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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:54:21 UTC
Update Date2022-03-07 02:55:26 UTC
HMDB IDHMDB0037655
Secondary Accession Numbers
  • HMDB37655
Metabolite Identification
Common NameProanthocyanidin A2
DescriptionProanthocyanidin A2, also known as ec-(4b,8)(2b,7)-ec or procyanidin A2, belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Proanthocyanidin A2 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, proanthocyanidin A2 has been detected, but not quantified in, several different foods, such as chinese cinnamons, ceylon cinnamons, lingonberries, cinnamons, and peanuts. This could make proanthocyanidin A2 a potential biomarker for the consumption of these foods. Procyanidin A2 is a A type proanthocyanidin. Procyanidin B2 can be converted into procyanidin A2 by radical oxidation using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals under neutral conditions.
Structure
Data?1563863067
Synonyms
ValueSource
Epicatechin-(2beta->7,4beta->8)-epicatechinChEBI
Epicatechin-(2b->7,4b->8)-epicatechinGenerator
Epicatechin-(2β->7,4β->8)-epicatechinGenerator
(+)-Proanthocyanidin a2HMDB
EC-(4b,8)(2b,7)-ecHMDB
Proanthocyanidin a-2HMDB
Procyanidin a2HMDB
Procyanidin dimer a2HMDB
ProcyanidoepicatechinHMDB
Procyanidol a2HMDB
Chemical FormulaC30H24O12
Average Molecular Weight576.51
Monoisotopic Molecular Weight576.126776213
IUPAC Name(1R,5R,6R,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol
Traditional Name(1R,5R,6R,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol
CAS Registry Number41743-41-3
SMILES
O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C1=C(O[C@@]3(OC4=C([C@H]1[C@H]3O)C(O)=CC(O)=C4)C1=CC(O)=C(O)C=C1)C=C2O
InChI Identifier
InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26-,27-,29-,30+/m1/s1
InChI KeyNSEWTSAADLNHNH-LSBOWGMISA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassBiflavonoids and polyflavonoids
Direct ParentBiflavonoids and polyflavonoids
Alternative Parents
Substituents
  • A-type proanthocyanidin
  • Bi- and polyflavonoid skeleton
  • Proanthocyanidin
  • Catechin
  • Pyranoflavonoid
  • Flavan-3-ol
  • Hydroxyflavonoid
  • 3'-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • Flavan
  • Pyranochromene
  • Chromane
  • 1-benzopyran
  • Benzopyran
  • Catechol
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Ketal
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Secondary alcohol
  • Polyol
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point300 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP2.43ALOGPS
logP3.59ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)8.66ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area209.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity144.2 m³·mol⁻¹ChemAxon
Polarizability55.55 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+224.41130932474
DeepCCS[M-H]-222.58730932474
DeepCCS[M-2H]-256.37830932474
DeepCCS[M+Na]+230.15230932474
AllCCS[M+H]+235.232859911
AllCCS[M+H-H2O]+233.532859911
AllCCS[M+NH4]+236.732859911
AllCCS[M+Na]+237.132859911
AllCCS[M-H]-231.232859911
AllCCS[M+Na-2H]-232.732859911
AllCCS[M+HCOO]-234.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Proanthocyanidin A2O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C1=C(O[C@@]3(OC4=C([C@H]1[C@H]3O)C(O)=CC(O)=C4)C1=CC(O)=C(O)C=C1)C=C2O7189.6Standard polar33892256
Proanthocyanidin A2O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C1=C(O[C@@]3(OC4=C([C@H]1[C@H]3O)C(O)=CC(O)=C4)C1=CC(O)=C(O)C=C1)C=C2O5296.0Standard non polar33892256
Proanthocyanidin A2O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C1=C(O[C@@]3(OC4=C([C@H]1[C@H]3O)C(O)=CC(O)=C4)C1=CC(O)=C(O)C=C1)C=C2O5729.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Proanthocyanidin A2,1TMS,isomer #1C[Si](C)(C)O[C@@H]1CC2=C(O)C=C3O[C@]4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5[C@H](C3=C2O[C@@H]1C1=CC=C(O)C(O)=C1)[C@H]4O5551.7Semi standard non polar33892256
Proanthocyanidin A2,1TMS,isomer #2C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5559.2Semi standard non polar33892256
Proanthocyanidin A2,1TMS,isomer #3C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5542.1Semi standard non polar33892256
Proanthocyanidin A2,1TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@@H]2C3=C(O)C=C(O)C=C3O[C@@]1(C1=CC=C(O)C(O)=C1)OC1=CC(O)=C3C[C@@H](O)[C@@H](C4=CC=C(O)C(O)=C4)OC3=C125517.4Semi standard non polar33892256
Proanthocyanidin A2,1TMS,isomer #5C[Si](C)(C)OC1=CC(O)=CC2=C1[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5534.1Semi standard non polar33892256
Proanthocyanidin A2,1TMS,isomer #6C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5548.8Semi standard non polar33892256
Proanthocyanidin A2,1TMS,isomer #7C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5555.4Semi standard non polar33892256
Proanthocyanidin A2,1TMS,isomer #8C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5553.6Semi standard non polar33892256
Proanthocyanidin A2,1TMS,isomer #9C[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(O)C=C(O)C=C3O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5470.3Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #1C[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(O)C=C(O)C=C3O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5357.1Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #10C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5413.0Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #11C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5392.5Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #12C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O)C=C1O5415.4Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #13C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5415.8Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #14C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5394.1Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #15C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C5379.3Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #16C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5323.4Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #17C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5384.9Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #18C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5368.8Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #19C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5382.0Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #2C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5412.7Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #20C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5391.8Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #21C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5372.6Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #22C[Si](C)(C)OC1=CC(O)=CC2=C1[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5413.5Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #23C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5389.7Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #24C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5385.7Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #25C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)=CC=C1O5391.6Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #26C[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(O)C=C(O)C=C3O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5322.7Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #27C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5384.3Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #28C[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5348.1Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #29C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5403.7Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #3C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5394.1Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #30C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5410.4Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #31C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5378.0Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #32C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5386.5Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #33C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5331.5Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #34C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5344.6Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #35C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O[Si](C)(C)C5372.7Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #36C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5329.1Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #4C[Si](C)(C)OC1=CC(O)=CC2=C1[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5425.3Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #5C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5406.6Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #6C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O5403.0Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #7C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)=CC=C1O5405.1Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #8C[Si](C)(C)O[C@@H]1CC2=C(O)C=C3O[C@]4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5[C@H](C3=C2O[C@@H]1C1=CC=C(O)C(O)=C1)[C@H]4O[Si](C)(C)C5413.0Semi standard non polar33892256
