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Merck

G5173

Sigma-Aldrich

Garcinol

≥95%

Synonim(y):

(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

Wzór empiryczny (zapis Hilla):
C38H50O6
Numer CAS:
Masa cząsteczkowa:
602.80
Numer MDL:
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:

Próba

≥95%

Postać

powder

kolor

yellow

rozpuszczalność

>5 mg/mL

temp. przechowywania

−20°C

ciąg SMILES

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

Klucz InChI

QDKLRKZQSOQWJQ-SMDXAGPFSA-N

Działania biochem./fizjol.

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.
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
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
Chandra Sekhar Rao Kadiyala et al.
The Journal of biological chemistry, 287(31), 25869-25880 (2012-06-01)
Histone acetylation was significantly increased in retinas from diabetic rats, and this acetylation was inhibited in diabetics treated with minocycline, a drug known to inhibit early diabetic retinopathy in animals. Histone acetylation and expression of inflammatory proteins that have been
Takahiro Oike et al.
International journal of radiation oncology, biology, physics, 84(3), 815-821 (2012-03-16)
Non-homologous end joining (NHEJ), a major pathway used to repair DNA double-strand breaks (DSBs) generated by ionizing radiation (IR), requires chromatin remodeling at DSB sites through the acetylation of histones by histone acetyltransferases (HATs). However, the effect of compounds with

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