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274666

Sigma-Aldrich

Thymoquinone

≥98%

Synonyme(s) :

2-Isopropyl-5-methyl-1,4-benzoquinone

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About This Item

Formule empirique (notation de Hill):
C10H12O2
Numéro CAS:
490-91-5
Poids moléculaire :
164.20
Numéro CE :
207-721-1
Numéro MDL:
MFCD00001602
Code UNSPSC :
12171500
ID de substance PubChem :
24856596
Nomenclature NACRES :
NA.47

Niveau de qualité

100

Pureté

≥98%

Forme

solid

Technique(s)

titration: suitable

Couleur

yellow

Point d'ébullition

230-232 °C (lit.)

Pf

45-47 °C (lit.)

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

CC(C)C1=CC(=O)C(C)=CC1=O

InChI

1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3

Clé InChI

KEQHJBNSCLWCAE-UHFFFAOYSA-N

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Description générale

Thymoquinone (TQ), also known as 2-isopropyl-5-methyl-1, 4-benzoquinone, is present in a crystalline triclinic form. It is the bioactive constituent of the volatile oil of black seed. TQ exhibits anti-inflammatory, antioxidant and anti-neoplastic effects both in vitro and in vivo.

Application

Thymoquinone has been used as an inhibitor of Escherichia coli ATP synthase and cell growth. It is also used as a drug against lower limb ischemia-reperfusion injury of the sciatic nerve and femoral muscle.
Thymoquinone is employed in preclinical studies as a neuroprotective and anticonvulsant agent.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

219.2 °F - closed cup

Point d'éclair (°C)

104 °C - closed cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
MKCW8357
MKCT7547
0000235718
0000235720
MKCR1699

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Disulfiram Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1690

Disulfiram

Thymol meets analytical specification of Ph. Eur., BP, NF, 99-101%

Sigma-Aldrich

16254

Thymol

Formononetin analytical standard

Supelco

94334

Formononetin

Hesperidin ≥80% (HPLC)

Sigma-Aldrich

H5254

Hesperidin

Allyl sulfide 97%

Sigma-Aldrich

A35801

Allyl sulfide

Inna I Severina et al.
FEBS letters, 587(13), 2018-2024 (2013-05-15)
Since the times of the Bible, an extract of black cumin seeds was used as a medicine to treat many human pathologies. Thymoquinone (2-demethylplastoquinone derivative) was identified as an active antioxidant component of this extract. Recently, it was shown that
Samir Attoub et al.
Fundamental & clinical pharmacology, 27(5), 557-569 (2012-07-14)
Phytochemical compounds are emerging as a new generation of anticancer agents with limited toxicity in cancer patients. The purpose of this study was to investigate the potential impact of thymoquinone (TQ), the major constituent of black seed, on survival, invasion
Anjali Singh et al.
Colloids and surfaces. B, Biointerfaces, 102, 822-832 (2012-10-30)
This research aims to formulate and characterize solid lipid nanoparticles (SLNs) of Thymoquinone (THQ-SLNs) for the effective treatment of liver cirrhosis. Formulations were prepared using solvent injection method and optimized by the Box-Behnken experimental design to get the desired particle
Arumugam Paramasivam et al.
Toxicology letters, 213(2), 151-159 (2012-06-27)
Thymoquinone (TQ) is a bioactive component derived from the medicinal plant Nigella sativa. Recent studies reported that TQ exhibited cytotoxic effects in several cancer cell lines. Currently, no information in the literature is found concerning its mechanisms and cytotoxicity on
Hala Gali-Muhtasib et al.
The international journal of biochemistry & cell biology, 38(8), 1249-1253 (2005-11-30)
There has been growing interest in naturally occurring compounds with anti-cancer potential. Black seed is one of the most extensively studied plants. This annual herb grows in countries bordering the Mediterranean Sea and India. Thymoquinone (TQ) is the bioactive constituent
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