Compounds > p-decylaminophenol
Page last updated: 2024-11-13

p-decylaminophenol

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Description

p-decylaminophenol: a melanogenesis inhibitor; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID44422682
CHEMBL ID427462
SCHEMBL ID1955160
MeSH IDM000604099

Synonyms (8)

Synonym
bdbm50048085
p-decylaminophenol
CHEMBL427462 ,
4-(decylamino)phenol
SCHEMBL1955160
23227-12-5
STARBLD0038293
AKOS040746210
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyphenol oxidase 2Agaricus bisporusIC50 (µMol)17.90000.03403.987110.0000AID1181361; AID1181365
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (35)

Assay IDTitleYearJournalArticle
AID1181357Inhibition of mushroom tyrosinase using L-tyrosine as substrate at 50 uM by spectrophotometry relative to control2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Effect of p-aminophenols on tyrosinase activity.
AID1187703Inhibition of alpha-MSH-induced melanin production in mouse B16 cells at 1 uM after 3 days by spectrophotometry relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187712Inhibition of alpha-MSH-induced TRP-2 mRNA expression in mouse B16 cells at 0.1 to 1 uM after 3 days by RT-PCR analysis relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1464488Growth inhibition of human SK-N-AS cells at 1 uM after 24 hrs by MTT assay relative to control
AID1181371Non-competitive inhibition of mushroom tyrosinase using L-tyrosine as substrate by Lineweaver-Burk double reciprocal plot method2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Effect of p-aminophenols on tyrosinase activity.
AID1187700Inhibition of tyrosinase in mouse B16 cells using L-tyrosine as substrate preincubated at 50 uM for 20 mins by spectrophotometry relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187711Inhibition of alpha-MSH-induced tyrosinase mRNA expression in mouse B16 cells at 0.1 to 1 uM after 3 days by RT-PCR analysis relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID654488Cytotoxicity against human HuCCT1 cells after 72 hrs by MTT assay2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Growth inhibition and mechanism of action of p-dodecylaminophenol against refractory human pancreatic cancer and cholangiocarcinoma.
AID1187705Inhibition of alpha-MSH-induced TRP-1 protein expression in mouse B16 cells after 3 days by Western blotting relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187707Inhibition of alpha-MSH-induced tyrosinase protein expression in mouse B16 cells at 0.1 to 1 uM after 3 days by Western blotting relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID284545Growth inhibition of human HL60 cells at 4 uM after 72 hrs relative to control2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Potent anticancer activities of novel aminophenol analogues against various cancer cell lines.
AID1187704Inhibition of alpha-MSH-induced melanin production in mouse B16 cells at 0.1 to 0.4 uM after 3 days by spectrophotometry relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID284542Growth inhibition of human estrogen receptor deficient adriamycin-resistant MCF7 cells at 4 uM after 68 hrs relative to control2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Potent anticancer activities of novel aminophenol analogues against various cancer cell lines.
AID1187717Inhibition of lipid peroxidation in rat liver microsomes2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187716Inhibition of alpha-MSH-induced AKT phosphorylation in mouse B16 cells at 0.1 to 1 uM after 3 days by Western blotting relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID654484Growth inhibition of human HuCCT1 cells at 4 uM after 72 hrs by MTT assay relative to control2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Growth inhibition and mechanism of action of p-dodecylaminophenol against refractory human pancreatic cancer and cholangiocarcinoma.
AID1181358Inhibition of mushroom tyrosinase using L-DOPA as substrate at 50 uM by spectrophotometry relative to control2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Effect of p-aminophenols on tyrosinase activity.
AID654483Growth inhibition of human MIAPaCa2 cells at 10 uM after 72 hrs by MTT assay relative to control2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Growth inhibition and mechanism of action of p-dodecylaminophenol against refractory human pancreatic cancer and cholangiocarcinoma.
AID284543Growth inhibition of human HepG2 cells at 4 uM after 68 hrs relative to control2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Potent anticancer activities of novel aminophenol analogues against various cancer cell lines.
AID1187714Inhibition of alpha-MSH-induced ERK phosphorylation in mouse B16 cells at 0.4 uM after 3 days by Western blotting relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187710Inhibition of alpha-MSH-induced MITF mRNA expression in mouse B16 cells at 1 uM after 3 days by RT-PCR analysis relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1181361Inhibition of mushroom tyrosinase using L-tyrosine as substrate by spectrophotometry2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Effect of p-aminophenols on tyrosinase activity.
AID1464489Growth inhibition of human SK-N-AS cells at 1 uM after 72 hrs by MTT assay relative to control
AID1187706Inhibition of alpha-MSH-induced MITF protein expression in mouse B16 cells after 3 days by Western blotting relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187715Inhibition of alpha-MSH-induced ERK phosphorylation in mouse B16 cells at 1 uM after 3 days by Western blotting relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID284546Induction of apoptosis in human HL60 cells assessed as DNA fragmentation at 4 uM after 20 hrs2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Potent anticancer activities of novel aminophenol analogues against various cancer cell lines.
AID1187702Cytotoxicity against mouse B16 cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187713Inhibition of alpha-MSH-induced ERK phosphorylation in mouse B16 cells at 0.1 uM after 3 days by Western blotting relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1181372Non-competitive inhibition of mushroom tyrosinase using L-DOPA as substrate by Lineweaver-Burk double reciprocal plot method2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Effect of p-aminophenols on tyrosinase activity.
AID284544Growth inhibition of human DU145 cells at 4 uM after 68 hrs relative to control2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Potent anticancer activities of novel aminophenol analogues against various cancer cell lines.
AID1181365Inhibition of mushroom tyrosinase using L-DOPA as substrate by spectrophotometry relative to control2014Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15
Effect of p-aminophenols on tyrosinase activity.
AID284541Growth inhibition of human estrogen receptor expressing MCF7 cells at 4 uM after 68 hrs relative to control2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Potent anticancer activities of novel aminophenol analogues against various cancer cell lines.
AID1187708Inhibition of alpha-MSH-induced TRP-2 protein expression in mouse B16 cells at 0.1 to 1 uM after 3 days by Western blotting relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187709Inhibition of alpha-MSH-induced TRP-1 mRNA expression in mouse B16 cells at 1 uM after 3 days by RT-PCR analysis relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
AID1187701Inhibition of tyrosinase in mouse B16 cells using L-DOPA as substrate preincubated at 50 uM for 10 mins by spectrophotometry relative to control2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Inhibitory effects of p-alkylaminophenol on melanogenesis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's4 (80.00)24.3611
2020's0 (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: 13.13

