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Any organic aromatic compound with a structure based on a phenylpropane skeleton
The phenylpropanoids are a diverse family of organic compounds that are biosynthesized by plants from the amino acids phenylalanine and tyrosine in the
Phenylpropanoid
The biosynthesis of phenylpropanoids involves a number of enzymes. In plants, all phenylpropanoids are derived from the amino acids phenylalanine and tyrosine
Phenylpropanoids_metabolism
Pungent chemical compound in chili peppers
phenylalanine and valine as the precursors to capsaicin. Enzymes of the phenylpropanoid pathway, phenylalanine ammonia lyase (PAL), cinnamate 4-hydroxylase
Capsaicin
Chemical in plants
biosynthetically derived from the general phenylpropanoid pathway and the flavone synthesis pathway. The phenylpropanoid pathway starts from the aromatic amino
Apigenin
Chemical compound
allylbenzene skeleton is the parent (simplest representation) of many phenylpropanoids. Known allylbenzenes include eugenol, safrole, elemicin, myristicin
Allylbenzene
Class of plant and fungus secondary metabolites
Douglas C, et al. (October 2007). "Biotechnology of flavonoids and other phenylpropanoid-derived natural products. Part I: Chemical diversity, impacts on plant
Flavonoid
Chemical compound
α-Phenylcinnamic acid is a phenylpropanoid, or, more specifically, a derivative of cinnamic acid. It has the formula C15H12O2 and appears as an off-white
Α-Phenylcinnamic_acid
Chemical compound
plant plastid, and is the entry to the biosynthesis of phenylpropanoids. The phenylpropanoid pathway is the pathway that converts phenylalanine into
Kaempferol
Chemical compound
Asarone is chemical compound of the phenylpropanoid class found in certain plants such as Acorus and Asarum. There are two isomers, α (or trans) and β
Asarone
Chemical compound
When oxidized, its fluorescence is strongly suppressed. Like most phenylpropanoids, the biosynthetic precursor to scopoletin acid is 4-coumaroyl-CoA.
Scopoletin
Chemical compound
Daidzein and other isoflavones are produced in plants through the phenylpropanoid pathway of secondary metabolism and are used as signal carriers, and
Daidzein
Chemical compound
liquid, although impure samples can appear yellow. A member of the phenylpropanoid family of natural products, it is found in sassafras plants, among
Safrole
Chemical compound
2,6-dimethoxyphenol. It was first described in relation to lignan/phenylpropanoid-type phytochemicals, with isolation from a variety of plant sources
Acetosyringone
Chemical compound
structurally related to cinnamic acid. It is biosynthetized via the phenylpropanoid biochemical pathway, its immediate precursor being sinapaldehyde. This
Sinapyl_alcohol
Chemical compound
Hydroxychavicol is a phenylpropanoid compound present in leaves of Piper betle. It is a more potent inhibitor of xanthine oxidase (IC50=16.7 μM) than
Hydroxychavicol
Species of flowering plant in the figwort family
traditionally used as a treatment for haemorrhoids. It contains the phenylpropanoid glycoside poliumoside, which has an affinity for metalloproteinases
Verbascum_boerhavii
Chemical compound
CHCA or HCCA, is a cinnamic acid derivative and is a member of the phenylpropanoid family. The carboxylate form is α-cyano-4-hydroxycinnamate. α-Cyano-4-hydroxycinnamic
Α-Cyano-4-hydroxycinnamic acid
Α-Cyano-4-hydroxycinnamic_acid
Carbon-oxygen gas
amount of protein. The concentration of secondary metabolites such as phenylpropanoids and flavonoids can also be altered in plants exposed to high concentrations
Carbon_dioxide
Chemical compound
an organic compound. It is classified as a lignan, i.e., a type of phenylpropanoid. It is present in some cereals, such as rye, and together with matairesinol
Secoisolariciresinol
Flavonoids are synthesized by the phenylpropanoid metabolic pathway in which the amino acid phenylalanine is used to produce 4-coumaroyl-CoA. This can
Flavonoid_biosynthesis
Chemical compound
