NCBI Taxonomy: 358082

Ligularia cyathiceps (ncbi_taxid: 358082)

found 86 associated metabolites at species taxonomy rank level.

Ancestor: Ligularia

Child Taxonomies: none taxonomy data.

4-Hydroxycinnamic acid

(E)-3-(4-hydroxyphenyl)prop-2-enoic acid

C9H8O3 (164.0473418)


4-Hydroxycinnamic acid, also known as p-Coumaric acid, is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate. p-coumaric acid is an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acid: o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. p-Coumaric acid exists in two forms trans-p-coumaric acid and cis-p-coumaric acid. It is a crystalline solid that is slightly soluble in water, but very soluble in ethanol and diethyl ether. 4-Hydroxycinnamic acid belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. 4-Hydroxycinnamic acid exists in all living species, ranging from bacteria to humans. Outside of the human body, 4-Hydroxycinnamic acid is found, on average, in the highest concentration within a few different foods, such as pepper (Capsicum frutescens), pineapples, and sunflowers and in a lower concentration in spinachs, kiwis, and sweet oranges. 4-Hydroxycinnamic acid has also been detected, but not quantified in several different foods, such as wild rices, soursops, garden onions, hyssops, and avocado. 4-coumaric acid is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate. 4-Hydroxycinnamic acid is a natural product found in Ficus septica, Visnea mocanera, and other organisms with data available. trans-4-Coumaric acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Black Cohosh (part of); Galium aparine whole (part of); Lycium barbarum fruit (part of) ... View More ... Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers, o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. p-Coumaric acid is found in many foods, some of which are garden onion, turmeric, green bell pepper, and common thyme. D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents D000975 - Antioxidants > D016166 - Free Radical Scavengers D020011 - Protective Agents > D000975 - Antioxidants The trans-isomer of 4-coumaric acid. D000890 - Anti-Infective Agents Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 168 KEIO_ID C024 p-Coumaric acid is the abundant isomer of cinnamic acid which has antitumor and anti-mutagenic activities. p-Coumaric acid is the abundant isomer of cinnamic acid which has antitumor and anti-mutagenic activities. p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively. p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively. p-Coumaric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=7400-08-0 (retrieved 2024-09-04) (CAS RN: 7400-08-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Valencene

NAPHTHALENE, 1,2,3,5,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1R-(1.ALPHA.,7.BETA.,8A.ALPHA.))-

C15H24 (204.18779039999998)


(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a carbobicyclic compound and a polycyclic olefin. Valencene is a natural product found in Xylopia sericea, Helichrysum odoratissimum, and other organisms with data available. Valencene is found in citrus. Valencene is a constituent of orange oil Valencene is a sesquiterpene isolated from Cyperus rotundus, possesses antiallergic, antimelanogenesis, anti-infammatory, and antioxidant activitivies. Valencene inhibits the exaggerated expression of Th2 chemokines and proinflammatory chemokines through blockade of the NF-κB pathway. Valencene is used to flavor foods and drinks[1][2][3].

   

Cacalol

3,4,5-trimethyl-5H,6H,7H,8H-naphtho[2,3-b]furan-9-ol

C15H18O2 (230.1306728)


   
   

eremophilene

eremophilene

C15H24 (204.18779039999998)


Eremophilene is a member of the class of compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Eremophilene can be found in burdock, which makes eremophilene a potential biomarker for the consumption of this food product.

   

Hydroxycinnamic acid

Hydroxycinnamic acid

C9H8O3 (164.0473418)


The cis-stereoisomer of 3-coumaric acid.

   

(1aR,4S,4aS,5S,9aS)-4,4a,6-Trimethyl-9-oxo-2,3,4,4a,5,9-hexahydro-1aH-oxireno[8,8a]naphtho[2,3-b]furan-5-yl 2-methylpropanoate

(1aR,4S,4aS,5S,9aS)-4,4a,6-Trimethyl-9-oxo-2,3,4,4a,5,9-hexahydro-1aH-oxireno[8,8a]naphtho[2,3-b]furan-5-yl 2-methylpropanoate

C19H24O5 (332.1623654)


A natural product found in Pittocaulon velatum.

   

Coumarate

InChI=1\C9H8O3\c10-8-4-1-7(2-5-8)3-6-9(11)12\h1-6,10H,(H,11,12)\b6-3

C9H8O3 (164.0473418)


D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents D000975 - Antioxidants > D016166 - Free Radical Scavengers D020011 - Protective Agents > D000975 - Antioxidants D000890 - Anti-Infective Agents p-Coumaric acid is the abundant isomer of cinnamic acid which has antitumor and anti-mutagenic activities. p-Coumaric acid is the abundant isomer of cinnamic acid which has antitumor and anti-mutagenic activities. p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively. p-Hydroxycinnamic acid, a common dietary phenol, could inhibit platelet activity, with IC50s of 371 μM, 126 μM for thromboxane B2 production and lipopolysaccharide-induced prostaglandin E2 generation, respectively.

   

Valencene

NAPHTHALENE, 1,2,3,5,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1R-(1.ALPHA.,7.BETA.,8A.ALPHA.))-

C15H24 (204.18779039999998)


(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a carbobicyclic compound and a polycyclic olefin. Valencene is a natural product found in Xylopia sericea, Helichrysum odoratissimum, and other organisms with data available. Constituent of orange oil. Valencene is found in many foods, some of which are citrus, common oregano, rosemary, and sweet orange. Valencene is a sesquiterpene isolated from Cyperus rotundus, possesses antiallergic, antimelanogenesis, anti-infammatory, and antioxidant activitivies. Valencene inhibits the exaggerated expression of Th2 chemokines and proinflammatory chemokines through blockade of the NF-κB pathway. Valencene is used to flavor foods and drinks[1][2][3].

   

(4s,4ar,5s,8ar)-3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h,8h,8ah-naphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

(4s,4ar,5s,8ar)-3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h,8h,8ah-naphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H26O4 (330.18309960000005)


   

(4s,4ar,5s)-3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h-naphtho[2,3-b]furan-4-yl 2-methylpropanoate

(4s,4ar,5s)-3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h-naphtho[2,3-b]furan-4-yl 2-methylpropanoate

C19H24O4 (316.1674504)


   

6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl propanoate

6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl propanoate

C18H22O5 (318.1467162)


   

6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylbut-2-enoate

6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylbut-2-enoate

C20H26O4 (330.18309960000005)


   

(4s,5s)-4-hydroxy-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-9-one

(4s,5s)-4-hydroxy-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-9-one

C15H18O3 (246.1255878)


   

6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylbut-2-enoate

6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylbut-2-enoate

C20H24O5 (344.1623654)


   

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl propanoate

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl propanoate

C18H22O5 (318.1467162)


   

8,9,12-trimethyl-13-oxo-4,14,15-trioxapentacyclo[9.3.1.0¹,¹¹.0³,⁵.0³,⁹]pentadecan-10-yl 2-methylpropanoate

8,9,12-trimethyl-13-oxo-4,14,15-trioxapentacyclo[9.3.1.0¹,¹¹.0³,⁵.0³,⁹]pentadecan-10-yl 2-methylpropanoate

C19H26O6 (350.1729296)


   

3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h-naphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h-naphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

C20H24O4 (328.1674504)


   

(5s)-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-9-ol

(5s)-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-9-ol

C15H18O2 (230.1306728)


   

(4s,4ar,5s)-3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h-naphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

(4s,4ar,5s)-3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h-naphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H24O4 (328.1674504)


   

6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl acetate

6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl acetate

C17H22O4 (290.1518012)


   

(1s,3r,9s,10s,13r)-3-ethoxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-5,7-diene

(1s,3r,9s,10s,13r)-3-ethoxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-5,7-diene

C17H24O3 (276.1725354)


   

6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylpropanoate

6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylpropanoate

C19H26O4 (318.1830996)


   

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylpropanoate

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylpropanoate

C19H26O4 (318.1830996)


   

6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylpropanoate

6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylpropanoate

C19H24O5 (332.1623654)


   

(1r,6r,8ar)-4,8a-dimethyl-6-(prop-1-en-2-yl)-2,3,5,6,7,8-hexahydro-1h-naphthalen-1-ol

(1r,6r,8ar)-4,8a-dimethyl-6-(prop-1-en-2-yl)-2,3,5,6,7,8-hexahydro-1h-naphthalen-1-ol

C15H24O (220.18270539999997)


   

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylpropanoate

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl 2-methylpropanoate

C19H24O5 (332.1623654)


   

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl (2z)-2-methylbut-2-enoate

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl (2z)-2-methylbut-2-enoate

C20H24O5 (344.1623654)


   

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl acetate

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl acetate

C17H22O4 (290.1518012)


   

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl (2z)-2-methylbut-2-enoate

(1s,8s,9s,10s,13r)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl (2z)-2-methylbut-2-enoate

C20H26O4 (330.18309960000005)


   

3-{4-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-3-methoxyphenyl}prop-2-en-1-ol

3-{4-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-3-methoxyphenyl}prop-2-en-1-ol

C20H28O3 (316.2038338)


   

8,8a-dimethyl-2-(prop-1-en-2-yl)-1,3,4,6,7,8-hexahydronaphthalen-2-ol

8,8a-dimethyl-2-(prop-1-en-2-yl)-1,3,4,6,7,8-hexahydronaphthalen-2-ol

C15H24O (220.18270539999997)


   

(4r,5s)-4-hydroxy-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-9-one

(4r,5s)-4-hydroxy-3,4,5-trimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-9-one

C15H18O3 (246.1255878)


   

(1s,8s,9s,10s,13r)-8-hydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-2-one

(1s,8s,9s,10s,13r)-8-hydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-2-one

C15H18O4 (262.1205028)


   

3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h,8h,8ah-naphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h,8h,8ah-naphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

C20H26O4 (330.18309960000005)


   

(1s,3s,5r,8s,9s,10s,11s,12s)-8,9,12-trimethyl-13-oxo-4,14,15-trioxapentacyclo[9.3.1.0¹,¹¹.0³,⁵.0³,⁹]pentadecan-10-yl 2-methylpropanoate

(1s,3s,5r,8s,9s,10s,11s,12s)-8,9,12-trimethyl-13-oxo-4,14,15-trioxapentacyclo[9.3.1.0¹,¹¹.0³,⁵.0³,⁹]pentadecan-10-yl 2-methylpropanoate

C19H26O6 (350.1729296)


   

3-ethoxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-5,7-diene

3-ethoxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-5,7-diene

C17H24O3 (276.1725354)


   

4,8a-dimethyl-6-(prop-1-en-2-yl)-2,3,5,6,7,8-hexahydro-1h-naphthalen-1-ol

4,8a-dimethyl-6-(prop-1-en-2-yl)-2,3,5,6,7,8-hexahydro-1h-naphthalen-1-ol

C15H24O (220.18270539999997)


   

(2e)-3-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-3-methoxyphenyl)prop-2-en-1-ol

(2e)-3-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-3-methoxyphenyl)prop-2-en-1-ol

C20H28O3 (316.2038338)


   

3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h-naphtho[2,3-b]furan-4-yl 2-methylpropanoate

3,4a,5-trimethyl-9-oxo-4h,5h,6h,7h-naphtho[2,3-b]furan-4-yl 2-methylpropanoate

C19H24O4 (316.1674504)


   

(2s,8s,8ar)-8,8a-dimethyl-2-(prop-1-en-2-yl)-1,3,4,6,7,8-hexahydronaphthalen-2-ol

(2s,8s,8ar)-8,8a-dimethyl-2-(prop-1-en-2-yl)-1,3,4,6,7,8-hexahydronaphthalen-2-ol

C15H24O (220.18270539999997)


   

8-hydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-2-one

8-hydroxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-2-one

C15H18O4 (262.1205028)