NCBI Taxonomy: 538253

Piper crassinervium (ncbi_taxid: 538253)

found 39 associated metabolites at species taxonomy rank level.

Ancestor: Piper

Child Taxonomies: none taxonomy data.

Naringenin

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)-

C15H12O5 (272.0685)


Naringenin is a flavorless, colorless flavanone, a type of flavonoid. It is the predominant flavanone in grapefruit, and is found in a variety of fruits and herbs. Naringenin has the skeleton structure of a flavanone with three hydroxy groups at the 4, 5, and 7 carbons. It may be found both in the aglycol form, naringenin, or in its glycosidic form, naringin, which has the addition of the disaccharide neohesperidose attached via a glycosidic linkage at carbon 7. Naringenin (not to be confused with naringin) is a flavanone that is considered to have a bioactive effect on human health as antioxidant, free radical scavenger, antiinflammatory, carbohydrate metabolism promoter, immunity system modulater. This substance has also been shown to repair DNA. Scientists exposed cells to 80 micomoles of naringenin per liter, for 24 hours, and found that the amount of hydroxyl damage to the DNA was reduced by 24 percent in that very short period of time. Unfortunately, this bioflavonoid is difficult to absorb on oral ingestion. Only 15\\\\\\\% of ingested naringenin will get absorbed, in the human gastrointestinal tract, in the best case scenario. A full glass of orange juice will supply about enough naringenin to achieve a concentration of about 0.5 micromoles per liter. Naringenin is a biomarker for the consumption of citrus fruits. (S)-naringenin is the (S)-enantiomer of naringenin. It has a role as an expectorant and a plant metabolite. It is a naringenin and a (2S)-flavan-4-one. It is a conjugate acid of a (S)-naringenin(1-). It is an enantiomer of a (R)-naringenin. Naringenin is a natural product found in Elaeodendron croceum, Garcinia multiflora, and other organisms with data available. See also: Naringin (related). Most widely distributed flavanone. Citrus fruits (grapefruit, oranges and pummelos) are especially good sources. Glycosides also widely distributed The (S)-enantiomer of naringenin. [Raw Data] CB070_Naringenin_pos_20eV_CB000030.txt [Raw Data] CB070_Naringenin_pos_10eV_CB000030.txt [Raw Data] CB070_Naringenin_pos_40eV_CB000030.txt [Raw Data] CB070_Naringenin_pos_30eV_CB000030.txt [Raw Data] CB070_Naringenin_pos_50eV_CB000030.txt [Raw Data] CB070_Naringenin_neg_10eV_000021.txt [Raw Data] CB070_Naringenin_neg_30eV_000021.txt [Raw Data] CB070_Naringenin_neg_50eV_000021.txt [Raw Data] CB070_Naringenin_neg_20eV_000021.txt [Raw Data] CB070_Naringenin_neg_40eV_000021.txt (±)-Naringenin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=67604-48-2 (retrieved 2024-07-09) (CAS RN: 67604-48-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity.

   

Isosakuranetin

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (2S)-

C16H14O5 (286.0841)


4-methoxy-5,7-dihydroxyflavanone is a dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4 (the 2S stereoisomer). It has a role as a plant metabolite. It is a dihydroxyflavanone, a monomethoxyflavanone, a member of 4-methoxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. Isosakuranetin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia.

   

Sakuranetin

4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-, (2S)-

C16H14O5 (286.0841)


Sakuranetin is a flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group. It has a role as an antimycobacterial drug and a plant metabolite. It is a dihydroxyflavanone, a monomethoxyflavanone, a flavonoid phytoalexin, a member of 4-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. Sakuranetin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. Sakuranetin is found in black walnut. Sakuranetin is a flavanone, a type of flavonoid. It can be found in Polymnia fruticosa and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae Sakuranetin is a flavanone, a type of flavonoid. It can be found in Polymnia fruticosa and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae. A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group. Sakuranetin is a cherry flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2]. Sakuranetin is a cherry flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2].

   

Naringenin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

C15H12O5 (272.0685)


Naringenin is a trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 6 and 4. It is a trihydroxyflavanone and a member of 4-hydroxyflavanones. 5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one is a natural product found in Prunus mume, Helichrysum cephaloideum, and other organisms with data available. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists A trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 6 and 4. D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity.

   

3-(3,4,5-Trimethoxyphenyl)propanoic acid

beta -(3,4,5-Trimethoxy phenyl)propionic acid

C12H16O5 (240.0998)


3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper) 3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper). 3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper).

   

Isosakuranetin

5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

C16H14O5 (286.0841)


5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one is a member of the class of compounds known as 4-o-methylated flavonoids. 4-o-methylated flavonoids are flavonoids with methoxy groups attached to the C4 atom of the flavonoid backbone. 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one can be found in sweet orange, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one a potential biomarker for the consumption of this food product. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia.

   

crassinervic acid

crassinervic acid

C17H22O5 (306.1467)


   

Isosakuranetin

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (2S)-

C16H14O5 (286.0841)


4-methoxy-5,7-dihydroxyflavanone is a dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4 (the 2S stereoisomer). It has a role as a plant metabolite. It is a dihydroxyflavanone, a monomethoxyflavanone, a member of 4-methoxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. Isosakuranetin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. A dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4 (the 2S stereoisomer). Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia.

   

Naringenin

(2S) -2,3-Dihydro-5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C15H12O5 (272.0685)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.904 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.906 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.901 CONFIDENCE standard compound; ML_ID 50 (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity.

   

Sakuranetin

(S) -2,3-Dihydro-5-hydroxy-2- (4-hydroxyphenyl) -7-methoxy-4H-1-benzopyran-4-one

C16H14O5 (286.0841)


Annotation level-1 Sakuranetin is a cherry flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2]. Sakuranetin is a cherry flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2].

