precursor

Showing entry for Luteolin 7-O-glucoside

Identification

PhytoHub ID
PHUB000896
Name
Luteolin 7-O-glucoside
Systematic Name
Not Available
Synonyms
  • 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
  • 2-(3,4-dihydroxyphenyl)-7-(β-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one
  • 7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
  • 7-O-beta-D-Glucosyl-5,7,3',4'-tetrahydroxyflavone
  • Cynaroside
  • Glucoluteolin
  • Luteolin 7-O-glucopyranoside
  • Luteoloside
CAS Number
5373-11-5
Average Mass
448.38
Monoisotopic Mass
448.100561464
Chemical Formula
C21H20O11
IUPAC Name
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
InChI Key
VSUOKLTVXQRUSG-ZFORQUDYSA-N
InChI Identifier
InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1
SMILES
OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.08e+00 g/l
LogS (ALOGPS)
-2.62
LogP (ALOGPS)
0.58
Hydrogen Acceptors
11
Hydrogen Donors
7
Rotatable Bond Count
4
Polar Surface Area
186.36999999999998
Refractivity
107.03919999999997
Polarizability
43.06345612328643
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-2.981092343758667
pKa (strongest acidic)
7.296801691468749
Number of Rings
4
Rule of Five
No
Bioavailability
No
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavones

Spectra from Online Resources

Record IDSourceDescriptionView
BML00102MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML00114MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML00126MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML00134MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML00142MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML00149MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML81655MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML81656MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
PM011105ReSpectN/A Spectrum - n.d., [M-H]-View Spectra
PM016906ReSpectN/A Spectrum - 50V, [M-H]-View Spectra
PM017004ReSpectN/A Spectrum - 10V, [M-H]-View Spectra
PR040135MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H]-View Spectra
PR040136MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [2M-H]-View Spectra
PR040137MassBankLC-ESI-QTOF Spectrum - 30 V, [M-H]-View Spectra
PR040138MassBankLC-ESI-QTOF Spectrum - 30 V, [2M-H]-View Spectra
PR040139MassBankLC-ESI-QTOF Spectrum - 30 V, [M+H]+View Spectra
PR040140MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H]+View Spectra
PR040141MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [2M+H]+View Spectra
PR100247MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100669MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
TY000145MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra
TY000146MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra

Food Sources

NameGroup
Globe artichokeVegetables, Other vegetables PublicationsShow
Olive, blackFruit, Drupes PublicationsShow
Roman camomileHerbs and Spices PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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