Page last updated: 2024-09-28

alpha-phenylcinnamate

Description

alpha-phenylcinnamate: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID700620
CHEMBL ID1980291
MeSH IDM0170819

Synonyms (70)

Synonym
EN300-17442
benzeneacetic acid, .alpha.-(phenylmethylene)-
cinnamic acid, .alpha.-phenyl-
atropic acid, .beta.-phenyl-
.alpha.-phenylcinnamic acid
3368-16-9
2-propenoic acid,3-diphenyl-
acrylic acid,3-diphenyl-
NSC40614 ,
.alpha.-stilbenecarboxylic acid
trans-.alpha.-phenylcinnamic acid
acrylic acid,3-diphenyl-, (e)-
cis-stilbene-.alpha.-carboxylic acid
(e)-.alpha.-stilbenecarboxylic acid
nsc83528
trans-2,3-diphenylpropenoic acid
trans-2,3-diphenylacrylic acid
.alpha.-phenylcinnamic acid (cis-form)
91-48-5
nsc-83528
(e)-2,3-diphenylpropenoic acid
benzeneacetic acid, (e)-
alpha-phenylcinnamic acid
STK298626
(2e)-2,3-diphenylprop-2-enoic acid
alpha-phenylcinnamic acid, 97%
alpha-phenyl-trans-cinnamic acid
2,3-diphenylprop-2-enoic acid
AKOS002286967
(e)-2,3-diphenylprop-2-enoic acid
cis-alpha-phenylcinnamic acid
einecs 202-069-4
alpha-phenylcinnamic acid, (e)-
0pkh62904b ,
nsc 83528
unii-0pkh62904b
BBL009868
(e)-2,3-diphenyl-acrylic acid
bdbm50429337
nsc 40614
alpha-phenylcinnamate
benzeneacetic acid, alpha-(phenylmethylene)-
(e)-2,3-diphenylacrylic acid
CHEMBL1980291 ,
a-phenylcinnamic acid
e-2,3-diphenylpropenoic acid
(2e)-2,3-diphenylacrylic acid
(e)-phenylcinnamic acid
.alpha.-phenylcinnamic acid, (e)-
trans-2,3-diphenyl-2-propenoic acid
(e)-2,3-diphenyl-2-propenoic acid
(e)-.alpha.-phenylcinnamic acid
benzeneacetic acid, .alpha.-(phenylmethylene)-, (e)-
acrylic acid, 2,3-diphenyl-, trans-
.alpha.-phenylcinnamic acid trans-form [mi]
acrylic acid, 2,3-diphenyl-, (e)-
.alpha.-phenylcinnamic acid [mi]
(2e)-2,3-diphenyl-2-propenoic acid #
.alpha.-phenylcinnamic acid (trans-form)
.alpha.,.beta.-diphenyl acrylic acid, trans-
trans-stilbene-.alpha.-carboxylic acid
D92103
(e)-alpha-phenylcinnamic acid
alpha-phenylcinnamicacid
Q4734916
CS-0259613
STR05165
EN300-7372860
DTXSID00871015
Z56934842

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Aldo-keto reductase family 1 member C1Homo sapiens (human)IC50 (µMol)7.90000.00603.12657.9000AID735521
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (16)

Processvia Protein(s)Taxonomy
retinoid metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
xenobiotic metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
digestionAldo-keto reductase family 1 member C1Homo sapiens (human)
bile acid metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
bile acid and bile salt transportAldo-keto reductase family 1 member C1Homo sapiens (human)
intestinal cholesterol absorptionAldo-keto reductase family 1 member C1Homo sapiens (human)
epithelial cell differentiationAldo-keto reductase family 1 member C1Homo sapiens (human)
progesterone metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
retinal metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
cholesterol homeostasisAldo-keto reductase family 1 member C1Homo sapiens (human)
daunorubicin metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
doxorubicin metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
response to organophosphorusAldo-keto reductase family 1 member C1Homo sapiens (human)
cellular response to jasmonic acid stimulusAldo-keto reductase family 1 member C1Homo sapiens (human)
positive regulation of reactive oxygen species metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
prostaglandin metabolic processAldo-keto reductase family 1 member C1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (21)

