Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H22O9 |
| Molecular Weight | 394.3726 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)CC1=CC(=O)C2=C(O1)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2C
InChI
InChIKey=HKIKAXXIWJHWLY-ZIIYPAMZSA-N
InChI=1S/C19H22O9/c1-7-3-10(22)14(19-17(26)16(25)15(24)12(6-20)28-19)18-13(7)11(23)5-9(27-18)4-8(2)21/h3,5,12,15-17,19-20,22,24-26H,4,6H2,1-2H3/t12-,15-,16+,17-,19+/m1/s1
Aloesin is a chromone derivative isolated from aloe vera. It has many biological effects, such as wound and burn healing properties, and antioxidant, free radical scavenging, anti-inflammatory, and immunomodulatory effects. Aloesin has been shown to be a potent and selective inhibitor of tyrosinase. It exhibited direct inhibitory effects on melanogenesis. Aloesin treatment showed pigmentation suppression in a dose-dependent manner. Thus, aloesin may be used as an agent that inhibits melanin formation induced by UV radiation. Aloesin is thought to be one of the active ingredients in regards to the anti-diabetic activity of Aloe. Aloesin exerts its anticancer effect through the MAPK signaling pathway. It is a novel therapeutic drug for ovarian cancer treatment.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The distribution of aloesin in some South African Aloe species. | 1967 Aug |
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| Aloesin and arbutin inhibit tyrosinase activity in a synergistic manner via a different action mechanism. | 1999 Jun |
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| Antioxidant, free radical scavenging and anti-inflammatory effects of aloesin derivatives in Aloe vera. | 2002 Nov |
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| Modulation of melanogenesis by aloesin: a competitive inhibitor of tyrosinase. | 2002 Oct |
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| Aloesin inhibits hyperpigmentation induced by UV radiation. | 2002 Sep |
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| In vitro and in vivo assessment of the genotoxic activity of aloesin. | 2011 Nov |
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| Aloesin as a medical food ingredient for systemic oxidative stress of diabetes. | 2015 Aug 10 |
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| Aloesin Suppresses Cell Growth and Metastasis in Ovarian Cancer SKOV3 Cells through the Inhibition of the MAPK Signaling Pathway. | 2017 |
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| Tyrosinase inhibitory components from Aloe vera and their antiviral activity. | 2017 Dec |
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| Aloesin from Aloe vera accelerates skin wound healing by modulating MAPK/Rho and Smad signaling pathways in vitro and in vivo. | 2017 May 15 |
Patents
Sample Use Guides
Aloesin did not induce reverse mutations in Salmonella typhimurium and Escherichia coli at any of the tested dose levels up to 10,000 ug/plate. Similarly, aloesin did not increase the incidence of chromosome aberrations when incubated with Chinese hamster lung cells at any of the tested concentrations up to 10,000 ug/mL.
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M1571
Created by
admin on Tue Oct 22 13:37:11 UTC 2019 , Edited by admin on Tue Oct 22 13:37:11 UTC 2019
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PRIMARY | Merck Index | ||
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160190
Created by
admin on Tue Oct 22 13:37:11 UTC 2019 , Edited by admin on Tue Oct 22 13:37:11 UTC 2019
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C069868
Created by
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30861-27-9
Created by
admin on Tue Oct 22 13:37:11 UTC 2019 , Edited by admin on Tue Oct 22 13:37:11 UTC 2019
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30861-27-9
Created by
admin on Tue Oct 22 13:37:11 UTC 2019 , Edited by admin on Tue Oct 22 13:37:11 UTC 2019
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PRIMARY |
SUBSTANCE RECORD
