CHEBI:9518 - theasinensin A

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ChEBI Name theasinensin A
ChEBI ID CHEBI:9518
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C44H34O22
Net Charge 0
Average Mass 914.734
Monoisotopic Mass 914.15417
InChI InChI=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
InChIKey YUULFXAQUWEYNP-GXAWFILRSA-N
SMILES OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O2)C2=CC(O)=C(O)C(O)=C2C2=C(C=C(O)C(O)=C2O)[C@H]2OC3=C(C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=CC(O)=C3)C(O)=C1
Metabolite of Species Details
Camellia sinensis (NCBI:txid4442) Found in leaf (BTO:0000713). Species also known as Thea sinensis. See: DOI
Roles Classification
Biological Role(s): 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 alpha-glucosidase (EC 3.2.1.20).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
anticoronaviral agent
Any antiviral agent which inhibits the activity of coronaviruses.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
hypoglycemic agent
A drug which lowers the blood glucose level.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
melanin synthesis inhibitor
A depigmentation agent which inhibits the synthesis of melanin.
astringent
A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
(via tannin )
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ChEBI Ontology
Outgoing 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 Sources
(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
theasinensin A KEGG COMPOUND
Manual Xrefs Databases
390965 ChemSpider
C00001010 KNApSAcK
C09972 KEGG COMPOUND
FDB018261 FooDB
HMDB0038360 HMDB
LMPK12030006 LIPID MAPS
Theasinensin_A Wikipedia
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Registry Number Type Source
89064-31-3 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
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Last Modified
15 October 2021