precursor

Showing entry for Naringin

Identification

PhytoHub ID
PHUB000389
Name
Naringin
Synonyms
  • Naringenin 7-O-neohesperidoside
  • Naringenin 7-O-rhamnoglucoside
CAS Number
Not Available
Average Mass
580.539
Monoisotopic Mass
580.17920571
Chemical Formula
C27H32O14
IUPAC Name
7-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one
InChI Key
DFPMSGMNTNDNHN-JJLSSNRUSA-N
InChI Identifier
InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
SMILES
C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=CC(O)=C3C(=O)CC(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O
Structure
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Calculated Properties

Solubility (ALOGPS)
4.06e+00 g/l
LogS (ALOGPS)
-2.16
LogP (ALOGPS)
-0.24
Hydrogen Acceptors
14
Hydrogen Donors
8
Rotatable Bond Count
6
Polar Surface Area
225.05999999999997
Refractivity
134.30380000000002
Polarizability
56.864154507353646
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.6121826294490695
pKa (strongest acidic)
8.579343377607254
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Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavanones

Spectra

Record IDSourceDescriptionView
BML01161MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML01170MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML01179MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML81785MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML81786MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
CE000186MassBankLC-ESI-ITFT Spectrum - 35eV, unspecifiedView Spectra
CE000187MassBankLC-ESI-ITFT Spectrum - 45eV, unspecifiedView Spectra
CE000188MassBankLC-ESI-ITFT Spectrum - 55eV, unspecifiedView Spectra
CE000189MassBankLC-ESI-ITFT Spectrum - 70eV, unspecifiedView Spectra
CE000190MassBankLC-ESI-ITFT Spectrum - -, unspecifiedView Spectra
PB000783MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
PB000784MassBankLC-ESI-QTOF Spectrum - 15 eV, unspecifiedView Spectra
PB000785MassBankLC-ESI-QTOF Spectrum - 25 eV, unspecifiedView Spectra
PB000801MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
PB000802MassBankLC-ESI-QTOF Spectrum - 55 eV, unspecifiedView Spectra
PB000803MassBankLC-ESI-QTOF Spectrum - 25 eV, unspecifiedView Spectra
PB000804MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
PB005722MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
PB005723MassBankLC-ESI-QTOF Spectrum - 15 eV, unspecifiedView Spectra
PB005724MassBankLC-ESI-QTOF Spectrum - 20 eV, unspecifiedView Spectra
PB005725MassBankLC-ESI-QTOF Spectrum - 25 eV, unspecifiedView Spectra
PB005726MassBankLC-ESI-QTOF Spectrum - 30 eV, unspecifiedView Spectra
TY000029MassBankLC-ESI-ITTOF Spectrum - -, [M-H]-View Spectra

Food Sources

NameGroup
GrapefruitFruit, Citrus PublicationsShow
Grapefruit juiceBeverages, Non-alcoholic PublicationsShow
LemonFruit, Citrus PublicationsShow
LimeFruit, Citrus PublicationsShow
Sour orangeFruit, Citrus PublicationsShow
Sweet orangeFruit, Citrus PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Naringin Dihydro-p-coumaric acidhumanplasmaC9H10O3166.062994186 Publications
Naringin 3-Phenylpropionic acidhumanplasmaC9H10O2150.068079564 Publications
Naringin Naringenin 4'-O-glucuronidehumanurineC21H20O11448.100561464 Publications
Naringin Naringenin 7-O-glucuronidehumanurineC21H20O11448.100561482 Publications
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