Catalogue Number
BF-S1020
Analysis Method
HPLC,NMR,MS
Specification
98%
Storage
-20℃
Molecular Weight
198.17
Appearance
Yellow crystal
Botanical Source
Eugenia caryophyllata
Structure Type
Phenolics
Category
Standards;Natural Pytochemical;API
SMILES
CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O
Synonyms
1,8-dihydroxy-3-methylanthracene-9,10-dione/Chrysophal/2-methyl-4,5-dihydroxy-9,10-anthraquinone/CHRYSOPHANOL/1,8-Dihydroxy-3-Methyl-Anthraquinone/turkeyrhubarb/1,8-Dihydroxy-3-methyl-9,10-anthraquinone/9,10-Anthracenedione, 1,8-dihydroxy-3-methyl-/1,8-Dihydroxy-3-methylanthra-9,10-quinone/2-Methyl-4,5-dihydroxyanthraquinone/Chrysophanic acid/C.I. Natural Yellow 23/RHUBARB EXTRACT/3-methyl-1,8-dihydroxyanthraquinone/1,8-Dihydroxy-3-methylanthraquinone/1,8-dihydroxy-3-methyl-9,10-antraquinone
IUPAC Name
1,8-dihydroxy-3-methylanthracene-9,10-dione
Density
1.5±0.1 g/cm3
Solubility
Acetontrile; DMSO
Flash Point
263.9±25.2 °C
Boiling Point
489.5±45.0 °C at 760 mmHg
Melting Point
194-198 °C
InChl
InChl Key
WGK Germany
RID/ADR
HS Code Reference
2914690000
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:530-57-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
COA
31373015
OBJECTIVE:
Chrysophanol is a natural anthraquinone, also known as chrysophanic acid and 1,8-dihydroxy-3-methyl-anthraquinone. It has been widely used in the food and pharmaceutical fields. This review is intended to provide a comprehensive overview of the pharmacology, toxicity and pharmacokinetic researches of chrysophanol.
KEY FINDING:
Information on chrysophanol was collected from the Internet database PubMed, Elsevier, ResearchGate, Web of Science, Wiley Online Library and Europe PM using a combination of keywords including ‘pharmacology’, ‘toxicology’ and ‘pharmacokinetics’. The literature we collected included from January 2010 to June 2019. Chrysophanol has a wide spectrum of pharmacological effects, including anticancer, antioxidation, neuroprotection, antibacterial and antiviral, and regulating blood lipids. However, chrysophanol has obvious hepatotoxicity and nephrotoxicity, and pharmacokinetics indicate that the use of chrysophanol in combination with other drugs can reduce toxicity and enhance efficacy.
SUMMARY:
Chrysophanol can be used in many diseases. Future research directions include how the concentration of chrysophanol affects pharmacological effects and toxicity; the mechanism of synergy between chrysophanol and other drugs.
© 2019 Royal Pharmaceutical Society.
chrysophanol; pharmacokinetics; pharmacology; toxicology
Chrysophanol: a review of its pharmacology, toxicity and pharmacokinetics.
Xie L1, Tang H1, Song J1, Long J1, Zhang L1, Li X1.
2019 Oct
30781696
Chrysophanol is a unique anthraquinone having broad-spectrum therapeutic potential along with ecological importance. It is the first polyketide that has been reported to be biosynthesized in an organism-specific manner. The traditional Chinese and Korean medicinal systems provide evidence of the beneficial effects of chrysophanol on human health. The global distribution of chrysophanol encountered in two domains of life (bacteria and eukaryota) has motivated researchers to critically evaluate the properties of this compound. A plethora of literature is available on the pharmacological properties of chrysophanol, which include anticancer, hepatoprotective, neuroprotective, anti-inflammatory, antiulcer, and antimicrobial activities. However, the pharmacokinetics and toxicity studies on chrysophanol demand further investigations for it to be used as a drug. This is the first comprehensive review on the natural sources, biosynthetic pathways, and pharmacology of chrysophanol. Here we reviewed recent advancements made on the pharmacokinetics of the chrysophanol. Additionally, we have highlighted the knowledge gaps of its mechanism of action against diseases and toxicity aspects.
anthraquinone; chrysophanol; pharmacokinetics; pharmacology; toxicity
Chrysophanol: A Natural Anthraquinone with Multifaceted Biotherapeutic Potential.
Prateeksha1,2, Yusuf MA3, Singh BN4, Sudheer S5, Kharwar RN6, Siddiqui S7, Abdel-Azeem AM8, Fernandes Fraceto L9, Dashora K10, Gupta VK11.
2019 Feb 18
30129050
Chrysophanol is a phytochemical typically extracted from rhubarb. Similar to other extracts from rhubarb, chrysophanol possesses anticancer activity against diverse cancerous cells. However, the apoptotic effects of chrysophanol in ovarian cancer remain unknown. In the current study, we examined the antitumorigenic activity of chrysophanol in human epithelial ovarian cancer cells, such as ES2 and OVCAR3. Chrysophanol decreased cell viability and increased cell death in a dose-dependent manner. In addition, chrysophanol markedly increased the intracellular reactive oxygen species production in ES2 cells, but only increased it slightly in OVCAR3 cells. Consistent with increased reactive oxygen species production, extensive lipid peroxidation was detected in chrysophanol-treated ES2 cells compared with that in untreated cells, whereas lipid peroxidation was unchanged in OVCAR3 cells in response to chrysophanol. Although there were no significant changes in calcium ions in the of ES2 and OVCAR3 cells, the concentration of calcium in the mitochondria increased dose dependent through disruption of the mitochondrial membrane potential in both ES2 and OVCAR3 cells compared with nontreated control cells. Moreover, chrysophanol activated the MAPK signaling pathways in the ovarian cancer cells. In addition, ovarian cancer cell invasiveness was suppressed, which implied that chrysophanol plays a role in preventing ovarian cancer metastasis. In conclusion, chrysophanol exhibits an anticancer effect via mitochondrial calcium overload and MAPK activation, suggesting its potential as a novel anticancer agent for human epithelial ovarian cancer.
© 2018 Wiley Periodicals, Inc.
apoptosis; chrysophanol; invasiveness; mitochondria; ovarian cancer
Chrysophanol induces cell death and inhibits invasiveness via mitochondrial calcium overload in ovarian cancer cells.
Lim W1, An Y2, Yang C2, Bazer FW3, Song G2.
2018 Dec
Description :
Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K.
