precursor

Showing entry for Pinosylvin

Identification

PhytoHub ID
PHUB000322
Name
Pinosylvin
Systematic Name
Not Available
Synonyms
  • 3,5-Dihydroxystilbene
  • Stilbene-3,5-diol
CAS Number
Not Available
Average Mass
212.248
Monoisotopic Mass
212.083729626
Chemical Formula
C14H12O2
IUPAC Name
5-[(1E)-2-phenylethenyl]benzene-1,3-diol
InChI Key
YCVPRTHEGLPYPB-VOTSOKGWSA-N
InChI Identifier
InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+
SMILES
OC1=CC(\C=C\C2=CC=CC=C2)=CC(O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
4.81e-02 g/l
LogS (ALOGPS)
-3.65
LogP (ALOGPS)
3.28
Hydrogen Acceptors
2
Hydrogen Donors
2
Rotatable Bond Count
2
Polar Surface Area
40.46
Refractivity
65.47460000000001
Polarizability
23.503373573646886
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-6.178025722248195
pKa (strongest acidic)
8.657352552168394
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Stilbenes
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Stilbenes
Super-class
Phenylpropanoids and polyketides
Sub-class
Not Available
Direct Parent Name
Stilbenes
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Hydrocarbon derivatives", "Organooxygen compounds", "Resorcinols", "Styrenes"]
External Descriptor Annotations
["Diphenyl ethers, biphenyls, dibenzyls and stilbenes", "Stilbenes", "pinosylvin"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzenoid", "Hydrocarbon derivative", "Monocyclic benzene moiety", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Resorcinol", "Stilbene", "Styrene"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(39.02292522,3.211401749);(63.02292522,1.570991515);(65.03857442,1.438586574);(78.04639902,2.841237586);(79.05422362,1.593938487);(110.0362272,3.608119843);(111.0440518,1.750567154);(133.0284026,1.44574567);(135.0440518,1.670960319);(141.0698728,4.608206434);(147.0440518,1.692458163);(157.0284026,1.532996918);(158.0362272,2.000930918);(168.0569623,1.408714399);(170.0362272,1.471659717);(171.0440518,2.362596725);(172.0518764,1.855806553);(173.059701,3.176830972);(182.0362272,1.957623299);(183.0440518,2.439303913);(183.0804361,1.752157094);(184.0518764,2.816958056);(185.059701,1.734237921);(186.0675256,1.744662482);(187.0753502,1.55375997);(194.0726115,1.597907807);(196.0518764,3.831382482);(197.059701,6.670785412);(211.0753502,4.783826509);(212.0831748,25.77119785);(213.0865673,4.104447513)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(41.03912516,0.1503447621);(43.01838972,0.1308276382);(51.0234751,0.145804329);(53.03912516,0.1213694549);(55.05477522,0.0297784954);(65.03912516,0.0984195409);(68.99765427,0.034310732);(71.01330434,0.0665740786);(79.05477522,0.9552393496);(103.0547752,2.389351609);(111.0446045,0.941568987);(117.0340398,0.0359251955);(127.0547752,0.1779791941);(129.0704253,0.1642610971);(135.0446045,2.357031754);(143.0860754,0.137687542);(145.1017254,0.0591909762);(149.0602545,0.136289601);(153.0340398,0.029504651);(159.0446045,0.141920307);(161.0602545,0.1206053411);(163.0759046,0.0297784954);(169.0653399,0.166317786);(171.08099,0.1620852653);(173.0602545,0.0856513058);(183.0446045,0.0501269453);(185.0602545,0.1534841566);(187.0759046,0.1676443272);(195.08099,1.973894479);(197.0602545,1.00293781);(213.0915547,87.78409479)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.03912516,0.2407705486);(45.03403978,0.4007665933);(51.0234751,0.6539639443);(53.03912516,0.259290474);(65.03912516,0.3257943582);(68.99765427,0.335340502);(71.01330434,0.2597198836);(79.05477522,2.208625205);(93.03403978,0.3164273368);(103.0547752,10.10426133);(111.0446045,2.054190957);(117.0340398,0.3959169952);(127.0547752,2.313105674);(129.0704253,2.47514293);(135.0446045,9.653585902);(143.0860754,0.1570703895);(145.1017254,0.3467623168);(149.0602545,0.4746753436);(153.0340398,0.3575571098);(155.0496898,0.283513715);(159.0446045,0.3945279522);(161.0602545,0.2456420167);(169.0653399,1.255928859);(171.08099,0.9735868777);(173.0602545,0.2326806888);(183.0446045,0.2440301014);(185.0602545,1.322909815);(187.0759046,0.9670733526);(195.08099,2.777450057);(197.0602545,1.525679708);