboginol

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About This Item

Formula empirica (notazione di Hill):
C38H50O6
Numero CAS:
78824-30-3
Peso molecolare:
602.80
Numero MDL:
MFCD03700761
Codice UNSPSC:
12352200
ID PubChem:
329799938

Saggio

≥95%

Stato

powder

Colore

yellow

Solubilità

>5 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

C\C(C)=C\C[C@@H](C[C@@]12C[C@@H](C\C=C(\C)C)C(C)(C)[C@@](C\C=C(/C)C)(C(=O)C(=C1O)C(=O)c3ccc(O)c(O)c3)C2=O)C(C)=C

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/h11-12,14,16-17,19,27-28,39-40,42H,7,13,15,18,20-21H2,1-6,8-10H3/t27-,28+,37+,38-/m0/s1
QDKLRKZQSOQWJQ-SMDXAGPFSA-N

Azioni biochim/fisiol

Garcinol is a HAT (histone acetyltransferase) inhibitor. Garcinol is anti-inflammatory and anti-carcinogenic. Histone acetyltransferases provide opposing enzymatic mechanisms for chromatin remodeling and epigenetic control of gene expression. HATs are involved in regulation of transformation, transcription, differentiation, apoptosis, embryonic development and oncogenesis. IC50 p300 = 7 mM; IC50 PCAF = 5 mM (similar to anacardic acid). Garcinol is highly toxic compared to LTK-14, and does not discriminate between p300 and PCAF.
Garcinol is a HAT (histone acetyltransferase) inhibitor; anti-inflammatory; anti-carcinogenic.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
020M47231V
020M4723
089K47061
089K4706

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Zaorui Zhao et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(7), 2344-2351 (2012-03-08)
Histone acetylation has recently been implicated in learning and memory processes, yet necessity of histone acetylation for such processes has not been demonstrated using pharmacological inhibitors of histone acetyltransferases (HATs). As such, the present study tested whether garcinol, a potent
Aamir Ahmad et al.
Molecular cancer therapeutics, 11(10), 2193-2201 (2012-07-24)
Anticancer properties of Garcinia indica-derived garcinol are just beginning to be elucidated. We have earlier reported its cancer cell-specific induction of apoptosis in breast cancer cells, which was mediated through the downregulation of NF-κB signaling pathway. To gain further mechanistic
Aamir Ahmad et al.
Carcinogenesis, 33(12), 2450-2456 (2012-09-14)
Garcinol, obtained from Garcinia indica, has exhibited some promising anticancer activity. In particular, our earlier work has demonstrated its ability to inhibit cell proliferation and induction of apoptosis in multiple cancer cell lines representative of breast, prostate, as well as
Meng-Shih Weng et al.
Journal of agricultural and food chemistry, 59(3), 1031-1040 (2011-01-11)
Garcinol is a polyisoprenylated benzophenone derivative found in Garcinia indica fruit rind and other species. The potential antioxidative and neuroprotective effects of garcinol in rat cortical astrocyte were demonstrated in our laboratory recently. Here, the effects of garcinol on the
Mansi A Parasramka et al.
Molecular nutrition & food research, 57(2), 235-248 (2013-01-08)
Alterations in microRNA (miRNA/miR) genes are of biological importance in the pathophysiology of cancers, including pancreatic cancer (PaCa). Although growing evidence supports the role of miRNA in cancer, their response to dietary phytochemicals is less known. Previously, we showed that
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