3-(4-hydroxyphenyl)-1-propane profile

3-(4-hydroxyphenyl)-1-propane: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

trans-p-coumaryl alcohol : 4-Hydroxycinnamyl alcohol with E-configuration of the propenyl double bond. It is one of the main monolignols. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

4-hydroxycinnamyl alcohol : A primary alcohol being cinnamyl alcohol hydroxylated at C-4 of the phenyl ring. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	5280535
CHEMBL ID	109034
CHEBI ID	28386
CHEBI ID	64555
SCHEMBL ID	221967
MeSH ID	M0123030

Synonym
4-(3-hydroxyprop-1-en-1-yl)phenol
CHEBI:28386
4-hydroxycinnamyl alcohol
3690-05-9
C02646
p-coumaryl alcohol
4-coumaryl alcohol
HMS1547L14
zinc01529484
BMSE000592
CHEMBL109034
chebi:64555 ,
BMSE010083
BMSE010287
4-hydroxy-cinnamyl alcohol
AKOS006278806
4-[(e)-3-hydroxyprop-1-enyl]phenol
trans-p-coumaryl alcohol
(e)-4-coumaroyl alcohol
4-[(1e)-3-hydroxyprop-1-en-1-yl]phenol
phenol, 4-(3-hydroxy-1-propenyl)-
3-ohpp
p-hydroxycinnamyl alcohol
p-hydroxycinnamic alcohol
p-coumaric alcohol
paracoumaryl alcohol
MS-2010
20649-40-5
SCHEMBL221967
p-coumarylalcohol
4-[(1e)-3-hydroxy-1-propenyl]phenol #
2-propen-1-ol, 3-(p-hydroxyphenyl)-
coumaryl alcohol, p-
Z2235811101
4-((1e)-3-hydroxy-1-propenyl)phenol
61poz1qq11 ,
unii-61poz1qq11
4-(3-hydroxy-1-propen-1-yl)phenol
(e)-p-coumaryl alcohol
2-propen-1-ol, 3-(p-hydroxyphenyl)-, (e)-
phenol, 4-((1e)-3-hydroxy-1-propenyl)-
benzotetronate
3-(4-hydroxyphenyl)-1-propane
A937795
DTXSID50895024
Q420084
mfcd02169461
MCC1870
Q27103667
AMY22489
p-cumaric alcohol; p-hydroxycinnamic alcohol
(e)-4-(3-hydroxy-1-propen-1-yl)phenol
4-[(e)-3-hydroxy-1-propenyl]phenol
EN300-221926
CS-0255024
EN300-702603
HY-N3102A

Role	Description
monolignol	A metabolite of plant origin (phytochemical) which acts as a source material for biosynthesis of both lignans and lignin.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
phenylpropanoid	Any organic aromatic compound with a structure based on a phenylpropane skeleton. The class includes naturally occurring phenylpropanoid esters, flavonoids, anthocyanins, coumarins and many small phenolic molecules as well as their semi-synthetic and synthetic analogues. Phenylpropanoids are also precursors of lignin.
phenols	Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
4-hydroxycinnamyl alcohol	A primary alcohol being cinnamyl alcohol hydroxylated at C-4 of the phenyl ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathway	Proteins	Compounds
phenylpropanoid biosynthesis	16	28
hinokiresinol biosynthesis	2	4
epoxypseudoisoeugenol-2-methylbutanoate biosynthesis	0	16
hinokiresinol biosynthesis	2	8
phenylpropanoid biosynthesis	12	29
epoxypseudoisoeugenol-2-methylbutanoate biosynthesis	2	22

Bioassays (18)

Assay ID	Title	Year	Journal	Article
AID166551	Percentage inhibition against release of beta-hexosaminidase from RBL-2H3 cells at 100 uM from control	2003	Bioorganic & medicinal chemistry letters, Oct-06, Volume: 13, Issue:19	Antiallergic principles from Alpinia galanga: structural requirements of phenylpropanoids for inhibition of degranulation and release of TNF-alpha and IL-4 in RBL-2H3 cells.
AID1325095	Inhibition of mushroom tyrosinase activity using L-DOPA as substrate at 10 uM after 30 mins	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325093	Inhibition of mushroom tyrosinase activity using L-tyrosine as substrate at 10 uM after 30 mins	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325087	Cytotoxicity against theophylline-stimulated mouse B16-4A5 cells assessed as cell viability at 10 uM after 72 hrs by MTT assay relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325088	Cytotoxicity against theophylline-stimulated mouse B16-4A5 cells assessed as cell viability at 30 uM after 72 hrs by MTT assay relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID248765	Inhibitory concentration of compound on nitric oxide (NO) production in lipopolysaccharide activated mouse peritoneal macrophages	2005	Bioorganic & medicinal chemistry letters, Apr-01, Volume: 15, Issue:7	Structure-activity relationships of 1'S-1'-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages.
AID1325080	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis at 30 uM after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325078	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis at 10 uM after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325086	Cytotoxicity against theophylline-stimulated mouse B16-4A5 cells assessed as cell viability at 3 uM after 72 hrs by MTT assay relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325096	Inhibition of mushroom tyrosinase activity using L-DOPA as substrate at 100 uM after 30 mins	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325077	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis at 3 uM after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325081	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis at 100 uM after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325089	Cytotoxicity against theophylline-stimulated mouse B16-4A5 cells assessed as cell viability at 100 uM after 72 hrs by MTT assay relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325079	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed as inhibition of melanogenesis after 72 hrs relative to control	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID1325094	Inhibition of mushroom tyrosinase activity using L-tyrosine as substrate at 100 uM after 30 mins	2016	Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23	Melanogenesis inhibitory activity of a 7-O-9'-linked neolignan from Alpinia galanga fruit.
AID252044	Percent inhibition of nitric oxide (NO) production in lipopolysaccharide activated mouse peritoneal macrophages at 100 uM of compound	2005	Bioorganic & medicinal chemistry letters, Apr-01, Volume: 15, Issue:7	Structure-activity relationships of 1'S-1'-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages.
AID588519	A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities	2011	Antiviral research, Sep, Volume: 91, Issue:3	High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299	A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis	2010	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21	Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (16.67)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (33.33)	29.6817
2010's	3 (50.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
4-hydroxybenzaldehyde [no description available]	2.13	1	hydroxybenzaldehyde	EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor; mouse metabolite; plant metabolite
acetone methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).	2.02	1	ketone body; methyl ketone; propanones; volatile organic compound	EC 3.5.1.4 (amidase) inhibitor; human metabolite; polar aprotic solvent
vanillin Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).	2.13	1	benzaldehydes; monomethoxybenzene; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; flavouring agent; plant metabolite
bis(2-guanidinoethyl)disulfide bis(2-guanidinoethyl)disulfide: bifunctional cation; RN given refers to parent cpd; structure	2.02	1
kojic acid [no description available]	2.13	1	4-pyranones; enol; primary alcohol	Aspergillus metabolite; EC 1.10.3.1 (catechol oxidase) inhibitor; EC 1.10.3.2 (laccase) inhibitor; EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor; EC 1.14.18.1 (tyrosinase) inhibitor; EC 1.4.3.3 (D-amino-acid oxidase) inhibitor; NF-kappaB inhibitor; skin lightening agent
4-hydroxypropiophenone [no description available]	2.13	1	acetophenones
methyleugenol methyleugenol: structure	2.42	2	phenylpropanoid
acetyleugenol acetyleugenol: from cloves; inhibits arachidonate-, adrenaline-, & collagen-induced platelet aggregation	2.01	1	benzoate ester; phenols
1'-hydroxyestragole 1'-hydroxyestragole: structure	2.02	1
chavicol 4-allylphenol: an inhibitor of aryl-alcohol oxidase; has free radical scavenging activity. chavicol : A phenylpropanoid that is phenol substituted by a prop-2-enyl group at position 4.	2.42	2	phenols; phenylpropanoid
