Record Information
Version1.0
Creation date2018-04-10 12:19:41 UTC
Update date2018-04-17 12:34:18 UTC
FoodComEx IDPC001099
FoodDB RecordFDB011866
Chemical Information
NameNaringin
DescriptionNaringin is the major flavonoid glycoside in grapefruit and gives grapefruit juice its bitter taste. It is metabolized to the flavonone naringenin in humans.
CAS Number10236-47-2
Structure
Thumb
Synonyms
SynonymSource
4'5-DiOH-flavone-7-rhglucHMDB
Aurantiindb_source
Isohesperidindb_source
Naringenin 7-neohesperidosidedb_source
Naringenin 7-O-[a-L-rhamnosyl-(1->2)-b-D-glucoside]Generator
Naringenin 7-O-[alpha-L-rhamnosyl-(1->2)-beta-D-glucoside]biospider
Naringenin 7-O-[α-L-rhamnosyl-(1->2)-β-D-glucoside]Generator
Naringenin 7-O-a-L-rhamnosyl-(1->2)-b-D-glucosideGenerator
Naringenin 7-O-alpha-L-rhamnosyl-(1->2)-beta-D-glucosideChEBI
Naringenin 7-O-neohesperidosidebiospider
Naringenin 7-O-α-L-rhamnosyl-(1->2)-β-D-glucosideGenerator
Naringindb_source
Naringin hydrateHMDB
Naringosidedb_source
Chemical FormulaC27H32O14
IUPAC name(2S)-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)-3,4-dihydro-2H-1-benzopyran-4-one
InChI IdentifierInChI=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
InChI KeyDFPMSGMNTNDNHN-ZPHOTFPESA-N
Isomeric SMILESC[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)C[C@H](OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O
Average Molecular Weight580.5346
Monoisotopic Molecular Weight580.179205732
Chemical Taxonomy
ClassPolyphenols
FamilyFlavanones
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-0.44PERRISSOUD,D & TESTA,B (1986)
Experimental Water Solubility1 mg/mL at 40 oCMERCK INDEX (1996)
Melting PointMp 171° (dihydrate)DFC
Foods of Origin
grapefruit
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 5 mg
Delivery Time2 weeks
Storage Formpowder
Storage ConditionsRT
StabilityNot Available
Purity>95%
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Claudine ManachINRA, Human Nutrition, Research Center Auvergne-Rhône-Alpes - Theix, Clermont-Ferrand, FR, F-63122claudine.manach@inra.fr
Commercial Vendors
AKSci G620
AKSci J10148
AKSci J40066
Cayman Chemical 17923
Glentham GC2272
MetaSci HMDB0002927
Sigma-Aldrich HMDB0002927
Toronto Research Chemicals N379105