4-coumaroyl-CoA and malonyl-CoA by chalcone synthase (CHS), a key enzyme in the phenylpropanoid pathway. Naringenin chalcone can spontaneously cyclize to naringenin
Naringenin_chalcone
Chemical compound
isoflavonoids, coumarins, aurones, stilbenes, catechin, and other phenylpropanoids. It is generated in nature from phenylalanine, which is converted by
Coumaroyl-CoA
Chemical compound
the trans (E) isomer, it gives cinnamon its flavor and odor. It is a phenylpropanoid that is naturally synthesized by the shikimate pathway. This pale yellow
Cinnamaldehyde
Chemical compound
Chavibetol is an organic chemical compound of the phenylpropanoid class. It is one of the primary constituents of the essential oil from the leaves of
Chavibetol
Chemical compound
an organic compound. It is classified as a lignan, i.e., a type of phenylpropanoid. It is present in some cereals, such as rye, and together with secoisolariciresinol
Matairesinol
Chemical compound
closely related to safrole, and is considered part of the broader phenylpropanoid family of natural products. This classification reflects its structural
Isosafrole
Chemical compound
Isoeugenol is a propenyl-substituted guaiacol. A phenylpropanoid, it occurs in the essential oils of plants such as ylang-ylang (Cananga odorata), and
Isoeugenol
Class of enzymes
coumaroylquinate(coumaroylshikimate) 3'-monooxygenase. This enzyme participates in phenylpropanoid biosynthesis. Kuhnl T, Koch U, Heller W, Wellmann E (1987). "Chlorogenic
5-O-(4-coumaroyl)-D-quinate 3'-monooxygenase
5-O-(4-coumaroyl)-D-quinate_3'-monooxygenase
Chemical compound
cichoric acid) is a hydroxycinnamic acid, an organic compound of the phenylpropanoid class and occurs in a variety of plant species. It is a derivative
Chicoric_acid
Natural chemical compound
are biosynthesized by the oxidative coupling of a flavonoid and a phenylpropanoid moiety. The flavonoid moiety can be any number of flavonoids, including
Silychristin
Class of plant-based pigments
a parent class of molecules called flavonoids synthesized via the phenylpropanoid pathway. They can occur in all tissues of higher plants, including
Anthocyanin
Biological adjustment to new climates
plants that were not allowed to acclimate. In the orchid Phalaenopsis, phenylpropanoid enzymes are enhanced in the process of plant acclimatisation at different
Acclimatization
shikimate hydroxycinnamoyltransferase. This enzyme participates in phenylpropanoid biosynthesis. Strack D, Keller H, Weissenbock G (1987). "Enzymatic-synthesis
Shikimate O-hydroxycinnamoyltransferase
Shikimate_O-hydroxycinnamoyltransferase
Chemical compound
of plant metabolites called flavones. Its biosynthesis begins in a phenylpropanoid metabolic pathway from the amino acid phenylalanine. After several
Genistein
Genus of orchids
terpenoid class. It was most intense in the morning. In Phalaenopsis, phenylpropanoid enzymes are enhanced in the process of plant acclimatisation at different
Phalaenopsis
Pseudoscientific alternative medicine practice
hundreds to thousands of aromatic constituents, like terpinoids and phenylpropanoids, and to sufficiently research the pharmacological effects of essential
Aromatherapy
Chemical compound
occurs widely in the essential oils of plants. It is in the class of phenylpropanoid organic compounds. It contributes a large component of the odor and
Anethole
Species of flowering plant
carried away in the water current. Persicaria perfoliata contains phenylpropanoid esters such as 6'-acetyl-3,6-diferuloylsucrose (helonioside B), 2'
Persicaria_perfoliata
Class of enzymes
NADP+, and water. It participates in phenylalanine metabolism and phenylpropanoid biosynthesis, especially of flavonoids in plants. The enzyme is a cytochrome
Trans-cinnamate 4-monooxygenase
Trans-cinnamate_4-monooxygenase
Chemical compound
Echinacoside is a natural phenol. It is a caffeic acid glycoside from the phenylpropanoid class. It is constituted from a trisaccharide consisting of two glucose
Echinacoside
Chemical compound
