precursor

Showing entry for Peonidin

Identification

PhytoHub ID
PHUB001626
Name
Peonidin
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
301.273
Monoisotopic Mass
301.070664559
Chemical Formula
C16H13O6
IUPAC Name
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium
InChI Key
XFDQJKDGGOEYPI-UHFFFAOYSA-O
InChI Identifier
InChI=1S/C16H12O6/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16/h2-7H,1H3,(H3-,17,18,19,20)/p+1
SMILES
COC1=CC(=CC=C1O)C1=[O+]C2=C(C=C1O)C(O)=CC(O)=C2
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
2.38e-02 g/l
LogS (ALOGPS)
-4.15
LogP (ALOGPS)
2.61
Hydrogen Acceptors
6
Hydrogen Donors
4
Rotatable Bond Count
2
Polar Surface Area
103.29000000000002
Refractivity
88.59540000000001
Polarizability
30.141700449679963
Formal Charge
1
Physiological Charge
-1
pKa (strongest basic)
-4.90136353188422
pKa (strongest acidic)
6.0123365353908715
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Anthocyanins

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
O-methylated flavonoids
Direct Parent Name
3'-O-methylated flavonoids
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Anisoles", "Anthocyanidins", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Organic cations", "Oxacyclic compounds", "Phenoxy compounds", "Polyols"]
External Descriptor Annotations
["Anthocyanidins", "anthocyanidin cation"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3-hydroxyflavonoid", "3p-methoxyflavonoid-skeleton", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alkyl aryl ether", "Anisole", "Anthocyanidin", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Ether", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(120.020578,4.485322027);(121.0284026,3.158236934);(122.0362272,3.235189035);(123.0440518,3.328766741);(134.0362272,1.780535083);(135.0440518,1.571438869);(136.0154921,1.320478213);(148.0154921,3.452738466);(149.0233167,6.239675006);(150.0311413,5.29301829);(151.0389659,3.015119049);(152.0467905,1.606276516);(216.0417046,1.275285444);(228.0417046,1.375118715);(229.0495292,1.600390098);(230.0573538,1.503178421);(256.0366187,3.349845324);(257.0444433,2.55608138);(258.0522679,3.4449644);(259.0600925,1.404169202);(269.0444433,1.313250909);(270.0522679,5.73315146);(271.0600925,5.742730782);(272.0679171,6.977161691);(282.0522679,4.345491571);(283.0600925,2.731144071);(284.0315328,2.946166672);(285.0393574,3.898324414);(299.0550066,1.888913887);(300.0628312,7.968405141);(301.0662259,1.459432188)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(57.01550142,3.340336046);(71.03115062,1.336974696);(73.04679982,1.919028165);(113.0417139,2.799487573);(207.0471913,1.294725192);(211.0605026,1.017821824);(223.0784897,3.793372286);(265.0710659,0.9841964732);(307.1180135,2.143064254);(351.1262389,1.910916411);(359.1129276,1.209585416);(365.1055038,1.286603418);(365.1418881,1.365895317);(366.1497127,0.9066210822);(459.1473655,1.379266475);(475.1786639,0.8904840946);(501.1579288,3.80429686);(502.1599776,1.627314669);(515.173578,3.375340253);(516.175663,1.482621503);(516.1814026,4.451245375);(517.183489,1.955881666);(517.1892272,2.145800793);(518.1820359,0.9089626898);(518.1913151,0.9431889311);(543.1868893,1.783834932);(544.1887519,0.8942442355);(572.189628,1.236859012);(573.1974526,8.021281926);(574.199352,4.116307146);(575.1978976,2.178140928)
LC-MS/MSLC-ESI-QFTpositivelowView Spectrum(258.0532,1.1);(286.0476,25.46);(301.0708,100.0)
LC-MS/MSLC-ESI-ITpositivelowView Spectrum(189.0496,0.1);(203.1952,0.12);(230.016,0.59);(241.1213,0.17);(245.1239,0.21);(255.344,0.12);(257.1594,0.15);(258.1576,2.6);(268.0767,0.39);(269.1488,0.32);(273.1137,0.36);(286.0482,100.0);(301.1265,11.3)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(57.03403978,0.3813580376);(61.06533991,0.1599289077);(73.0289544,0.0558145629);(77.06025453,0.0772853159);(87.04460446,0.0872385547);(127.0759046,0.0503177208);(129.0915547,0.1797966873);(131.1072047,0.179643886);(187.097034,0.0864817511);(189.112684,0.0864817511);(201.112684,0.0407523536);(227.1283341,0.0943213437);(229.1439842,0.0943526187);(231.1596342,0.0921723053);(257.1388988,0.0843831545);(259.1545488,0.0843831545);(261.1701989,0.059337404);(271.1545488,0.1377919268);(273.1701989,0.1011273292);(275.185849,0.1011273292);(285.1701989,0.1040266468);(285.1701989,0.0960654501);(287.1494635,0.0701867285);(287.185849,0.1049946867);(287.185849,0.0960654501);(289.1651135,0.0701867285);(291.1807636,0.0701867285);(299.185849,3.56566358);(299.185849,0.1339010886);(301.1651135,1.023743795);(302.0790382,92.43088302)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(57.03403978,1.409917887);(59.04968984,1.486081609);(87.04460446,0.2578018925);(89.06025453,0.3623625115);(127.0759046,0.4559680744);(129.0915547,0.7519410864);(131.1072047,0.8097652928);(227.1283341,0.3685594436);(229.1439842,0.3767638436);(243.1596342,0.2467098949);(253.1439842,0.5962940694);(255.1596342,1.188794957);(257.1388988,0.3789081011);(257