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.

MetricThis Compound (vs All)
Research Demand Index13.13 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.13)

All Compounds (24.57)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
kojic acid
[no description available]		2.5204-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
tretinoin
Tretinoin: An important regulator of GENE EXPRESSION during growth and development, and in NEOPLASMS. Tretinoin, also known as retinoic acid and derived from maternal VITAMIN A, is essential for normal GROWTH; and EMBRYONIC DEVELOPMENT. An excess of tretinoin can be teratogenic. It is used in the treatment of PSORIASIS; ACNE VULGARIS; and several other SKIN DISEASES. It has also been approved for use in promyelocytic leukemia (LEUKEMIA, PROMYELOCYTIC, ACUTE).. retinoic acid : A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).. all-trans-retinoic acid : A retinoic acid in which all four exocyclic double bonds have E- (trans-) geometry.		2.9940retinoic acid;
vitamin A		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
AP-1 antagonist;
human metabolite;
keratolytic drug;
retinoic acid receptor agonist;
retinoid X receptor agonist;
signalling molecule
fenretinide
Fenretinide: A synthetic retinoid that is used orally as a chemopreventive against prostate cancer and in women at risk of developing contralateral breast cancer. It is also effective as an antineoplastic agent.. 4-hydroxyphenyl retinamide : A retinoid obtained by formal condensation of the carboxy group of all-trans retinoic acid and the anilino group of 4-hydroxyaniline. