ternatin
4H-1-benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxy-
 
Notes:
from sceptridium ternatum; also isolated from egletes viscosa.
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CAS Number: 571-71-1Picture of molecule3D/inchi
Nikkaji Web: J94.561G
XlogP3-AA: 3.10 (est)
Molecular Weight: 374.34606000
Formula: C19 H18 O8
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 100.4 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Ternatin
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for ternatin usage levels up to:
 not for fragrance use.
 
Recommendation for ternatin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5459184
National Institute of Allergy and Infectious Diseases: Data
 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxychromen-4-one
Chemidplus: 0000571711
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References:
 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxychromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5459184
Pubchem (sid): 135029937
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB40991
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 zanthoxylum syncarpum root
Search Trop  Picture
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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)
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Articles:
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].
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