naringin
compound / compound-naringin
ナリンギン
Naringin is a flavanone glycoside associated with bitterness in some citrus fruits.
Photographs (captions in Japanese)

グレープフルーツ(Citrus paradisi)の果実。naringin は柑橘果実の苦味に関連するフラバノン配糖体で、name の由来でもあるグレープフルーツを代表的な給源として撮影した写真である。
原料写っているもの: Citrus paradisi(グレープフルーツ)部位・状態: 果実(外観、別アングル)
写真: א (Aleph)/ CC BY-SA 2.5/ 原画像/ 台帳の原画像
写真の範囲と来歴
被写体の確認: 原典の記載による同定。compound-limonin と同一撮影者の別アングル写真(Commons上の別ファイル)。ingredient-grapefruit-juice で使用した写真とも別ファイル。
掲載画像: Wikimedia Commons の原寸ファイル。苦味研究所では切り抜き・色調変更なし。 表示用には幅1200px上限のWebPを配信し、台帳の原画像は上のリンクから確認できます。
On this page (10 sections)
Reading the bitterness
Naringin is a flavanone glycoside found in citrus fruits, particularly in grapefruit, and is counted as one of the two major bitter compounds of citrus alongside limonin. It is described as leaching from the albedo (white portion) and pith into the juice, and has been regarded as the main carrier of the bitterness felt at the moment of tasting many grapefruit products. However, its presence and importance vary among citrus species and products, and no single value applies uniformly.
The concentration at which bitterness is first perceived (recognition threshold) is reported to be approximately 20 mg/L in distilled water. For juice, another source states that bitterness occurs immediately when concentration exceeds 20 ppm. This value was cited within citrus debittering research and has not been directly confirmed as an independent sensory measurement.
Naringin and grapefruit bitterness have long been closely linked, but tracing genetic research shows that naringin does not activate TAS2R19, a bitter taste receptor subtype, in vitro. For TAS2R31, another receptor suggested by grapefruit preference genetics, what has been tested is the bitterness of quinine, not naringin. There is no doubt that naringin itself is bitter, but the mechanistic basis of the receptor responsible for its bitterness remains unresolved within the scope of this literature.
Sources for this overview
Citrus Taste Modification Potentials by Genetic Engineering
Checked for this overview: Confirmed the positioning as a bitter compound and its transition into juice.
Checked for this overview: Confirmed the transfer pathway from pith and albedo into juice. / Confirmed the description of immediate bitterness at concentrations exceeding 20 ppm in juice.
Effect of some citrus juice constituents on taste thresholds for limonin and naringin bitterness
Checked for this overview: Confirmed the recognition threshold value of 20 mg/L in distilled water.
Quinine Bitterness and Grapefruit Liking Associate with Allelic Variants in TAS2R31
Checked for this overview: Confirmed the in vitro result of non-activation of TAS2R19 and the description of the unresolved receptor. / Confirmed the contrast that TAS2R31 was verified with quinine, not naringin.
Follow the connections
naringin →is associated with→ bitterness →can be measured separately …→ astringency
grapefruit pith →contains→ naringin
Citrus natsudaidai →contains→ naringin
Measured values (5)
| Kind | Compound | Target | Value | Conditions | Source |
|---|---|---|---|---|---|
| human recognition threshold | naringin | — | 20 mg/L | Distilled water | Guadagni DG, 1973 |
| concentration | naringin | Sanh orange peel | 16.58 mg/100 g | Untreated cam sành pericarp (Table 2。) | Nguyễn Đức Tùng, 2023 |
| concentration | naringin | Sanh orange peel | 3.70 mg/100 g | After 2-minute blanching plus 1-hour soaking in 100 ppm NaOH (Not a household-scale processing condition.) | Nguyễn Đức Tùng, 2023 |
| concentration | naringin | pomelo pith | 18.90 mg/g DW | Untreated Kao Nampung pomelo albedo (Table 3。) | Jaroennon Pattamaporn, 2025 |
| concentration | naringin | pomelo pith | 5.1395 mg/g DW | 0.7% β-CD plus ultrasonic treatment (Table 3。) | Jaroennon Pattamaporn, 2025 |
Values are the reported values of each source (with units and conditions). Thresholds and EC50 depend on the panel and method; they are not single true values.
Hypotheses and recipe candidates for this entry are on the Japanese page.
Structured claims — open a section to read each claim's confidence, evidence and limits
Composition and content (15)
Scope: A literature synthesis on naringin moving from the membranes and albedo into the juice in grapefruit
Note: A secondary account drawn from the introductions of existing studies. Not a fixed content value for the white pith.
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ingredient-grapefruit-pith —contains→ compound-naringinScope: Direct measurement of natsumikan first-press juice (Nihon Kankitsu Kogyo K.K., Yawatahama factory, batch produced in mid-March)
Note: A 1962 analysis. Note that the content differs by more than twofold between pressing stages (1st vs. 2nd press).
