Page last updated: 2024-11-08

sinapyl alcohol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

sinapyl alcohol: has anti-inflammatory and antinociceptive properties; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

trans-sinapyl alcohol : Sinapyl alcohol in which the configuration of the propenyl double bond is E. 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]

sinapyl alcohol : A primary alcohol, being cinnamyl alcohol hydroxylated at C-4 and methoxylated at C-3 and -5. [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 SourceID
PubMed CID5280507
CHEMBL ID1800816
CHEBI ID28813
CHEBI ID64557
SCHEMBL ID807443
MeSH IDM0480494

Synonyms (51)

Synonym
CHEBI:28813
4-(3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenol
sinapic alcohol
2-propen-1-ol, 3-(4-hydroxy-3,5-dimethoxyphenyl), (e)-
sinapyl alcohol, (e)
sinapoyl alcohol
sinapyl alcohol
537-33-7
C02325
inchi=1/c11h14o4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13h,5h2,1-2h3/b4-3
sinapyl alcohol, technical grade, 80%
SINAPYL-ALCOHOL ,
2EC125E6-3813-49EE-903E-5730561A1B09
BMSE000612
4-hydroxy-3,5-dimethoxy cinnamyl alcohol
BMSE010286
4-(3-hydroxyprop-1-enyl)-2,6-dimethoxyphenol
phenol, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-
8o6no04smv ,
unii-8o6no04smv
4-[(e)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenol
CHEMBL1800816
chebi:64557 ,
ST069367
trans-sinapyl alcohol
4-[(1e)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenol
(e)-sinapoyl alcohol
AKOS015966876
4-hydroxy-3,5-dimethoxycinnamyl alcohol
SCHEMBL807443
sinapylalcohol
(e)-4-(3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenol
(e)-sinapyl alcohol
phenol, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-, (e)-
phenol, 4-[(1e)-3-hydroxy-1-propenyl]-2,6-dimethoxy-
2-propen-1-ol, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (e)-
20675-96-1
mfcd00192441
(e)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propen-1-ol
sinapyl alcohol(e)
4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-phenol
(e)-4-(3-hydroxyprop-1-enyl)-2,6-dimethoxyphenol
sinapyl alcohol; sinapoyl alcohol
Q418975
EN300-1866966
D94780
A936974
DTXSID501314695
AS-76705
CS-0163319
CS-0369210
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
monolignolA 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 (1)

ClassDescription
sinapyl alcoholA primary alcohol, being cinnamyl alcohol hydroxylated at C-4 and methoxylated at C-3 and -5.
[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 (2)

PathwayProteinsCompounds
monolignol glucosides biosynthesis111
phenylpropanoid biosynthesis1628
phenylpropanoid biosynthesis1229

Bioassays (8)

Assay IDTitleYearJournalArticle
AID607598Cytotoxicity against human LoVo cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607600Induction of human U373 cell death assessed as morphological changes at MTT assay-related IC50 after 72 hrs by quantitative video microscopy2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607593Cytotoxicity against human U373 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607594Cytotoxicity against human OE21 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607596Cytotoxicity against human PC3 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607601Cytotoxicity against human U373 cells assessed as growth inhibition at MTT assay-related IC50 by quantitative video microscopy relative to control2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607597Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607595Cytotoxicity against human A549 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (42)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's16 (38.10)29.6817
2010's20 (47.62)24.3611
2020's6 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other42 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]