precursor metabolite

Showing entry for Isorhamnetin

Identification

PhytoHub ID
PHUB000662
Name
Isorhamnetin
Systematic Name
Not Available
Synonyms
  • 3,5,7,4'-Tetrahydroxy-3'-methoxyflavone
  • 3'-Methylquercetin
CAS Number
Not Available
Average Mass
316.265
Monoisotopic Mass
316.058302726
Chemical Formula
C16H12O7
IUPAC Name
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
InChI Key
IZQSVPBOUDKVDZ-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
SMILES
COC1=C(O)C=CC(=C1)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.49e-01 g/l
LogS (ALOGPS)
-3.33
LogP (ALOGPS)
1.96
Hydrogen Acceptors
7
Hydrogen Donors
4
Rotatable Bond Count
2
Polar Surface Area
116.45000000000002
Refractivity
81.34449999999998
Polarizability
30.56226663457362
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.9548376558370353
pKa (strongest acidic)
6.381413988597494
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
Flavonols

Taxonomy as Metabolite

Metabolite Family
(Poly)phenol metabolites
Metabolite Class
Flavonoid metabolites
Metabolite Sub-class
Flavonols (parent and host metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
QuercetinPolyphenolsFlavonoidsFlavonolsShow Food Phytochemical
Quercetin 4'-O-glucosidePolyphenolsFlavonoidsFlavonolsShow Food Phytochemical
Quercetin 3'-O-glucosidePolyphenolsFlavonoidsFlavonolsShow Food Phytochemical
QuercitrinPolyphenolsFlavonoidsFlavonolsShow Food Phytochemical
Cranberry flavonolsPolyphenolsFlavonoidsFlavonolsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavones
Direct Parent Name
Flavonols
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-O-methylated flavonoids", "3-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Anisoles", "Chromones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Oxacyclic compounds", "Phenoxy compounds", "Polyols", "Pyranones and derivatives", "Vinylogous acids"]
External Descriptor Annotations
["7-hydroxyflavonol", "Flavones and Flavonols", "flavonols", "monomethoxyflavone", "tetrahydroxyflavone"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3-hydroxyflavone", "3-hydroxyflavonoid", "3p-methoxyflavonoid-skeleton", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Ether", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Pyran", "Pyranone", "Vinylogous acid"]

Spectra from Online Resources

Record IDSourceDescriptionView
JP000694MassBankEI-B Spectrum - -, [M]+*View Spectra
PR040022MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 eV, [M-H]-View Spectra
PR040023MassBankLC-ESI-QTOF Spectrum - 30 eV, [M-H]-View Spectra
PR040024MassBankLC-ESI-QTOF Spectrum - 30 eV, [M+H]+View Spectra
PR040025MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 eV, [M+H]+View Spectra
PR100227MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100640MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS040101ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS040102ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS040103ReSpectN/A Spectrum - 30, [M+H]+View Spectra
PS040107ReSpectN/A Spectrum - 10, [M-H]-View Spectra
TY000220MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra
TY000221MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-0udi-0394000000-f903b8df9b79e6a94f442017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udi-0956000000-6286c6784746c9eba0e82017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0gb9-0219000000-c620190cc3878a4242f92017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0zfr-1941000000-10313269e61a0584f37f2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0gb9-0109000000-082620470bd7fd8a68972017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0ufr-0491000000-da6ec11ed89cc64a79722017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0139000000-141b68c1e564685b35ce2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0139000000-8fa57905e16cdfcc4e9e2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0udi-0493000000-2b88769e97319b5f076c2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0udi-1940000000-51e0d426523f81faa98b2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0gb9-0009000000-caca1c7784ed9828dfb42021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-0233e63233dadf52ffc52021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0zfr-0952000000-13e1d438b3f800cfc18a2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0gb9-0209000000-89d7fc697d82018c12282021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0gb9-0209000000-405d086d8e4de2b975b12021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Negativesplash10-0a4i-1910000000-170b80b866f2075e44e92021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-014i-0029000000-a9da21c499e339f09ac62021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0udi-0493000000-14bbb49d59d91543a76e2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0029000000-3458ddb4f7ba64eb81c82021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0019000000-bb7cbcffdd9f296b6b9b2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0079000000-c73663231834b1b1b79a2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uds-3790000000-3b8ca78684ffcba51bf12016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-57dd2505d869c8f411dc2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0169000000-38b50b4081dff638023b2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0frb-3890000000-3525a3f4676b6a964b712016-08-03View Spectrum

Food Sources

NameGroup
OnionVegetables, Onion-family PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
QuercetinAcerolaFruit, Tropical fruits PublicationsShow
QuercetinAmerican cranberryFruit, Berries PublicationsShow
QuercitrinAmerican cranberryFruit, Berries PublicationsShow
QuercetinAngelicaHerbs and Spices PublicationsShow
QuercetinAppleFruit, Pomes PublicationsShow
QuercitrinAppleFruit, Pomes PublicationsShow
QuercetinApple juiceBeverages, Non-alcoholic PublicationsShow
QuercitrinApple juiceBeverages, Non-alcoholic PublicationsShow
QuercetinBlack teaTeas and herbal teas PublicationsShow
QuercitrinBlack teaTeas and herbal teas PublicationsShow
QuercetinBlackberryFruit, Berries PublicationsShow
QuercetinBroccoliVegetables, Cabbages PublicationsShow
QuercetinCherry tomatoVegetables, Fruit vegetables PublicationsShow
QuercetinEuropean cranberryFruit, Berries PublicationsShow
QuercetinGreen teaTeas and herbal teas PublicationsShow
QuercetinLettuceVegetables, Leaf vegetables PublicationsShow
QuercitrinLettuceVegetables, Leaf vegetables PublicationsShow
QuercitrinOlive, blackFruit, Drupes PublicationsShow
QuercetinOnionVegetables, Onion-family PublicationsShow
Quercetin 4'-O-glucosideOnionVegetables, Onion-family PublicationsShow
QuercetinOrange juiceBeverages, Non-alcoholic PublicationsShow
QuercetinParsnipVegetables, Root vegetables PublicationsShow
QuercitrinRooibos teaBeverages, Non-alcoholic PublicationsShow
QuercetinTomatoVegetables, Fruit vegetables PublicationsShow
Quercetin 4'-O-glucosidered onionVegetables, Onion-family PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Quercetin Isorhamnetinhumanplasma, urinehost metabolismNot AvailableNot AvailableNot AvailableC16H12O7316.058302726 Publications
Quercetin 4'-O-glucoside Isorhamnetinhumanplasma, urinehost metabolism<1hNot Available<1%C16H12O7316.058302726 Publications
Quercetin 3'-O-glucoside Isorhamnetinhumanplasma, urinehost metabolism<1hNot Available<1%C16H12O7316.058302726 Publications
Cranberry flavonols Isorhamnetinhumanplasma, urineunknownNot AvailableNot AvailableNot AvailableC16H12O7316.058302726 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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