sappanchalcone

2-propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-, (E)-

CAS: 94344-54-4 C16 H14 O5 MW: 286.28358000

Identification

Namesappanchalcone
IUPAC(E)-3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)prop-2-en-1-one
CAS Number94344-54-4
FDA UNIISearch
Molecular FormulaC16 H14 O5
Molecular Weight286.28358000
Nikkaji NumberJ2.201.901E

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 ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for sappanchalcone usage levels up tonot for fragrance use.
Recommendation for sappanchalcone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

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].