Processvia Protein(s)Taxonomy
aldose reductase (NADPH) activityAldo-keto reductase family 1 member C1Homo sapiens (human)
aldo-keto reductase (NADPH) activityAldo-keto reductase family 1 member C1Homo sapiens (human)
estradiol 17-beta-dehydrogenase [NAD(P)] activityAldo-keto reductase family 1 member C1Homo sapiens (human)
protein bindingAldo-keto reductase family 1 member C1Homo sapiens (human)
oxidoreductase activity, acting on NAD(P)H, quinone or similar compound as acceptorAldo-keto reductase family 1 member C1Homo sapiens (human)
phenanthrene 9,10-monooxygenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
testosterone dehydrogenase [NAD(P)] activityAldo-keto reductase family 1 member C1Homo sapiens (human)
carboxylic acid bindingAldo-keto reductase family 1 member C1Homo sapiens (human)
bile acid bindingAldo-keto reductase family 1 member C1Homo sapiens (human)
3beta-hydroxy-5beta-steroid dehydrogenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
steroid dehydrogenase activity, acting on the CH-OH group of donors, NAD or NADP as acceptorAldo-keto reductase family 1 member C1Homo sapiens (human)
dihydrotestosterone 17-beta-dehydrogenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
17-alpha,20-alpha-dihydroxypregn-4-en-3-one dehydrogenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
5alpha-androstane-3beta,17beta-diol dehydrogenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
androsterone dehydrogenase (B-specific) activityAldo-keto reductase family 1 member C1Homo sapiens (human)
androstan-3-alpha,17-beta-diol dehydrogenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
testosterone 17-beta-dehydrogenase (NADP+) activityAldo-keto reductase family 1 member C1Homo sapiens (human)
ketosteroid monooxygenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
trans-1,2-dihydrobenzene-1,2-diol dehydrogenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
indanol dehydrogenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
androsterone dehydrogenase activityAldo-keto reductase family 1 member C1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
cytosolAldo-keto reductase family 1 member C1Homo sapiens (human)
extracellular exosomeAldo-keto reductase family 1 member C1Homo sapiens (human)
cytosolAldo-keto reductase family 1 member C1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID1224817Assays to identify small molecules inhibitory for eIF4E expression2015Chemistry & biology, Jul-23, Volume: 22, Issue:7
Internal Ribosome Entry Site-Based Bicistronic In Situ Reporter Assays for Discovery of Transcription-Targeted Lead Compounds.
AID735518Inhibition of recombinant AKR1C3 (unknown origin) assessed as decrease in oxidation of 1-acenaphthenol substrate at 100 uM by spectrophotometric analysis2013European journal of medicinal chemistry, Apr, Volume: 622,3-Diarylpropenoic acids as selective non-steroidal inhibitors of type-5 17β-hydroxysteroid dehydrogenase (AKR1C3).
AID735522Inhibition of human recombinant AKR1C1 expressed in Escherichia coli assessed as decrease in oxidation of 1-acenaphthenol substrate at 100 uM by spectrophotometric analysis2013European journal of medicinal chemistry, Apr, Volume: 622,3-Diarylpropenoic acids as selective non-steroidal inhibitors of type-5 17β-hydroxysteroid dehydrogenase (AKR1C3).
AID735520Inhibition of recombinant AKR1C2 (unknown origin) assessed as decrease in oxidation of 1-acenaphthenol substrate at 100 uM by spectrophotometric analysis2013European journal of medicinal chemistry, Apr, Volume: 622,3-Diarylpropenoic acids as selective non-steroidal inhibitors of type-5 17β-hydroxysteroid dehydrogenase (AKR1C3).
AID735521Inhibition of human recombinant AKR1C1 expressed in Escherichia coli assessed as decrease in oxidation of 1-acenaphthenol substrate by spectrophotometric analysis2013European journal of medicinal chemistry, Apr, Volume: 622,3-Diarylpropenoic acids as selective non-steroidal inhibitors of type-5 17β-hydroxysteroid dehydrogenase (AKR1C3).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (14.29)18.7374
1990's3 (42.86)18.2507
2000's0 (0.00)29.6817
2010's3 (42.86)24.3611
2020's0 (0.00)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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]