is naturally occurring hydroxycinnamic acid. It is a member of the phenylpropanoid family, which includes many natural products. Sinapic acid is found
Sinapinic_acid
Class of chemical compounds
C6–C2–C6 structure. In biochemical terms, they belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones. Most stilbenoids
Stilbenoid
Chemical compound or substance produced by a living organism, found in nature
produces aromatic amino acids (AAAs) and phenylpropanoids: Shikimate pathway → aromatic amino acids and phenylpropanoids Phenylalanine, tyrosine, and tryptophan
Natural_product
Class of phyto-photo toxic compounds
chemical structure. The compounds are biosynthesized partly through the phenylpropanoid pathway and the mevalonate pathway, which is biosynthesized by a coupling
Furanocoumarin
Chemical compound found in a variety of plants
biosynthesis of rosmarinic acid uses 4-coumaroyl-CoA from the general phenylpropanoid pathway as a hydroxycinnamoyl donor. The hydroxycinnamoyl acceptor
Rosmarinic_acid
Class of chemical compounds
Anthraquinones Chalconoids (C6-C3-C6) Kavalactones Naphthoquinones (C6-C4) Phenylpropanoids (C6-C3) Xanthonoids (C6-C1-C6) Coumarins and isocoumarins Misc: Polyphenols
Betalain
Spice from Myristica fragrans
industries. The volatile fraction contains dozens of terpenes and phenylpropanoids, including D-pinene, limonene, D-borneol, L-terpineol, geraniol, safrole
Nutmeg
Chemical compound
also known as 3,4-(methylenedioxy)phenyl-1-propanone (MDP1P), is a phenylpropanoid found in some plants of the genus Piper and is an isomer of 3
3,4-Methylenedioxypropiophenone
3,4-Methylenedioxypropiophenone
Genus of flowering plants
scavenging effect to the extract. In flowering plants, the presence of phenylpropanoids can serve as protection from ultraviolet (UV) light and as a signaling
Aquilegia
Chemical compound
colourless or white solid, it is one of the monolignols, produced via the phenylpropanoid biochemical pathway. When copolymerized with related aromatic compounds
Coniferyl_alcohol
Enzyme
S-adenosyl-L-methionine:caffeic acid-O-methyltransferase. This enzyme participates in phenylpropanoid biosynthesis. As of late 2007, two structures have been solved for
Caffeate_O-methyltransferase
Chemical compound
Cinnamoyl-coenzyme A is an intermediate in the phenylpropanoid metabolic pathway. It is the thioester formed between cinnamic acid and coenzyme A. Cinnamoyl-CoA
Cinnamoyl-CoA
Chemical compound
Lariciresinol is a lignan, i.e., a type of phenylpropanoids. It is the precursor to enterolignans by the action of gut microflora. In food, it is found
Lariciresinol
Chemical compound
Verbascoside is a polyphenol glycoside in which the phenylpropanoid caffeic acid and the phenylethanoid hydroxytyrosol form an ester and an ether bond
Verbascoside
Chemical compound
structure. Notably, Brophy and coworkers isolated the simpler carpacin, a phenylpropanoid with a 9-carbon framework, recognized its substructure as being dimerized
Carpanone
Chemical compound
flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids. Its biosynthesis involves the action of the enzyme phenylalanine ammonia-lyase
Cinnamic_acid
phenolic compounds. They are a subset of lignans in which one of the two phenylpropanoids is found in the form of a coumarin. 2-(4-hydroxy-3
Coumarinolignoid
Organic compounds containing amine and carboxylic groups
phenethylamine and tyrosine in humans. In plants, it is a precursor of various phenylpropanoids, which are important in plant metabolism. Glycine is a precursor of
Amino_acid
Index of chemical compounds with the same molecular formula
Ethylvanillin Methyl anisate Paeonol, a natural phenol Phloretic acid, a phenylpropanoid Premethylenomycin C lactone Tropic acid This set index page lists chemical
C9H10O3
InterPro Family
diphosphate. This reaction is an important step in the biosynthesis of phenylpropanoids. This enzyme belongs to the family of ligases, to be specific those
4-Coumarate-CoA_ligase
Chemical compound
