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CHEBI:9518 - theasinensin A

ChEBI IDCHEBI:9518
ChEBI Nametheasinensin A
Stars
DefinitionA biflavonoid that is obtained by coupling of two molecules of (−)-epigallocatechin 3-gallate resulting in a bond between positions C-2 of the hydroxyphenyl ring. It is a natural product found in oolong tea.
Last Modified15 October 2021
DownloadsMolfile
FormulaC44H34O22
Net Charge0
Average Mass914.734
Monoisotopic Mass914.15417
SMILESO=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc(O)c(O)c(O)c1-c1c([C@H]2Oc3cc(O)cc(O)c3C[C@H]2OC(=O)c2cc(O)c(O)c(O)c2)cc(O)c(O)c1O)c1cc(O)c(O)c(O)c1
InChIInChI=1S/C44H34O22/c45-15-5-21(47)17-11-31(65-43(61)13-1-23(49)35(55)24(50)2-13)41(63-29(17)7-15)19-9-27(53)37(57)39(59)33(19)34-20(10-28(54)38(58)40(34)60)42-32(12-18-22(48)6-16(46)8-30(18)64-42)66-44(62)14-3-25(51)36(56)26(52)4-14/h1-10,31-32,41-42,45-60H,11-12H2/t31-,32-,41-,42-/m1/s1
InChIKeyYUULFXAQUWEYNP-GXAWFILRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Camellia sinensis (ncbitaxon:4442) leaf (BTO:0000713) DOI (10.1248/cpb.31.3906) Species also known as Thea sinensis.
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 3.2.1.20 (alpha-glucosidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of α-glucosidase (EC 3.2.1.20).
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
melanin synthesis inhibitor  A depigmentation agent which inhibits the synthesis of melanin.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
hypoglycemic agent  A drug which lowers the blood glucose level.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
astringent  A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
ChEBI Ontology
Outgoing Relation(s)
theasinensin A (CHEBI:9518) has functional parent (−)-epigallocatechin 3-gallate (CHEBI:4806)
theasinensin A (CHEBI:9518) has role anti-inflammatory agent (CHEBI:67079)
theasinensin A (CHEBI:9518) has role anticoronaviral agent (CHEBI:149553)
theasinensin A (CHEBI:9518) has role apoptosis inducer (CHEBI:68495)
theasinensin A (CHEBI:9518) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
theasinensin A (CHEBI:9518) has role hepatoprotective agent (CHEBI:62868)
theasinensin A (CHEBI:9518) has role hypoglycemic agent (CHEBI:35526)
theasinensin A (CHEBI:9518) has role melanin synthesis inhibitor (CHEBI:64933)
theasinensin A (CHEBI:9518) has role plant metabolite (CHEBI:76924)
theasinensin A (CHEBI:9518) is a biflavonoid (CHEBI:50128)
theasinensin A (CHEBI:9518) is a gallate ester (CHEBI:37576)
theasinensin A (CHEBI:9518) is a proanthocyanidin (CHEBI:26267)
IUPAC Name 
(4,4',5,5',6,6'-hexahydroxy[biphenyl]-2,2'-diyl)bis[(2R,3R)-5,7-dihydroxy-3,4-dihydro-2H-chromene-2,3-diyl] bis(3,4,5-trihydroxybenzoate)
Synonyms  Source
theasinensin AKEGG COMPOUND
(4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-diyl)bis{[(2R,3R)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2,3-diyl]} bis(3,4,5-trihydroxybenzoate)IUPAC
Manual XrefsDatabases
C09972KEGG COMPOUND
C00001010KNApSAcK
HMDB0038360HMDB
FDB018261FooDB
Theasinensin_AWikipedia
LMPK12030006LIPID MAPS
390965ChemSpider
Registry NumbersSources
CAS:89064-31-3KEGG COMPOUND
Citations