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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Synonym 4-Isopropyltropolone
Anwendungen An apoptosis inducer and potent metal chelator
CAS Nummer: 499-44-5
Reinheit: ≥98%
Molekulargewicht: 164.2
Summenformel: 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.


Literaturhinweise

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

Erscheinung :
Powder
Aggregatzustand :
Solid
Löslichkeit :
Soluble in DMSO (up to 25 mg/ml), water (up to 25 mg/ml), ethanol, and ether.
LAGERUNG: :
Store at room temperature
Schmelztemperatur :
≥ 260° C (lit.)
Sidepunkt :
140° C (lit.) at 10 mmHg
Dichte :
1.13 g/cm3
Brechungsindex :
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)
Ki-Daten :
Tyrosinase : Ki= 60 nM (Agaricus bisporus)
pK Werte :
pKa: 7.06
Ausschließlich für Forschungszwecke. Nicht Geeignet für Verwendung in Diagnostik oder Therapie.
Deutsche WGK :
3
RTECS :
GU4200000
PubChem CID :
3611
Merck Index :
14: 9390
MDL-Nummer :
MFCD00040180
EC-Nummer :
207-880-7
SMILES :
CC(C)C1=CC=CC(=O)C(O)=C1

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