1-(3',4'-Dihydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-ol

Identification

PhytoHub ID
PHUB001044
Name
1-(3',4'-Dihydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-ol
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
292.287
Monoisotopic Mass
292.094688235
Chemical Formula
C15H16O6
IUPAC Name
2-[3-(3,4-dihydroxyphenyl)-2-hydroxypropyl]benzene-1,3,5-triol
InChI Key
DZAUWHJDUNRCTF-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C15H16O6/c16-9(3-8-1-2-12(18)15(21)4-8)5-11-13(19)6-10(17)7-14(11)20/h1-2,4,6-7,9,16-21H,3,5H2
SMILES
OC(CC1=CC(O)=C(O)C=C1)CC1=C(O)C=C(O)C=C1O
Structure

Calculated Properties

Solubility (ALOGPS)
3.28e-01 g/l
LogS (ALOGPS)
-2.95
LogP (ALOGPS)
0.83
Hydrogen Acceptors
6
Hydrogen Donors
6
Rotatable Bond Count
4
Polar Surface Area
121.38000000000001
Refractivity
76.5712
Polarizability
28.66089047609266
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.816716023247702
pKa (strongest acidic)
9.081731763458784
Number of Rings
2
Rule of Five
No
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Flavonoid metabolites
Sub-class
Phenylvalerolactones and phenylvaleric acids