51.2900C. doi:10.1021/jf026187q. PMID 12720369. Vogt, T. (2010). "Phenylpropanoid Biosynthesis". Molecular Plant. 3 (1): 2–20. doi:10.1093/mp/ssp106
Chlorogenic_acid
Chemical compound
carboxylic acid with the formula C9H10O2 belonging to the class of phenylpropanoids. It is a white, crystalline solid with a sweet, floral scent at room
Phenylpropanoic_acid
Species of flowering plant in the daisy family
analysis has revealed that A. dracunculus oil contains predominantly phenylpropanoids such as estragole (16.2%), methyl eugenol (35.8%), and trans-anethole
Tarragon
Organic compound (C6H5COOH)
349–351. doi:10.1093/clinchem/18.4.349. PMID 5012256. Vogt, T. (2010). "Phenylpropanoid Biosynthesis". Molecular Plant. 3: 2–20. doi:10.1093/mp/ssp106. PMID 20035037
Benzoic_acid
Syrup made from the sap of maple trees
"Further investigation into maple syrup yields 3 new lignans, a new phenylpropanoid, and 26 other phytochemicals". Journal of Agricultural and Food Chemistry
Maple_syrup
Class of antibiotics
Amphenicols are a class of antibiotics with a phenylpropanoid structure. They function by blocking the enzyme peptidyl transferase on the 50S ribosome
Amphenicol
Principal curcuminoid of turmeric
Schmitt B, Hölscher D, Schneider B (February 2000). "Variability of phenylpropanoid precursors in the biosynthesis of phenylphenalenones in Anigozanthos
Curcumin
Chemical compound
(2008). "Evidence for p-hydroxybenzoate formation involving enzymatic phenylpropanoid side-chain cleavage in hairy roots of Daucus carota". Journal of Plant
4-Hydroxybenzaldehyde
Chemical compound
lactones in Calea ternifolia. Caleicine is a sesquiterpene that has a phenylpropanoid moiety bonded to junenol In an investigation, lab mice were administered
Caleicine
Chemical compound
natural chemical compound classified as a phenylpropene, a type of phenylpropanoid. It is the methyl ether of eugenol and is important to insect behavior
Methyl_eugenol
Class of enzymes
UDPG:o-coumaric acid O-glucosyltransferase. This enzyme participates in phenylpropanoid biosynthesis. Kleinhofs A, Haskins FA, Gorz HJ (1967). "trans-o-Hydroxylcinnamic
2-coumarate O-beta-glucosyltransferase
2-coumarate_O-beta-glucosyltransferase
Plants that induce psychotropic effects upon ingestion
most can be grouped into four major biosynthetic classes: alkaloids, phenylpropanoids, polyketides, and terpenoids. Active constituents of the majority of
Psychoactive_plant
Species of plant
provenance records. Compounds of different classes, such as terpenoids, phenylpropanoids, fatty acids and polyacetylenes are reported in various parts of edelweiss
Edelweiss
Class of chemical compounds
the term "polyphenol" refers to compounds derived from the shikimate/phenylpropanoid and/or the polyketide pathway, featuring more than one phenolic unit
Polyphenol
Chemical compound
of plant metabolites called flavones. Its biosynthesis begins in a phenylpropanoid metabolic pathway from the amino acid phenylalanine. After several
Daidzin
Chemical compound
collectively known as chromones. Most, though not all, chromones are also phenylpropanoids. 6,7-dimethoxy-2,3-dihydrochromone has been isolated from Sarcolobus
Chromone
Chemical compound
Eugenol /ˈjuːdʒɪnɒl/ is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. It is a colorless to pale yellow
Eugenol
Class of enzymes
resveratrol synthase, and stilbene synthase. This enzyme participates in phenylpropanoid biosynthesis. As of late 2007, two structures have been solved for
Trihydroxystilbene_synthase
Biological communication by plants
the product of distinct chemical pathways: fatty acid derivatives, phenylpropanoids/benzenoids, amino acid derivatives, and terpenoids. Due to the physical/chemical
Plant_communication
Chemical compound
Acetyleugenol is a phenylpropanoid compound found in cloves. It is the second in abundance to the related compound eugenol in certain extract preparations
Acetyleugenol
animals are particularly susceptible. The berries also contain the phenylpropanoid glucoside syringin, ingestion of which can cause nausea, headache,