Proanthocyanidin A2,2TMS,isomer #9C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5347.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #1C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5195.1Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #10C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O)C=C1O5195.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #11C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5207.3Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #12C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5240.3Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #13C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C5261.2Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #14C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5274.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #15C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5211.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #16C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O5182.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #17C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5194.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #18C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5233.3Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #19C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5276.3Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #2C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5191.1Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #20C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O5278.3Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #21C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)=CC=C1O5291.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #22C[Si](C)(C)OC1=CC(O)=CC2=C1[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5311.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #23C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5204.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #24C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5224.1Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #25C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5258.9Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #26C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5237.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #27C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O[Si](C)(C)C5256.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #28C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O[Si](C)(C)C)=CC=C1O5246.5Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #29C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5205.5Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #3C[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5255.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #30C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5138.1Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #31C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O)C=C1O5104.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #32C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5121.5Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #33C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5157.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #34C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C5194.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #35C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5218.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #36C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O)C=C1O5204.1Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #37C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5214.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #38C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5284.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #39C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C5279.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #4C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5214.1Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #40C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5150.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #41C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5164.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #42C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5199.0Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #43C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5227.9Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #44C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5205.2Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #45C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5154.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #46C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5188.0Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #47C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5167.9Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #48C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5199.0Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #49C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O[Si](C)(C)C5227.5Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #5C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O5183.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #50C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5188.3Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #51C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5128.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #52C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5087.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #53C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5103.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #54C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5145.2Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #55C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5205.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #56C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5182.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #57C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5190.0Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #58C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5261.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #59C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5135.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #6C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)=CC=C1O5201.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #60C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5146.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #61C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5186.0Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #62C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5137.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #63C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5182.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #64C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5146.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #65C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5266.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #66C[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5244.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #67C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5278.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #68C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)=CC=C1O5288.5Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #69C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5181.7Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #7C[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(O)C=C(O)C=C3O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5203.9Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #70C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5200.