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
(-)-EpicatechinPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Procyanidin dimer B2PolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
LC-MS/MSLC-ESI-UNKNOWNNegativemediumView Spectrum(57.4,0.001001);(59.0,0.24824825);(73.2,0.003003);(80.8,0.01001001);(84.8,0.002002);(89.3,0.002002);(91.1,0.004004);(92.9,0.01601602);(94.4,0.002002);(95.0,0.01601602);(99.4,0.00800801);(100.9,0.002002);(104.7,0.004004);(107.0,0.01001001);(109.1,0.26526527);(118.0,0.003003);(118.9,0.12212212);(121.0,0.16816817);(122.3,0.03603604);(135.0,0.1031031);(137.2,1.0);(138.7,0.001001);(141.0,0.001001);(144.6,0.001001);(149.3,0.00700701);(165.9,0.00900901);(181.2,0.36736737)
LC-MS/MSLC-ESI-UNKNOWNNegativelowView Spectrum(59.0,0.00700701);(72.6,0.001001);(93.0,0.002002);(99.0,0.003003);(109.0,0.003003);(119.1,0.003003);(120.8,0.003003);(123.0,0.001001);(135.1,0.001001);(137.0,0.05505506);(141.2,0.003003);(144.9,0.002002);(148.7,0.001001);(151.3,0.001001);(181.2,1.0)
LC-MS/MSLC-ESI-UNKNOWNNegativehighView Spectrum(52.9,0.01001001);(57.0,0.00800801);(59.2,1.0);(67.2,0.01601602);(78.4,0.00600601);(81.2,0.08508509);(90.2,0.01201201);(91.0,0.02402402);(93.0,0.35435435);(96.7,0.00600601);(106.8,0.01801802);(107.5,0.04204204);(108.2,0.10710711);(109.4,0.58858859);(116.9,0.03603604);(119.0,0.16716717);(121.0,0.18918919);(122.3,0.04604605);(134.4,0.03803804);(135.3,0.24824825)
LC-MS/MSLC-ESI-UNKNOWNNegativehighView Spectrum(52.8,0.03803804);(59.2,1.0);(65.3,0.10510511);(78.7,0.02302302);(80.8,0.11311311);(89.9,0.06006006);(91.4,0.13513514);(93.3,0.41341341);(108.0,0.62362362);(109.0,0.69169169);(117.0,0.21821822);(118.9,0.08308308);(121.3,0.12812813);(133.6,0.05305305);(135.2,0.09009009)
LC-MS/MSLC-ESI-UNKNOWNNegativemediumView Spectrum(59.0,1.0);(70.7,0.002002);(79.0,0.00600601);(80.9,0.03903904);(89.5,0.003003);(91.3,0.01601602);(93.0,0.11611612);(95.2,0.05705706);(107.4,0.03703704);(107.8,0.03103103);(109.3,0.53353353);(118.0,0.01201201);(118.9,0.2032032);(121.1,0.41141141);(121.9,0.14014014);(135.3,0.31631632);(137.0,0.16816817);(166.0,0.00900901);(181.2,0.01301301)
LC-MS/MSLC-ESI-QNegativemediumView Spectrum(59.0,0.249);(80.8,0.01);(92.9,0.017);(95.0,0.016);(107.0,0.01);(109.1,0.265);(118.9,0.123);(121.0,0.168);(122.3,0.036);(135.0,0.104);(137.2,1.0);(181.2,0.367)
LC-MS/MSLC-ESI-QNegativemediumView Spectrum(59.0,1.0);(80.9,0.039);(91.3,0.016);(93.0,0.116);(95.2,0.057);(107.4,0.037);(107.8,0.031);(109.3,0.534);(118.0,0.012);(118.9,0.203);(121.1,0.412);(121.9,0.14);(135.3,0.317);(137.0,0.168);(181.2,0.013)
LC-MS/MSLC-ESI-QNegativehighView Spectrum(52.9,0.01);(59.2,1.0);(67.2,0.016);(81.2,0.085);(90.2,0.012);(91.0,0.024);(93.0,0.355);(106.8,0.018);(107.5,0.042);(108.2,0.107);(109.4,0.589);(116.9,0.036);(119.0,0.167);(121.0,0.19);(122.3,0.046);(134.4,0.038);(135.3,0.248)
LC-MS/MSLC-ESI-QNegativehighView Spectrum(52.8,0.038);(59.2,1.0);(65.3,0.105);(78.7,0.023);(80.8,0.113);(89.9,0.06);(91.4,0.135);(93.3,0.414);(108.0,0.624);(109.0,0.692);(117.0,0.218);(118.9,0.083);(121.3,0.128);(133.6,0.053);(135.2,0.09)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
(-)-EpicatechinAlmondNuts PublicationsShow
(-)-EpicatechinAppleFruit, Pomes PublicationsShow
Procyanidin dimer B2AppleFruit, Pomes PublicationsShow
(-)-EpicatechinApple ciderBeverages, Alcoholic PublicationsShow
Procyanidin dimer B2Apple ciderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinApple juiceBeverages, Non-alcoholic PublicationsShow
Procyanidin dimer B2Apple juiceBeverages, Non-alcoholic PublicationsShow
(-)-EpicatechinApricotFruit, Drupes PublicationsShow
Procyanidin dimer B2ApricotFruit, Drupes PublicationsShow
(-)-EpicatechinBeerBeverages, Alcoholic PublicationsShow
(-)-EpicatechinBlack teaTeas and herbal teas PublicationsShow
Procyanidin dimer B2Black teaTeas and herbal teas PublicationsShow
(-)-EpicatechinBlackberryFruit, Berries PublicationsShow
Procyanidin dimer B2BlackberryFruit, Berries PublicationsShow
(-)-EpicatechinBroad beanPulses and beans PublicationsShow
(-)-EpicatechinChocolateCocoa and cocoa products PublicationsShow
(-)-EpicatechinCiderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinCocoaCocoa and cocoa products PublicationsShow
Procyanidin dimer B2CocoaCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa beanCocoa and cocoa products PublicationsShow
Procyanidin dimer B2Cocoa beanCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa powderCocoa and cocoa products PublicationsShow
(-)-EpicatechinCommon chokecherryFruit, Drupes PublicationsShow
(-)-EpicatechinCommon walnutNuts PublicationsShow
(-)-EpicatechinEuropean cranberryFruit, Berries PublicationsShow
(-)-EpicatechinEuropean plumFruit, Drupes PublicationsShow
(-)-EpicatechinGrapeFruit, Berries PublicationsShow
(-)-EpicatechinGreen teaTeas and herbal teasShow
Procyanidin dimer B2Green teaTeas and herbal teas PublicationsShow
(-)-EpicatechinPeachFruit, Drupes PublicationsShow
(-)-EpicatechinPearFruit, Pomes PublicationsShow
(-)-EpicatechinPomegranateFruit, Tropical fruits PublicationsShow
(-)-EpicatechinStrawberryFruit, Berries PublicationsShow
(-)-EpicatechinSweet cherryFruit, Drupes PublicationsShow
(-)-EpicatechinTeaTeas and herbal teas PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
(-)-Epicatechin 1-(3',4'-Dihydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-olin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC15H16O6292.094688235 Publications
Procyanidin dimer B2 1-(3',4'-Dihydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-olin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC15H16O6292.094688235 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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