sappanchalcone
2-propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-, (E)-
Identification
| Name | sappanchalcone |
| IUPAC | (E)-3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)prop-2-en-1-one |
| CAS Number | 94344-54-4 |
| FDA UNII | Search |
| Molecular Formula | C16 H14 O5 |
| Molecular Weight | 286.28358000 |
| Nikkaji Number | J2.201.901E |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 581.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 430.00 °F. TCC ( 221.00 °C. ) (est) |
| logP (o/w) | 2.510 (est) |
| Soluble in | water, 611.4 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for sappanchalcone usage levels up to | not for fragrance use. |
| Recommendation for sappanchalcone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(2E)-3-(3,4-
dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-2-propen-1-one
(E)-3-(3,4-
dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-2-propen-1-one
(2E)-3-(3,4-
dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)prop-2-en-1-one
(E)-3-(3,4-
dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)prop-2-en-1-one
3-(3,4-
dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)prop-2-en-1-one
2'-
methoxy-3,4,4'-trihydroxychalcone
2-
propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-, (2E)-
2-
propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-, (E)-
3,4,4'-
trihydroxy-2'-methoxychalcone
PubMed:
Inhibitory activities of Lignum Sappan extractives on growth and growth-related signaling of tumor cells.
PubMed:
Medicinal plants used for menstrual disorders in Latin America, the Caribbean, sub-Saharan Africa, South and Southeast Asia and their uterine properties: a review.
PubMed:
Suppression of melanin synthesis by the phenolic constituents of sappanwood (Caesalpinia sappan).
PubMed:
Mechanism of sappanchalcone-induced growth inhibition and apoptosis in human oral cancer cells.
PubMed:
Vasorelaxant activity of Sappan Lignum constituents and extracts on rat aorta and mesenteric artery.
PubMed:
Effects of sappanchalcone on the cytoprotection and anti-inflammation via heme oxygenase-1 in human pulp and periodontal ligament cells.
PubMed:
Antioxidant properties of benzylchroman derivatives from Caesalpinia sappan L. against oxidative stress evaluated in vitro.
PubMed:
Protective effects of 3'-deoxy-4-O-methylepisappanol from Caesalpinia sappan against glutamate-induced neurotoxicity in primary cultured rat cortical cells.
PubMed:
Cytoprotective constituents of the heartwood of Caesalpinia sappan on glutamate-induced oxidative damage in HT22 cells.
PubMed:
Anti-inflammatory constituents of Sappan Lignum.
PubMed:
Anti-allergic activity of principles from the roots and heartwood of Caesalpinia sappan on antigen-induced beta-hexosaminidase release.
PubMed:
In vitro anti-influenza viral activities of constituents from Caesalpinia sappan.
PubMed:
A new 3-benzylchroman derivative from Sappan Lignum (Caesalpinia sappan).
PubMed:
[A new flavonoid from heartwood of Caesalpinia sappan].
PubMed:
In vitro study for inhibition of NO production about constituents of Sappan Lignum.
PubMed:
Xanthine oxidase inhibitors from the heartwood of Vietnamese Caesalpinia sappan.
PubMed:
Anticonvulsant compounds from the wood of Caesalpinia sappan L.
PubMed:
[Sappanchalcone from Caesalpinia sappan L., the proposed biosynthetic precursor of brazilin].