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #71C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5181.1Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #72C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5145.9Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #73C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O[Si](C)(C)C5232.9Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #74C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)=CC=C1O5166.1Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #75C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O[Si](C)(C)C)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5207.0Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #76C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)[C@@H]1O5205.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #77C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)[C@@H]1O5221.9Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #78C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5193.2Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #79C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5209.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #8C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5283.3Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #80C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O[Si](C)(C)C5282.6Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #81C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5226.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #82C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5126.8Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #83C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5149.4Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #84C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O[Si](C)(C)C5191.9Semi standard non polar33892256
Proanthocyanidin A2,3TMS,isomer #9C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5219.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #1C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5079.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #10C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O4957.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #100C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O4964.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #101C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O4897.0Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #102C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)[C@H](O)C4)O[C@](C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)[C@@H]1O4964.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #103C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)[C@@H]1O4976.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #104C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5074.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #105C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5010.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #106C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5033.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #107C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5021.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #108C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5009.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #109C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C4922.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #11C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5033.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #110C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C4932.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #111C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O4995.0Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #112C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O[Si](C)(C)C)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5087.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #113C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5069.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #114C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)[C@@H]1O[Si](C)(C)C5090.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #115C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5054.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #116C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)=CC=C1O5071.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #117C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O[Si](C)(C)C5158.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #118C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5069.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #119C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C4960.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #12C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O[Si](C)(C)C)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5113.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #120C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C4979.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #121C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O[Si](C)(C)C5039.0Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #122C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O[Si](C)(C)C)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)[C@@H]1O4987.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #123C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O[Si](C)(C)C)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)[C@@H]1O5007.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #124C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)(O2)[C@@H]1O5100.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #125C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O[Si](C)(C)C5084.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #126C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5027.0Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #13C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O5078.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #14C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)=CC=C1O5096.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #15C[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5147.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #16C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5000.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #17C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5023.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #18C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5081.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #19C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5022.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #2C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5003.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #20C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O[Si](C)(C)C5082.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #21C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O[Si](C)(C)C)=CC=C1O5045.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #22C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5081.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #23C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O)C=C1O5008.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #24C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5018.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #25C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5143.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #26C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C5169.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #27C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O4964.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #28C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O4978.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #29C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5053.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #3C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O)C=C1O4941.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #30C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5107.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #31C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5027.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #32C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O4965.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #33C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O5026.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #34C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O4985.