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173933-40-9

173933-40-9 Structure

173933-40-9 Structure
IdentificationBack Directory
[Name]

HISPOLON(P)
[CAS]

173933-40-9
[Synonyms]

HISPOLON(P)
(3Z,5E)-6-(3,4-dihydroxyphenyl)-4-hydroxyhexa-3,5-dien-2-one
3,5-Hexadien-2-one, 6-(3,4-dihydroxyphenyl)-4-hydroxy-, (3Z,5E)-
[Molecular Formula]

C12H12O4
[MDL Number]

MFCD16876372
[MOL File]

173933-40-9.mol
[Molecular Weight]

220.22
Chemical PropertiesBack Directory
[Melting point ]

150.0-151.9 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
[Boiling point ]

477.2±45.0 °C(Predicted)
[density ]

1.336±0.06 g/cm3(Predicted)
[solubility ]

Acetone: Soluble
Methanol: Soluble
[form ]

Yellow solid.
[pka]

8.35±0.60(Predicted)
[color ]

Light yellow to yellow
[InChI]

InChI=1S/C12H12O4/c1-8(13)6-10(14)4-2-9-3-5-11(15)12(16)7-9/h2-7,14-16H,1H3/b4-2+,10-6-
[InChIKey]

QDVIEIMMEUCFMW-QXYPORFMSA-N
[SMILES]

CC(=O)/C=C(\O)/C=C/C1=CC=C(O)C(O)=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
Hazard InformationBack Directory
[Uses]

Hispolon, a polyphenol, can be isolated from Phellinus linteus. Hispolon possesses anticancer, antidiabetic, antioxidant, antiviral, hepatoprotective, anti-diabetic, and anti-inflammatory activities[1].
[in vivo]

Hispolon (2.5-10 mg/kg, i.p.) attenuates LPS-induced acute lung injury in mice[3].
Hispolon (5 and 10 mg/kg, s.c.) reduces tumor growth in DBTRG xenograft mice[4].

Animal Model:LPS-induced acute lung injury mice[3]
Dosage:2.5, 5 and 10 mg/kg
Administration:Intraperitoneal injection (i.p.)
Result:Alleviated the pathological effects in the LPS-challenged mouse.
Reduced the W/D ratio in the lung and MPO activity.
Decreased pro-Inflammatory cytokine production.
Animal Model:DBTRG xenograft mice[4]
Dosage:5 and 10 mg/kg
Administration:Subcutaneous injection (s.c.)
Result:Reduced tumor volume (RTV).
Inhibited GBM cell proliferation in vivo upon HE and ki-67 staining.
[References]

[1] Sarfraz A, et al. Hispolon: A natural polyphenol and emerging cancer killer by multiple cellular signaling pathways. Environ Res. 2020 Nov;190:110017.
[2] Arcella A, et al. Effects of hispolon on glioblastoma cell growth. Environ Toxicol. 2017 Sep;32(9):2113-2123. DOI:10.1002/tox.22419
[3] Huang CY, et al. Attenuation of Lipopolysaccharide-Induced Acute Lung Injury by Hispolon in Mice, Through Regulating the TLR4/PI3K/Akt/mTOR and Keap1/Nrf2/HO-1 Pathways, and Suppressing Oxidative Stress-Mediated ER Stress-Induced Apoptosis and Autophagy. Nutrients. 2020 Jun 10;12(6):1742. DOI:10.3390/nu12061742
[4] Liao KF, et al. Hispolon Induces Apoptosis, Suppresses Migration and Invasion of Glioblastoma Cells and Inhibits GBM Xenograft Tumor Growth In Vivo. Molecules. 2021 Jul 26;26(15):4497. DOI:10.3390/molecules26154497
Spectrum DetailBack Directory
[Spectrum Detail]

HISPOLON(P)(173933-40-9)1HNMR
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