Hinokitiol CAS: 499-44-5
MF: C10H12O2
MW: 164.2
An apoptosis inducer and potent metal chelator.

Hinokitiol (CAS 499-44-5)

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Sinónimo: 4-Isopropyltropolone
Solicitud: An apoptosis inducer and potent metal chelator
Número de CAS: 499-44-5
Pureza: ≥98%
Peso Molecular: 164.2
Fórmula Molecular: C10H12O2
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Hinokitol, an iron chelator originally extracted from woods of Thuja plicata and Chamaecyparis obtuse, has been found to inhibit ultraviolet B-induced apoptosis in keratinocytes of murine ear skin via antioxidant activity of metallothionein. Additionally, this compound has been found to also cause apoptotic cell death and cell cycle arrest of proliferating F9 cells via iron deprivation, resulting in an arrest at the G1-S interface or S phase. Antimicrobial activity has also been displayed by Hinokitiol through CPA (carboxypeptidase A) inhibition. Other studies have reported Hinokitiol to inhibit melanin synthesis by reducing protein levels of microphthalmia-associated transcription factor (MITF) and of Tyrosinase, a rate limiting melanogenic enzyme. Hinokitiol is an inhibitor of 12-LO.


References

1. Baba, T., et al. 1998. J. Invest. Dermatol.110: 24-28. PMID: 9424082
2. Inamori, Y., et al. 1999. Biol. Pharm. Bull. 22: 990-993. PMID: 10513629
3. Tanaka, T., et al. 1999. Cell Biol. Int. 23: 541-550. PMID: 10704238
4. Kim, D.S., et al. 2004. Arch. Pharm. Res. 27: 334-339. PMID: 15089040

Apariencia :
Powder
Estado de Materia :
Solid
Solubilidad :
Soluble in DMSO (up to 25 mg/ml), water (up to 25 mg/ml), ethanol, and ether.
ALMACENAMIENTO :
Store at room temperature
Punto de Fusión :
≥ 260° C (lit.)
Punto de ebullición :
140° C (lit.) at 10 mmHg
Densidad :
1.13 g/cm3
Indice de Refracción :
1.553
IC50 :
Tyrosinase: IC50 = 90 nM (Agaricus bisporus ); BRCA1-associated RING domain protein 1: IC50 = 3890 nM (human); FM3A (Breast carcinoma cells): IC50 = 1100 nM (Mus musculus); p53-binding protein Mdm-2: IC50 = 3580 nM (human)
Datos Ki :
Tyrosinase : Ki= 60 nM (Agaricus bisporus)
Valores de pK :
pKa: 7.06
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
3
RTECS :
GU4200000
PubChem CID :
3611
Indice de Merck :
14: 9390
Número MDL :
MFCD00040180
Número EC :
207-880-7
SMILES :
CC(C)C1=CC=CC(=O)C(O)=C1

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