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #35C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)=CC=C1O5038.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #36C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O[Si](C)(C)C5113.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #37C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5084.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #38C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O5014.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #39C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5019.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #4C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O4956.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #40C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5146.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #41C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O4968.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #42C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O4978.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #43C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5056.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #44C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O4973.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #45C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5027.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #46C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O4986.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #47C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)[C@@H]1O5077.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #48C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)[C@@H]1O5094.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #49C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O[Si](C)(C)C)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5159.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #5C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5026.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #50C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O5138.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #51C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O[Si](C)(C)C5164.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #52C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O[Si](C)(C)C)=CC=C1O5159.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #53C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5101.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #54C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5038.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #55C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5061.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #56C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O[Si](C)(C)C5113.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #57C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O[Si](C)(C)C)C4=C3O[C@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O4990.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #58C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O)C=C1O4947.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #59C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O4962.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #6C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C5089.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #60C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5061.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #61C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C5080.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #62C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O4934.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #63C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O4944.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #64C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C4969.2Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #65C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5016.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #66C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O4979.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #67C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O4899.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #68C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O4961.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #69C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O4914.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #7C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5086.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #70C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O4975.0Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #71C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O[Si](C)(C)C5032.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #72C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5096.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #73C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O[Si](C)(C)C)C(O)=C3)(O2)[C@@H]1O4971.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #74C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O[Si](C)(C)C)=C3)(O2)[C@@H]1O4986.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #75C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C5080.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #76C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5047.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #77C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O[Si](C)(C)C)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5024.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #78C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5030.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #79C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5038.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #8C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O[Si](C)(C)C)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5010.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #80C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5043.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #81C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O[Si](C)(C)C5150.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #82C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5021.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #83C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C4935.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #84C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5003.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #85C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C4948.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #86C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5016.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #87C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C5070.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #88C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O[Si](C)(C)C)C=C1O5009.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #89C[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C5056.3Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #9C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O[Si](C)(C)C)C5)O2)[C@H]3O)C=C1O4947.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #90C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O4994.5Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #91C[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)=CC=C1O5010.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #92C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@@H]1C3=C(C=C(O[Si](C)(C)C)C4=C3O[C@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O4987.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #93C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O4939.1Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #94C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O[Si](C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O4948.8Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #95C[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C)=CC=C1O5054.6Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #96C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O4924.9Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #97C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O4933.7Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #98C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C4964.4Semi standard non polar33892256
Proanthocyanidin A2,4TMS,isomer #99C[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C)C=C1O4890.3Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1CC2=C(O)C=C3O[C@]4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5[C@H](C3=C2O[C@@H]1C1=CC=C(O)C(O)=C1)[C@H]4O5754.1Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5810.5Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5793.5Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H]2C3=C(O)C=C(O)C=C3O[C@@]1(C1=CC=C(O)C(O)=C1)OC1=CC(O)=C3C[C@@H](O)[C@@H](C4=CC=C(O)C(O)=C4)OC3=C125737.9Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5769.7Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5755.0Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5800.9Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5791.9Semi standard non polar33892256
Proanthocyanidin A2,1TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(O)C=C(O)C=C3O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5715.5Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(O)C=C(O)C=C3O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5855.2Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C(C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5907.3Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5871.1Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #12CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C4)(O2)[C@@H]3O)C=C1O5897.7Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C4)(O2)[C@@H]3O)C=C1O5904.0Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C(C)(C)C)C=C1O5861.8Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #15CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O[Si](C)(C)C(C)(C)C5881.4Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #16CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C(C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5809.0Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #17CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(C=C(O)C=C4O[Si](C)(C)C(C)(C)C)O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5890.6Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #18CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C5)OC4=C3[C@@H]2[C@H]1O5852.7Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #19CC(C)(C)[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5862.8Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C(C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5895.3Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #20CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C4)(O2)[C@@H]3O)=CC=C1O5872.3Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #21CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O[Si](C)(C)C(C)(C)C)=CC=C1O5852.3Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #22CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C(C)(C)C5899.4Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #23CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O[Si](C)(C)C(C)(C)C5855.8Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #24CC(C)(C)[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C(C)(C)C)C=C1O5850.9Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #25CC(C)(C)[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O[Si](C)(C)C(C)(C)C)=CC=C1O5865.9Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #26CC(C)(C)[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(O)C=C(O)C=C3O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O[Si](C)(C)C(C)(C)C5814.3Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #27CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5877.0Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #28CC(C)(C)[Si](C)(C)OC1=CC2=C(C3=C1C[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O3)[C@H]1C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O[C@@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5852.0Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #29CC(C)(C)[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5894.8Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=C(C[C@H]2O[Si](C)(C)C(C)(C)C)C(O)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)=CC=C1O5883.2Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #30CC(C)(C)[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5907.6Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #31CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5848.7Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #32CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC3=CC(O)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5861.7Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #33CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O[Si](C)(C)C(C)(C)C)=C4C[C@@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5818.0Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #34CC(C)(C)[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C(C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)=CC=C1O5813.7Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #35CC(C)(C)[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O[Si](C)(C)C(C)(C)C5866.9Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #36CC(C)(C)[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O[Si](C)(C)C(C)(C)C)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O)C5)O2)[C@H]3O)C=C1O5803.7Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1[C@@H]1C3=C(C=C(O)C4=C3O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O[Si](C)(C)C(C)(C)C)C4)O[C@](C3=CC=C(O)C(O)=C3)(O2)[C@@H]1O5904.9Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=C4C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C5=CC=C(O)C(O)=C5)OC4=C3[C@@H]2[C@H]1O5878.6Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=CC=C([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C(C)(C)C)C5)O2)[C@H]3O)C=C1O5875.3Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1=CC([C@]23OC4=CC(O)=CC(O)=C4[C@H](C4=C(C=C(O)C5=C4O[C@H](C4=CC=C(O)C(O)=C4)[C@H](O[Si](C)(C)C(C)(C)C)C5)O2)[C@H]3O)=CC=C1O5889.3Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)O[C@@H]1CC2=C(O)C=C3O[C@]4(C5=CC=C(O)C(O)=C5)OC5=CC(O)=CC(O)=C5[C@H](C3=C2O[C@@H]1C1=CC=C(O)C(O)=C1)[C@H]4O[Si](C)(C)C(C)(C)C5883.3Semi standard non polar33892256
Proanthocyanidin A2,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=C(C[C@H]2O)C(O[Si](C)(C)C(C)(C)C)=CC2=C3[C@H]3C4=C(O)C=C(O)C=C4O[C@@](C4=CC=C(O)C(O)=C4)(O2)[C@@H]3O)C=C1O5827.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ab9-0502790000-304f891b1b3211f028e22017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (1 TMS) - 70eV, Positivesplash10-05d0-9501045000-a879ec29ba94548eeefc2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS ("Proanthocyanidin A2,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_1_6) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_1_7) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_1_8) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_1_9) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_11) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_12) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_13) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Proanthocyanidin A2 GC-MS (TMS_2_14) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 10V, Positive-QTOFsplash10-056r-0310690000-54ea277863ce3855e4f22017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 20V, Positive-QTOFsplash10-056r-0600930000-0793c36e7b827dadce6b2017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 40V, Positive-QTOFsplash10-0a4i-0900010000-eb8f4971f0158e4f45e62017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 10V, Negative-QTOFsplash10-004i-0110290000-ced82e7f8aa80a1b71ad2017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 20V, Negative-QTOFsplash10-0pk9-0910470000-77ee610d048e0f3bfd152017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 40V, Negative-QTOFsplash10-0a6r-0910000000-d53675b4ba6a9383bc642017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 10V, Negative-QTOFsplash10-004i-0000090000-97b4f0ce6c2f2f87ffc02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 20V, Negative-QTOFsplash10-004i-0000390000-a31ae9550ae47c29b14a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 40V, Negative-QTOFsplash10-00di-0230960000-c4d953d28ea849c225452021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 10V, Positive-QTOFsplash10-004i-0000090000-0dcabebc8b6917f57a622021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 20V, Positive-QTOFsplash10-004i-0010690000-044c8d9bc85848e481512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Proanthocyanidin A2 40V, Positive-QTOFsplash10-00di-1900660000-e3c8e610d8a5925f91952021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB016778
KNApSAcK IDC00002934
Chemspider IDNot Available
KEGG Compound IDC10237
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkProanthocyanidin_A2
METLIN IDNot Available
PubChem Compound124025
PDB IDNot Available
ChEBI ID28472
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .