4H-1-benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxy-

CAS: 571-71-1 C19 H18 O8 MW: 374.34606000

Identification

Nameternatin
IUPAC5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxychromen-4-one
CAS Number571-71-1
FDA UNIIG60G0VQS3I
Molecular FormulaC19 H18 O8
Molecular Weight374.34606000
Nikkaji NumberJ94.561G

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 100.4 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 ternatin usage levels up tonot for fragrance use.
Recommendation for ternatin flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

zanthoxylum syncarpum root

Synonyms

4H-1- benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxy- 4',5- dihydroxy-3,3',7,8-tetramethoxyflavone 5- hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxychromen-4-one ternatin (flavonoid) PubMed: Protective Role of Ternatin Anthocyanins and Quercetin Glycosides from Butterfly Pea (Clitoria ternatea Leguminosae) Blue Flower Petals against Lipopolysaccharide (LPS)-Induced Inflammation in Macrophage Cells. PubMed: Structural basis for acceptor-substrate recognition of UDP-glucose: anthocyanidin 3-O-glucosyltransferase from Clitoria ternatea. PubMed: Crystal structure of UDP-glucose:anthocyanidin 3-O-glucosyltransferase from Clitoria ternatea. PubMed: Effects of bioflavonoid ternatin on liver regeneration and oxidative stress in rats. PubMed: Ternatin, a cyclic peptide isolated from mushroom, and its derivative suppress hyperglycemia and hepatic fatty acid synthesis in spontaneously diabetic KK-A(y) mice. PubMed: Ternatin pretreatment attenuates testicular injury induced by torsion/detorsion in Wistar rats. PubMed: (-)-Ternatin inhibits adipogenesis and lipid metabolism in 3T3-L1 cells. PubMed: Importance of the backbone conformation of (-)-ternatin in its fat-accumulation inhibitory activity against 3T3-L1 adipocytes. PubMed: Structure-based hybridization of the bioactive natural products rhizonin A and ternatin leading to a selective fat-accumulation inhibitor against 3T3-L1 adipocytes. PubMed: Chemodiversity of exudate flavonoids in Cassinia and Ozothamnus (Asteraceae, Gnaphalieae). PubMed: Design, synthesis, and biological evaluation of biotin-labeled (-)-ternatin, a potent fat-accumulation inhibitor against 3T3-L1 adipocytes. PubMed: Whole structure-activity relationships of the fat-accumulation inhibitor (-)-ternatin: recognition of the importance of each amino acid residue. PubMed: Biological activity, structural features, and synthetic studies of (-)-ternatin, a potent fat-accumulation inhibitor of 3T3-L1 adipocytes. PubMed: Synthesis and inhibitory effect on fat accumulation of (-)-ternatin derivatives modified in the beta-OH-D-Leu(7) moiety. PubMed: Purification and characterization of UDP-glucose: anthocyanin 3',5'-O-glucosyltransferase from Clitoria ternatea. PubMed: Convergent synthesis and in vivo inhibitory effect on fat accumulation of (-)-ternatin, a highly N-methylated cyclic peptide. PubMed: Identification of diverse microbial metabolites as potent inhibitors of HIV-1 Tat transactivation. PubMed: Identification of delphinidin 3-O-(6''-O-malonyl)-beta-glucoside-3'-O-beta-glucoside, a postulated intermediate in the biosynthesis of ternatin C5 in the blue petals of Clitoria ternatea (butterfly pea). PubMed: Ternatin, a flavonoid, prevents cyclophosphamide and ifosfamide-induced hemorrhagic cystitis in rats. PubMed: Ternatin, an anti-inflammatory flavonoid, inhibits thioglycolate-elicited rat peritoneal neutrophil accumulation and LPS-activated nitric oxide production in murine macrophages. PubMed: New erythroxane-type diterpenoids from Fagonia boveana (Hadidi) Hadidi & Graf. PubMed: Antiproliferative effects of compounds derived from plants of Northeast Brazil. PubMed: Inhibition by the bioflavonoid ternatin of aflatoxin B1-induced lipid peroxidation in rat liver. PubMed: Investigations on the gastroprotective and antidiarrhoeal properties of ternatin, a tetramethoxyflavone from Egletes viscosa. PubMed: Inhibition of lipid peroxidation by ternatin, a tetramethoxyflavone from Egletes viscosa L. PubMed: Five new anthocyanins, ternatins A3, B4, B3, B2, and D2, from Clitoria ternatea flowers. PubMed: Biologically active flavonoids and terpenoids from Egletes viscosa. PubMed: Protective effect of ternatin, a flavonoid isolated from Egletes viscosa less., in experimental liver injury. PubMed: Molecular structures of two crystalline forms of the cyclic heptapeptide antibiotic ternatin, cyclo[-beta-OH-D-Leu-D-Ile-(NMe)Ala-(NMe)Leu-Leu-(NMe)Ala-D-(NMe)Ala-]. PubMed: Anti-anaphylactic and anti-inflammatory effects of ternatin, a flavonoid isolated from Egletes viscosa Less. PubMed: [Chemical and chemotaxonomic studies of pterophyten. LXIV. Chemical studies on the contents of Sceptridium ternatum var. ternatum].