List_of_poisonous_plants
Portion of plant-derived food that cannot be completely digested
Anthraquinones Chalconoids (C6-C3-C6) Kavalactones Naphthoquinones (C6-C4) Phenylpropanoids (C6-C3) Xanthonoids (C6-C1-C6) Coumarins and isocoumarins Misc: Polyphenols
Dietary_fiber
Chemical that attracts an organism
synomones, also act as rewards to pollinators, are in the form of phenylpropanoids (e.g. methyl eugenol) and phenylbutanoids (e.g. raspberry ketone zingerone
Attractant
Chemical compound
antioxidant than this aglycone. Flavonoid biosynthesis in plants uses a phenylpropanoid metabolic pathway in which the amino acid phenylalanine is converted
Naringin
Enzyme decomposing hydrogen peroxide
lumen ficolin-1-rich granule lumen Biological process response to phenylpropanoid ureteric bud development response to estradiol response to hypoxia
Catalase
Class of enzymes
2-hydroxylase. This enzyme participates in phenylalanine metabolism and phenylpropanoid biosynthesis. Enzyme 1.14.13.14 at KEGG Pathway Database. Gestetner
Trans-cinnamate 2-monooxygenase
Trans-cinnamate_2-monooxygenase
Enzyme
3,4-oxidoreductase (decyclizing). This enzyme participates in phenylpropanoid biodegradation. Seidman MM, Toms A, Wood JM (1969). "Influence of side-chain
Caffeate_3,4-dioxygenase
Species of insect
S2CID 36621985. Tan KH, Tan LT, Nishida R (November 2006). "Floral phenylpropanoid cocktail and architecture of Bulbophyllum vinaceum orchid in attracting
Bactrocera_dorsalis
Class of enzymes
+ NADH + H+ This enzyme catalyses a step in indegradation of phenylpropanoid compounds. Díaz E, Ferrández A, García JL (June 1998). "Characterization
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate dehydrogenase
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate_dehydrogenase
Species of jasmine
Christian; Ganzera, Markus; Stuppner, Hermann (November 2008). "A new phenylpropanoid glycoside from Jasminum subtriplinerve Blume". Journal of Asian Natural
Jasminum_nervosum
Chemical compound
precursor in the umbelliferone biosynthesis pathway. Umbelliferone is a phenylpropanoid and as such is synthesized from L-phenylalanine, which in turn is produced
Umbellic_acid
Chemical compound
Shigetoshi; Namba, Tsuneo (1996). "Syringin 4-O-β-Glucoside, a New Phenylpropanoid Glycoside, and Costunolide, a Nitric Oxide Synthase Inhibitor, from
Syringin
Chemical compound
Sinapaldehyde is an organic compound with the formula HO(CH3O)2C6H2CH=CHCHO. It is a derivative of cinnamaldehyde, featuring one hydroxy group and two
Sinapaldehyde
Free radical
·CH2–CH=CH2. 2-chloropropylene propenylbenzene (β-methylstyrene). Many phenylpropanoids and their derivatives feature derivatives of propenylbenzene: Anethole
Propenyl_group
Chemical compound
that of rosmarinic acid. They are primarily synthesized through the phenylpropanoid and tyrosine-derived branches of the phenolic acid biosynthetic pathway
Salvianolic_acids
bikont/unikont eukaryote root. Fungi and bacteria could have contributed to the phenylpropanoid pathway in ancestral land plants for the synthesis of flavonoids and
Plant–fungus horizontal gene transfer
Plant–fungus_horizontal_gene_transfer
Chemical compound
converted to 4-coumaroyl-CoA in a series of steps known as the general phenylpropanoid pathway using phenylalanine ammonia-lyase, cinnamate-4-hydroxylase
Quercetin
Chemical compound
1515/znc-2004-7-808. PMID 15813368. S2CID 15589214. Vogt, T. (2010). "Phenylpropanoid Biosynthesis". Molecular Plant. 3: 2–20. doi:10.1093/mp/ssp106. PMID 20035037
Aurone
Ancient herbalist theory
Park, Sang Un (2024-03-01). "Expression Analysis of Phenylpropanoid Pathway Genes and Phenylpropanoid Accumulation in Different Organs of Chelidonium majus
Doctrine_of_signatures
Class of enzymes
in the biosynthesis of the polyphenol compounds such as flavonoids, phenylpropanoids, and lignin in plants. Phenylalanine ammonia lyase is found widely
Phenylalanine_ammonia-lyase
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