2-hydroxychavicol 2-hydroxychavicol: antimutagen from betel leaf; structure given in first source	2.42	2
1'-acetoxychavicol acetate 1'-acetoxychavicol acetate: antifungal component of Alpinia galanga; structure given in first source. 1'-acetoxychavicol acetate : An acetate ester that is chavicol acetate substituted by an acetoxy group at position 1'.	2.73	3	acetate ester; phenylpropanoid	antineoplastic agent; NF-kappaB inhibitor; plant metabolite
arbutin hydroquinone O-beta-D-glucopyranoside : A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.	2.13	1	beta-D-glucoside; monosaccharide derivative	Escherichia coli metabolite; plant metabolite
e-z cinnamic acid cinnamic acid : A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.. trans-cinnamic acid : The E (trans) isomer of cinnamic acid	2.42	2	cinnamic acid	plant metabolite
2-hydroxycinnamic acid trans-2-coumaric acid : The trans-isomer of 2-coumaric acid.. 2-coumaric acid : A monohydroxycinnamic acid in which the hydroxy substituent is located at C-2 of the phenyl ring.	2.42	2	2-coumaric acid; phenols	antioxidant; metabolite
3-coumaric acid 3-coumaric acid: RN given refers to cpd without isomeric designation in Chemline. trans-3-coumaric acid : A 3-coumaric acid that is phenol substituted with trans-2-propenoic acid at position C-3.. 3-coumaric acid : A monohydroxycinnamic acid in which the hydroxy substituent is located at C-3 of the phenyl ring.	2.42	2	3-coumaric acid
trans-4-coumaric acid hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.	2.01	1	4-coumaric acid	food component; mouse metabolite; plant metabolite
sinapinic acid sinapinic acid: a matrix for matrix-assisted laser desorption technique for protein MW determination; a constituent of propolis. trans-sinapic acid : A sinapic acid in which the double bond has trans-configuration.	2.42	2	sinapic acid	MALDI matrix material; plant metabolite
p-hydroxycinnamaldehyde p-hydroxycinnamaldehyde: an antibacterial substance from the saw fly, Acantholyda parki S.; structure in first source. 4-hydroxycinnamaldehyde : A cinnamaldehyde that is (E)-cinnamaldehyde substituted at position 4 on the phenyl ring by a hydroxy group.	2.73	3	cinnamaldehydes	apoptosis inducer; EC 1.14.13.39 (nitric oxide synthase) inhibitor; plant metabolite
caffeic acid trans-caffeic acid : The trans-isomer of caffeic acid.	2.42	2	caffeic acid	geroprotector; mouse metabolite
4-methoxycinnamic acid [no description available]	2.42	2	cinnamic acids
3-(3,4-dimethoxyphenyl)propenoic acid 3-(3,4-dimethoxyphenyl)propenoic acid: structure given in first source; RN given refers to parent cpd. 3,4-dimethoxycinnamic acid : A methoxycinnamic acid that is trans-cinnamic acid substituted by methoxy groups at positions 3' and 4' respectively.	2.42	2	methoxycinnamic acid
coniferyl alcohol coniferyl alcohol: structure. coniferol : A phenylpropanoid that is one of the main monolignols, produced by the reduction of the carboxy functional group in cinnamic acid and the addition of a hydroxy and a methoxy substituent to the aromatic ring.	2.13	1	guaiacols; phenylpropanoid	animal metabolite; monolignol; mouse metabolite; pheromone; plant metabolite; volatile oil component
luteolin [no description available]	2.01	1	3'-hydroxyflavonoid; tetrahydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; c-Jun N-terminal kinase inhibitor; EC 2.3.1.85 (fatty acid synthase) inhibitor; immunomodulator; nephroprotective agent; plant metabolite; radical scavenger; vascular endothelial growth factor receptor antagonist
coniferaldehyde coniferaldehyde: from aqueous extract of Senra incana. coniferyl aldehyde : A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3.	2.13	1	cinnamaldehydes; guaiacols; phenylpropanoid	antifungal agent; plant metabolite
caffeic acid phenethyl ester phenethyl caffeate : An alkyl caffeate ester in which 2-phenylethyl is the alkyl component.	2.02	1	alkyl caffeate ester	anti-inflammatory agent; antibacterial agent; antineoplastic agent; antioxidant; antiviral agent; immunomodulator; metabolite; neuroprotective agent
tranilast tranilast: antiallergic drug; potent inhibitor of homologous passive cutaneous anaphylaxis. tranilast : An amidobenzoic acid that is anthranilic acid in which one of the anilino hydrogens is replaced by a 3,4-dimethoxycinnamoyl group.	2.01	1	amidobenzoic acid; cinnamamides; dimethoxybenzene; secondary carboxamide	anti-allergic agent; anti-asthmatic drug; antineoplastic agent; aryl hydrocarbon receptor agonist; calcium channel blocker; hepatoprotective agent; nephroprotective agent
ascorbic acid Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.	1.96	1	ascorbic acid; vitamin C	coenzyme; cofactor; flour treatment agent; food antioxidant; food colour retention agent; geroprotector; plant metabolite; skin lightening agent

Condition	Indicated	Relationship Strength	Studies	Trials
Encephalitis, Polio [description not available]	0	2.06	1	0
Poliomyelitis An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)	0	2.06	1	0

3-(4-hydroxyphenyl)-1-propane

Description

Cross-References

Synonyms (57)

Roles (1)

Drug Classes (3)

Pathways (3)

Bioassays (18)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.27

Study Types

3-(4-hydroxyphenyl)-1-propane

Description

Cross-References

Synonyms (57)

Roles (1)

Drug Classes (3)

Pathways (3)

Bioassays (18)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.27

Study Types

Related Drugs (28)

Related Conditions (2)