precursor

Showing entry for Hesperidin

Identification

PhytoHub ID
PHUB000381
Name
Hesperidin
Synonyms
  • Ciratin
  • Hesperetin 7-O-rutinoside
CAS Number
Not Available
Average Mass
610.565
Monoisotopic Mass
610.189770395
Chemical Formula
C28H34O15
IUPAC Name
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one
InChI Key
QUQPHWDTPGMPEX-LLHRBZKSSA-N
InChI Identifier
InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17?,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
SMILES
COC1=C(O)C=C(C=C1)C1CC(=O)C2=C(O)C=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C=C2O1
Structure
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Calculated Properties

Solubility (ALOGPS)
2.69e+00 g/l
LogS (ALOGPS)
-2.36
LogP (ALOGPS)
-0.27
Hydrogen Acceptors
15
Hydrogen Donors
8
Rotatable Bond Count
7
Polar Surface Area
234.28999999999996
Refractivity
140.76700000000005
Polarizability
60.28645388318273
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.6121823516836606
pKa (strongest acidic)
8.609445995469542
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Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavanones

Spectra

Record IDSourceDescriptionView
BML00642MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML00653MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML00664MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML00674MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML00682MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML00690MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML81385MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML81386MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
FIO00483MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
FIO00484MassBankLC-ESI-QTOF Spectrum - 20 eV, unspecifiedView Spectra
FIO00485MassBankLC-ESI-QTOF Spectrum - 30 eV, unspecifiedView Spectra
FIO00486MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
FIO00487MassBankLC-ESI-QTOF Spectrum - 50 eV, unspecifiedView Spectra
FIO00488MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
FIO00489MassBankLC-ESI-QTOF Spectrum - 20 eV, unspecifiedView Spectra
FIO00490MassBankLC-ESI-QTOF Spectrum - 30 eV, unspecifiedView Spectra
FIO00491MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
FIO00492MassBankLC-ESI-QTOF Spectrum - 50 eV, unspecifiedView Spectra
PM000507ReSpectN/A Spectrum - 35%, [M+H]+View Spectra
PR100354MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100801MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS084907ReSpectN/A Spectrum - 10, [M-H]-View Spectra
PS084908ReSpectN/A Spectrum - 20, [M-H]-View Spectra
PS084909ReSpectN/A Spectrum - 30, [M-H]-View Spectra
PS084910ReSpectN/A Spectrum - 40, [M-H]-View Spectra
PS084911ReSpectN/A Spectrum - 50, [M-H]-View Spectra
PS084912ReSpectN/A Spectrum - 60, [M-H]-View Spectra
TY000026MassBankLC-ESI-ITTOF Spectrum - -, [M-H]-View Spectra
TY000027MassBankLC-ESI-ITTOF Spectrum - -, [M-H]-View Spectra
TY000035MassBankLC-ESI-ITTOF Spectrum - -, [M+H]+View Spectra
TY000036MassBankLC-ESI-ITTOF Spectrum - -, [M+H]+View Spectra
TY000205MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra
TY000206MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra

Food Sources

NameGroup
Grapefruit juiceBeverages, Non-alcoholic PublicationsShow
Orange juiceBeverages, Non-alcoholic PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Hesperidin Hesperetinhumanplasma, urineC16H14O6302.079038171
Hesperidin 3-(3'-Hydroxy-4'-methoxyphenyl)hydracrylic acidhumanurine (major)C10H12O5212.068473486 Publications
Hesperidin Hesperetin 3',7-O-diglucuronideratplasma, urineC28H30O18654.143214126 Publications
Hesperidin Hesperetin 3'-O-glucuronidehuman ratplasma, urineC22H22O12478.111126148 Publications
Hesperidin Hesperetin 3'-O-sulfatehumanplasma, urineC16H14O9S382.035852736 Publications
Hesperidin Hesperetin 5,7-O-diglucuronidehuman ratplasma, urineC28H30O18654.143214126 Publications
Hesperidin Hesperetin 7-O-glucuronidehuman ratplasma, urineC22H22O12478.111126148 Publications
Hesperidin Hesperetin sulfoglucuronidehuman ratplasma, urineC22H22O15S558.4722484 Publications
Hesperidin Hesperetin-O-sulfatehumanplasma, urineC16H14O9S382.3463889 Publications
Hesperidin 3-(3'-Hydroxy-4'-methoxyphenyl)propionic acidin vitro (human)Not AvailableC10H12O4196.073558866 Publications
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