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ingredient-natsumikan —contains→ compound-naringinScope: Kumamoto Prefectural Industrial Technology Center research, 2005-2007 fiscal years, 8-variety comparison
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ingredient-amanatsu —contains→ compound-naringinScope: Kumamoto Prefectural Industrial Technology Center research, 2005-2007 fiscal years, 8-variety comparison
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ingredient-banpeiyu —contains→ compound-naringinScope: Kumamoto Prefectural Industrial Technology Center research, 2005-2007 fiscal years, 8-variety comparison
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ingredient-kawachi-bankan —contains→ compound-naringinScope: Wakayama Prefecture product introduction webpage.
Note: The prefectural material states 『八朔に特徴的な苦味は、ナリンギンというポリフェノールの一種の成分によるもの』 (in translation: Hassaku's characteristic bitterness is due to the component naringin, a type of polyphenol) and that naringin is abundant in the joumou (inner membrane). Sections regarding claimed benefits (antioxidant, obesity prevention, hypertension prevention) are excluded as outside NIGAMI LAB's scope. As an administrative product introduction article without presentation of measured data, it is treated as contextual per the drug plant evaluation report protocols.
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ingredient-hassaku —has_bitterness_attributed_to→ compound-naringinScope: Part-by-part analysis of 1 sample of natsumikan (from Yugawara). The fruit was quartered and divided into peel and fruit; of the peel, the outer 1/3 was taken as flavedo and the remaining 2/3 as albedo. Separated by thin-layer chromatography and quantified by fluorescence.
Note: This is the distribution of the amount of naringin, regarded as a bitter substance, not a sensory evaluation of bitterness (the main text treats naringin as one of the bitter substances and states that removing it is important in making marmalade). The part-by-part values are 1 point each, and the number of fruits and replicates are not described in the main text. Another study of the same natsumikan (Bessho et al. 1964) gave about 1300 mg% for albedo and segment membrane and about 360 mg% for the outer skin (flavedo) by a colorimetric method; the order is the same but the numbers differ.
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ingredient-natsumikan —contains→ compound-naringinScope: Fruit of hassaku and Kawano natsudaidai harvested and stored at the New Variety Development Center of the Ehime Prefecture fruit and vegetable federation (from October 1981 to June 1982). 10 fruits were divided into peel (flavedo and albedo), segment membrane, core, seeds and flesh and analyzed.
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ingredient-hassaku —contains→ compound-naringinScope: Juice of hassaku, natsumikan and Kawano natsudaidai squeezed with a reamer-type test juicer, quantified by high-performance liquid chromatography. Harvested from December 28 to May 8.
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ingredient-hassaku —contains→ compound-naringinScope: Natsumikan juice squeezed with a reamer-type test juicer, quantified by high-performance liquid chromatography. Harvested from December 28 to May 8. The table labels the cultivar Natsudaidai, while the main text calls it natsumikan.
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ingredient-natsumikan —contains→ compound-naringinScope: Fruit collected from February to March from 1 natsumikan tree at an orchard in Matsuyama, Ehime Prefecture. Each part was finely cut and ground with 5 times its volume of water, the filtrate after heating for 30 minutes in a boiling bath was quantified by Nakabayashi's modified Davis method (colorimetry at 420 nm).
Note: This is the distribution of the amount of naringin, regarded as a bitter substance, not a sensory evaluation of bitterness (the main text describes the bitterness of natsumikan as due mainly to naringin). Differences between fruits were large, with a range of 1.5 to 1.8 times in the juice. In fruit harvested on April 6, the albedo (869 mg%) and segment membrane (978 mg%) were lower, and the amount fell sharply outward from the albedo and segment membrane (a mean of 5 fruits; the author says it is not certain without increasing the number of samples). Fukutani and Miyamoto (1983) point out that the colorimetric method also picks up other flavonoids and so gives higher values than HPLC.
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ingredient-natsumikan —contains→ compound-naringinScope: Fruit from 1 natsumikan tree at an orchard in Matsuyama, Ehime Prefecture. The juice sacs of the flesh, with the segment membrane removed, were divided into the stalk, central part and tip, and quantified by the modified Davis method. The juice was withdrawn with an injection needle.
Note: This is the distribution of the amount of naringin, not a sensory evaluation of bitterness. The author considers that bitterness could be removed almost completely by removing naringin from the stalks and membrane without moving it into the juice part, and conjectures that for peeled flesh, removal from the dorsal side would be more effective than from the ventral side (a conjecture, not confirmed by experiment). The concentration values are by a colorimetric method.
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ingredient-natsumikan —contains→ compound-naringinScope: Naringin in the flesh (juice sacs), segment membrane and peel of Kawano natsudaidai was compared between the portion extracted with water after complete grinding and the total amount obtained by heating after grinding.