   
   

3-(3,4,5-trimethoxyphenyl)propanoic acid

NCGC00169556-02!3-(3,4,5-trimethoxyphenyl)propanoic acid

C12H16O5 (240.0998)


   

Asahina

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)-

C15H12O5 (272.0685)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity.

   

&beta

3-(3,4,5-Trimethoxyphenyl)propionic acid

C12H16O5 (240.0998)


3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper). 3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper).

   

5,7-Dihydroxy-4-methoxyflavanone

5,7-Dihydroxy-4-methoxyflavanone

C16H14O5 (286.0841)


   

3-(3,4,5-Trimethoxyphenyl)propanoic acid

3-(3,4,5-Trimethoxyphenyl)propanoic acid

C12H16O5 (240.0998)


3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper). 3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper).

   

3-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-4-hydroxybenzoic acid

3-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-4-hydroxybenzoic acid

C17H22O4 (290.1518)


   

3-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-4-hydroxybenzoic acid

3-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-4-hydroxybenzoic acid

C17H22O4 (290.1518)


   

(2e)-3,7-dimethylocta-2,6-dien-1-yl 3,4-dihydroxybenzoate

(2e)-3,7-dimethylocta-2,6-dien-1-yl 3,4-dihydroxybenzoate

C17H22O4 (290.1518)


   

1-(2,5-dihydroxyphenyl)-3,7-dimethylocta-2,6-dien-1-one

1-(2,5-dihydroxyphenyl)-3,7-dimethylocta-2,6-dien-1-one

C16H20O3 (260.1412)


   

(2e)-1-(2,5-dihydroxyphenyl)-3,7-dimethylocta-2,6-dien-1-one

(2e)-1-(2,5-dihydroxyphenyl)-3,7-dimethylocta-2,6-dien-1-one

C16H20O3 (260.1412)


   

3-[(2z)-3,7-dimethylocta-2,6-dienoyl]-4-hydroxybenzoic acid

3-[(2z)-3,7-dimethylocta-2,6-dienoyl]-4-hydroxybenzoic acid

C17H20O4 (288.1362)


   

3-[(2e)-3,7-dimethylocta-2,6-dienoyl]-4-hydroxybenzoic acid

3-[(2e)-3,7-dimethylocta-2,6-dienoyl]-4-hydroxybenzoic acid

C17H20O4 (288.1362)


   

4-hydroxy-3-(3-hydroxy-3,7-dimethyloct-6-enoyl)benzoic acid

4-hydroxy-3-(3-hydroxy-3,7-dimethyloct-6-enoyl)benzoic acid

C17H22O5 (306.1467)


   

(2z)-1-(2,5-dihydroxyphenyl)-3,7-dimethylocta-2,6-dien-1-one

(2z)-1-(2,5-dihydroxyphenyl)-3,7-dimethylocta-2,6-dien-1-one

C16H20O3 (260.1412)


   

3-(3,7-dimethylocta-2,6-dienoyl)-4-hydroxybenzoic acid

3-(3,7-dimethylocta-2,6-dienoyl)-4-hydroxybenzoic acid

C17H20O4 (288.1362)


   

4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-3-hydroxybenzoic acid

4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-3-hydroxybenzoic acid

C17H22O4 (290.1518)


   

1-(2,5-dihydroxyphenyl)-3-[(3s)-6,6-dimethyl-1,2-dioxan-3-yl]but-3-en-1-one

1-(2,5-dihydroxyphenyl)-3-[(3s)-6,6-dimethyl-1,2-dioxan-3-yl]but-3-en-1-one

C16H20O5 (292.1311)


   

4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}benzoic acid

4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}benzoic acid

C17H22O3 (274.1569)


   

3-(3,7-dimethylocta-2,6-dien-1-yl)-4-methoxyphenol

3-(3,7-dimethylocta-2,6-dien-1-yl)-4-methoxyphenol

C17H24O2 (260.1776)


   

3,7-dimethylocta-2,6-dien-1-yl 3,4-dihydroxybenzoate

3,7-dimethylocta-2,6-dien-1-yl 3,4-dihydroxybenzoate

C17H22O4 (290.1518)


   

1-(2,5-dihydroxyphenyl)-3-(6,6-dimethyl-1,2-dioxan-3-yl)but-3-en-1-one

1-(2,5-dihydroxyphenyl)-3-(6,6-dimethyl-1,2-dioxan-3-yl)but-3-en-1-one

C16H20O5 (292.1311)


   

methyl 2-methoxy-5-(3-methylbut-2-enoyl)benzoate

methyl 2-methoxy-5-(3-methylbut-2-enoyl)benzoate

C14H16O4 (248.1049)


   

3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-4-methoxyphenol

3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-4-methoxyphenol

C17H24O2 (260.1776)


   

4-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-3-hydroxybenzoic acid

4-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-3-hydroxybenzoic acid

C17H22O4 (290.1518)


   

4-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]benzoic acid

4-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]benzoic acid

C17H22O3 (274.1569)


   

4-hydroxy-3-[(3r)-3-hydroxy-3,7-dimethyloct-6-enoyl]benzoic acid

4-hydroxy-3-[(3r)-3-hydroxy-3,7-dimethyloct-6-enoyl]benzoic acid

C17H22O5 (306.1467)


   

(2e)-3,7-dimethylocta-2,6-dien-1-yl 4-hydroxybenzoate

(2e)-3,7-dimethylocta-2,6-dien-1-yl 4-hydroxybenzoate

C17H22O3 (274.1569)


   

3,7-dimethylocta-2,6-dien-1-yl 4-hydroxybenzoate

3,7-dimethylocta-2,6-dien-1-yl 4-hydroxybenzoate

C17H22O3 (274.1569)