.1752843,0.5925008872);(259.1545488,0.3789081011);(261.1701989,0.3393116158);(267.1596342,1.386183811);(269.1752843,1.489745948);(271.1545488,1.351237729);(273.1701989,0.7136948427);(275.185849,0.7136948427);(281.1752843,0.2613034889);(283.1545488,0.42468315);(285.1701989,13.53414093);(285.1701989,0.4971985841);(287.185849,13.49702743);(287.185849,0.4971985841);(299.185849,11.87531523);(299.185849,0.2564692843);(301.1651135,4.657517852);(302.0790382,38.84399902)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(57.03403978,1.54846711);(69.03403978,4.862599789);(109.0653399,2.959442855);(111.0446045,1.663059274);(111.08099,3.297348286);(113.09664,4.049956579);(115.1122901,1.420112133);(123.0446045,7.248913028);(125.0602545,4.114233793);(127.0759046,4.856555351);(129.0915547,6.056878888);(131.1072047,5.215072528);(141.0915547,1.943751465);(143.0708192,1.609070167);(143.1072047,2.013478683);(145.0864693,1.880151251);(147.1021193,1.880151251);(225.1490695,1.838886631);(227.1283341,2.249803059);(227.1647196,2.097624412);(229.1439842,4.288320379);(231.1596342,3.599890287);(243.1596342,1.434401644);(271.1545488,2.718844255);(273.1701989,2.277439678);(275.185849,2.277439678);(281.1752843,3.494949335);(283.1545488,3.314007903);(299.185849,8.988861781);(299.185849,1.850749875);(301.1651135,2.949538651)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(15.0234751,0.065871641);(31.01838972,0.2920686991);(41.00273965,0.0809562812);(55.01838972,0.2115326662);(57.03403978,0.1785174825);(71.01330434,0.0570088318);(99.04460446,0.1148394595);(127.0759046,0.0295630394);(129.0915547,0.0472888157);(141.0551691,0.0494995463);(143.0708192,0.153559256);(145.0864693,0.153559256);(157.0864693,0.0346171193);(159.1021193,0.0352367003);(185.0813839,0.0469997827);(187.097034,0.0470004794);(199.097034,0.0419216438);(201.112684,0.0419216718);(203.1283341,0.0400296927);(269.1388988,0.1006639705);(271.1545488,0.0769959343);(273.1701989,0.0772498759);(283.1545488,0.0797649711);(283.1545488,0.1304833781);(285.1701989,0.0797649711);(285.1701989,0.1304853124);(289.1651135,0.0288369103);(297.1701989,2.013727779);(297.1701989,0.108326512);(299.1494635,1.367164298);(300.0633881,94.08454402)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(15.0234751,0.1875844272);(17.00273965,0.1973627217);(31.01838972,0.340557267);(41.00273965,0.2645885754);(55.01838972,2.937835252);(57.03403978,0.6001149588);(85.0289544,0.2394693384);(99.04460446,0.2556514416);(111.0446045,0.3573270194);(185.0813839,0.3064677787);(187.097034,0.3071035375);(239.1283341,0.5100632387);(241.1439842,0.5087061496);(243.1596342,0.5093848034);(255.1232487,1.264598027);(257.1388988,1.264598027);(259.1545488,1.25960905);(269.1388988,0.9115719707);(271.1545488,0.8358347922);(273.1701989,0.8468912758);(283.1545488,0.6859662502);(283.1545488,0.5698367574);(285.1338134,0.4058368439);(285.1701989,0.6859662502);(285.1701989,0.5710188677);(287.1494635,0.4058368439);(289.1651135,0.4058368439);(297.1701989,4.632418609);(297.1701989,0.2002153791);(299.1494635,6.468440912);(300.0633881,71.06330679)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,4.238107532);(55.01838972,2.663375331);(57.03403978,3.616391925);(59.04968984,2.087386845);(67.01838972,2.242956986);(83.01330434,4.397895616);(85.0289544,1.080375718);(87.04460446,1.440306069);(99.04460446,2.343805352);(109.0289544,1.709445273);(111.0446045,1.892417206);(113.0602545,1.842532442);(115.0759046,1.375765662);(125.023869,23.46595372);(129.0551691,7.506464098);(131.0708192,7.450032275);(185.1177694,1.049315241);(187.1334195,1.049315241);(229.1439842,1.136561818);(239.1283341,1.22765786);(241.1439842,1.187510915);(243.1596342,1.720345416);(259.1545488,2.285004473);(269.1388988,3.931505417);(271.1545488,2.989487065);(273.1701989,5.189834977);(283.1545488,1.368194023);(285.1701989,1.368194023);(297.1701989,2.288812752);(299.1494635,2.211993859);(300.0633881,1.643054869)

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Peonidin Peonidin glucuronidehumanplasma, urinehost metabolism1h-3h<20 nmol/L<1%C23H23O12491.4289566 Detailed Intervention Studies Publications
Peonidin PeonidinhumanurineunchangedNo dataNo data<1%C16H13O6301.070664559 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Peonidin Peonidin glucuronideAgeNot studied
Peonidin Peonidin glucuronideBmiNot studied
Peonidin Peonidin glucuronideEthnicityNot studied
Peonidin Peonidin glucuronideGenotypeNot studied
Peonidin Peonidin glucuronideHealth_statusNot studied
Peonidin Peonidin glucuronideMicrobiotaNot studied
Peonidin Peonidin glucuronideSexNot studied
Peonidin Peonidin glucuronideSmokingNot studied
Peonidin PeonidinAgeNo effect
Peonidin PeonidinBmiNo effect
Peonidin PeonidinEthnicityNo effect
Peonidin PeonidinGenotypeNo effect
Peonidin PeonidinHealth_statusNo effect
Peonidin PeonidinMicrobiotaNo effect
Peonidin PeonidinSexNo effect
Peonidin PeonidinSmokingNo effect
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