Note: This result differs from the earlier explanation (Nakabayashi's theory, cited by Tsusaka 1965) that 40 to 70% of the naringin in natsumikan is in an insoluble or bound form that becomes soluble on heating. Bessho et al. and Manabe et al. (1964, natsumikan) also reported that more than 90% of the amount found after heating dissolved out by grinding alone, with the insoluble or bound form being only a part.
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ingredient-amanatsu —has_composition→ compound-naringinScope: Flesh (juice sacs) of natsumikan from Hiroshima. It was divided into the outer, central and middle parts of the flesh and the juice-storing and stalk parts of the juice sacs, and the naringin dissolving out in a short soak in water and the total naringin were measured by the modified Davis method.
Note: This is the distribution of naringin amount, not a sensory evaluation of bitterness. In fresh fruit, about 1/3 of the total naringin in the juice-storing part and about 1/4 in the stalk part dissolved out in a short soak in water, and after freezing about 2/3 in the juice-storing part and about 1/3 in the stalk part dissolved out. The point that the stalks of natsumikan juice sacs hold a high concentration of naringin agrees with Bessho et al. (1964, about 1.4% in the stalk). The numbers were confirmed in Tables 7 to 9 and the main text. The amounts dissolved from the segment membrane (290 and 219 mg/100 g) are values from separate tests in Table 7 and Table 9, and are the amounts that dissolve when the membrane and flesh are soaked briefly in water, not content.
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ingredient-natsumikan —contains→ compound-naringinSensory (4)
Scope: In many of the citrus products where it occurs, an immediate bitterness contribution
Note: How much is present and how much it matters differ by citrus species and product.
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compound-naringin —is_associated_with→ sensation-bitterScope: The value in water comes from a panel of 20-27 screened judges. The statement about juice derives from debittering literature citing the same lineage
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compound-naringin —has_bitter_recognition_threshold→ "20 mg/L in distilled water. In juice, it is stated that immediate bitterness arises once naringin exceeds about 20 ppm"Scope: Layer: Solution. Not actual grapefruit juice, but a model beverage composed with color, aroma, naringin concentration, and sucrose concentration as factors. Descriptive analysis by a trained panel of 16 raters and acceptance evaluation by a consumer panel of 90 raters (female, aged 18-24).
Note: This supports a household method of 「甘みで苦味を和らげる」 (in translation: alleviating bitterness with sweetness) beyond resin adsorption and naringinase, but the results are from a model system and reproducibility in actual beverages requires separate confirmation.
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ingredient-grapefruit-juice —has_perceived_bitterness_suppressed_by→ compound-naringinScope: A panel of 10 laboratory researchers, repeated 2 times, ascending series of the method of limits (5 mL taken into the mouth in order from low concentration, and the concentration at which bitterness is perceived reported). Purified commercial naringin was used.
Note: These are values in a model solution. They are higher than the value in distilled water (Guadagni et al. 1973, already recorded on the site: 20 mg/L = 2 mg/100 g), but the main text states that bitterness is affected by sweetness and sourness. The main text notes that individual differences were large, with some people perceiving bitterness easily and others not. In the cumulative proportion table (Table 6), 8 mg/100 g is 50%, 10 is 60%, 12 is 70%, 15 is 80% and 20 is 100%.
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compound-naringin —has_bitter_recognition_threshold→ "When naringin was dissolved in a model solution resembling a juice soft drink (sugar content 12°Bx, acid 0.45 g/100 g, vitamin C 30 mg/100 g, pH 3.5), the lowest concentration at which 50% of the panel perceived bitterness was 8 mg/100 g, and the lowest concentration at which 100% perceived it was 20 mg/100 g (in the range of 2 to 20 mg/100 g). The bitterness of naringin faded relatively quickly after it was perceived."Mechanism and receptors (1)
Scope: Heterologous in vitro receptor assay cited in genetic research. Limonin similarly did not activate it, according to the report.
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compound-naringin —does_not_activate→ "in vitro TAS2R19 (Arg299 and Cys299 variants)"How processing and cooking change it (3)
Scope: Layer: Grapefruit juice, naringinase immobilized on agarose carrier (octyl-glyoxyl agarose).
Note: Treatment with the carrier resulted in a 74% reduction in naringin concentration, according to the report.
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process-citrus-enzymatic-naringinase-debittering —reduces→ compound-naringinScope: Layer: Food. Kao Nampung pomelo mesocarp powder, beta-CD 0.0/0.3/0.5/0.7/0.9% (w/v) compared with and without ultrasonic treatment (n=3, one-way ANOVA, Tukey test).
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process-pomelo-cyclodextrin-ultrasound —reduces→ compound-naringinScope: Layer: Food. Grapefruit juice, OGA-immobilized naringinase used sequentially for 5 batches by washing and recovering the catalyst every 24 hours of reaction at the same catalyst-to-juice ratio.
Note: The authors note that initial concentrations in each batch varied by season and growth stage. Specific values are not indicated in the text but appear only in Figure 9 as a graph, so verbatim citation remains qualitative in scope.
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process-citrus-enzymatic-naringinase-debittering —reduces→ compound-naringin