(213.0915547,56.44400907)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01838972,1.332079809);(51.0234751,7.90938031);(53.03912516,1.856077247);(65.03912516,0.8070080153);(75.0234751,0.7265155305);(77.03912516,1.753407542);(79.05477522,5.399370962);(93.03403978,6.091184105);(103.0547752,17.05169199);(111.0446045,3.033124382);(117.0340398,5.51937055);(127.0547752,7.794279047);(129.0704253,2.453766406);(135.0446045,10.9493103);(143.0860754,1.832883706);(145.1017254,0.97546043);(151.0547752,0.9608757025);(153.0340398,2.171319997);(153.0704253,1.875213811);(155.0496898,1.902063884);(159.0446045,1.452883965);(161.0602545,1.002723905);(169.0653399,0.8032523222);(171.08099,0.7502867196);(177.0704253,1.046542307);(179.0496898,1.101898936);(185.0602545,1.038046996);(187.0759046,1.387791596);(195.08099,3.81404511);(197.0602545,3.123786967);(213.0915547,2.084357454)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(17.00273965,0.1506168911);(39.0234751,0.013364985);(41.00273965,0.3393586867);(43.01838972,0.1281410604);(49.00782503,0.0092506434);(51.0234751,0.0643227957);(53.03912516,0.0154421303);(57.03403978,0.0253244623);(77.03912516,0.1708723832);(83.01330434,0.0545358671);(101.0391252,0.0257511135);(109.0289544,0.1664854302);(125.0391252,0.0102363667);(127.0547752,0.0358914187);(133.0289544,0.025664309);(141.0704253,0.4593355276);(143.0860754,0.0408127003);(147.0446045,0.0218859134);(153.0340398,0.0046225077);(157.0289544,0.0092506434);(159.0446045,0.0642822991);(161.0602545,0.0154421303);(167.0496898,0.1213286848);(169.0653399,0.2864827174);(171.0446045,0.014574421);(181.0289544,0.0066999873);(183.0446045,0.033112913);(185.0602545,0.1835241981);(193.0653399,0.7743431918);(195.0446045,0.1750442317);(211.0759046,96.55399939)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,0.1337488599);(39.0234751,0.1202409867);(41.00273965,0.3332842166);(43.01838972,0.0767402049);(49.00782503,0.0375905199);(51.0234751,0.1093540573);(57.03403978,0.0452458669);(77.03912516,0.5450921356);(83.01330434,0.0951481538);(91.01838972,0.0249572847);(101.0391252,0.1402353414);(109.0289544,0.4995822398);(125.0391252,0.0685268846);(127.0547752,0.4044186428);(133.0289544,0.1395650409);(141.0704253,0.9908107296);(143.0860754,0.3247738084);(147.0446045,0.1657287221);(151.0547752,0.0433491547);(153.0340398,0.0197399832);(157.0289544,0.0375905199);(159.0446045,0.1089677631);(167.0496898,1.494168558);(169.0653399,2.834153619);(171.0446045,0.1011348189);(181.0289544,0.1020805745);(183.0446045,0.2862935056);(185.0602545,0.5020250043);(193.0653399,1.816035455);(195.0446045,0.7872903341);(211.0759046,87.61212701)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(17.00273965,0.3506644739);(39.0234751,0.6483482272);(41.00273965,5.853406205);(43.01838972,0.9425961837);(51.0234751,1.14516219);(57.03403978,0.7869496203);(67.01838972,0.8779232873);(77.03912516,9.439759596);(83.01330434,0.515079878);(91.01838972,1.639794832);(101.0391252,2.484522401);(109.0289544,5.810586094);(125.0391252,3.333604437);(127.0547752,4.126864012);(133.0289544,1.955698603);(141.0704253,6.076668539);(143.0860754,2.253028971);(147.0446045,0.4180147594);(151.0183897,1.098977479);(151.0547752,1.633798389);(153.0340398,3.509182521);(159.0446045,0.9507175274);(167.0496898,4.278181506);(169.0653399,8.550187803);(175.0547752,0.5697724204);(181.0289544,0.5650019155);(183.0446045,1.900769118);(185.0602545,3.529402253);(193.0653399,3.791498458);(195.0446045,5.494900225);(211.0759046,15.46893808)

Food Sources

NameGroup
GrapeFruit, Berries PublicationsShow
PeanutNuts PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Pinosylvin Resveratrol (trans-)ratplasmahost metabolismNot AvailableNot AvailableNot AvailableC14H12O3228.078644246 Publications
Pinosylvin Resveratrol (cis-)ratplasmahost metabolismNot AvailableNot AvailableNot AvailableC14H12O3228.078644246 Publications
Pinosylvin Pinosylvin-glucuronideratplasmahost metabolismNot AvailableNot AvailableNot AvailableC20H20O8 388.1158 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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