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Theasinensin A

PubChem CID: 442543

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Compound Synonyms Theasinensin A, Theasinensin D, 89064-31-3, BGCDG, Spectrum_000210, SpecPlus_000187, CHEBI:9518, CHEMBL349197, [(2R,3R)-2-[2-[6-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-2-yl]-2,3,4-trihydroxy-phenyl]-3,4,5-trihydroxy-phenyl]-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate, 2',2'-BISEPIGALLOCATECHIN DIGALLATE, theasinensin A (D), Spectrum2_000166, Spectrum3_001800, Spectrum4_000886, Spectrum5_000886, BSPBio_003359, KBioGR_001292, KBioSS_000690, DivK1c_006283, SCHEMBL449649, SPBio_000031, KBio1_001227, KBio2_000690, KBio2_003258, KBio2_005826, KBio3_002861, DTXSID50331871, BDBM50240891, CCG-38377, 2',2''''-Bisepigallocatechin digallate, NCGC00178119-01, [(2R,3R)-2-[2-[6-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-2,3,4-trihydroxyphenyl]-3,4,5-trihydroxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate, C09972, Q27108424, 2-(2-{6-[5,7-dihydroxy-3-(3,4,5-trihydroxyphenylcarbonyloxy)-(2R,3R)-3,4-dihydro-2H-2-chromenyl]-2,3,4-trihydroxyphenyl}-3,4,5-trihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxyphenylcarbonyloxy)-(2R,3R)-3,4-dihydro-2H-chromene, Benzoic acid, 3,4,5-trihydroxy-, (4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-diyl)bis[(2R,3R)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-2,3-diyl] ester
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 395.0
Hydrogen Bond Donor Count 16.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CC1CC2CCCCC2CC1C1CCCCC1C1CCCCC1C1CC2CCCCC2CC1CC(C)C1CCCCC1)C1CCCCC1
Np Classifier Class Flavan-3-ols, Proanthocyanins
Deep Smiles OcccO[C@@H][C@@H]Cc6cc%10)O))))OC=O)cccO)ccc6)O))O))))))))cccO)ccc6cccccc6O))O))O)))[C@H]OcccO)ccc6C[C@H]%10OC=O)cccO)ccc6)O))O))))))))))O)))))))))))O))O
Heavy Atom Count 66.0
Classyfire Class Tannins
Description From oolong tea Camellia sinensis variety viridis. Theasinensin D is found in tea.
Scaffold Graph Node Level OC(OC1CC2CCCCC2OC1C1CCCCC1C1CCCCC1C1OC2CCCCC2CC1OC(O)C1CCCCC1)C1CCCCC1
Classyfire Subclass Complex tannins
Isotope Atom Count 0.0
Molecular Complexity 1530.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(2R,3R)-2-[2-[6-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-2,3,4-trihydroxyphenyl]-3,4,5-trihydroxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 4.2
Gsk 4 400 Rule False
Molecular Formula C44H34O22
Scaffold Graph Node Bond Level O=C(OC1Cc2ccccc2OC1c1ccccc1-c1ccccc1C1Oc2ccccc2CC1OC(=O)c1ccccc1)c1ccccc1
Prediction Swissadme 0.0
Inchi Key YUULFXAQUWEYNP-GXAWFILRSA-N
Silicos It Class Moderately soluble
Fcsp3 0.1363636363636363
Rotatable Bond Count 9.0
Synonyms 3,3'-bis-O-(3,4,5-Trihydroxybenzoyl) theasinensin E, Theasinensin D, theasinensin a
Esol Class Poorly soluble
Functional Groups cC(=O)OC, cO, cOC
Compound Name Theasinensin A
Prediction Hob Swissadme 0.0
Exact Mass 914.154
Formal Charge 0.0
Monoisotopic Mass 914.154
Hydrogen Bond Acceptor Count 22.0
Molecular Weight 914.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -7.941787163636365
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
Smiles C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4[C@@H]5[C@@H](CC6=C(C=C(C=C6O5)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Camellia Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Eriobotrya Japonica (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/20549810