Page last updated: 2024-12-10
3-(4-hydroxyphenyl)-1-propane
Description
Research Excerpts
Clinical Trials
Roles
Classes
Pathways
Study Profile
Bioassays
Related Drugs
Related Conditions
Protein Interactions
Research Growth
Market Indicators
Description
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]
Cross-References
| ID Source | ID |
|---|---|
| PubMed CID | 5280535 |
| CHEMBL ID | 109034 |
| CHEBI ID | 28386 |
| CHEBI ID | 64555 |
| SCHEMBL ID | 221967 |
| MeSH ID | M0123030 |
Synonyms (57)
| 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 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Roles (1)
| 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] | |
Drug Classes (3)
| 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] | |
Pathways (3)
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] | ||||
Research
Studies (6)
| 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] | ||
Market Indicators
Research Demand Index: 12.27
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (12.27) All Compounds (24.57) |
Study Types
| 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] | ||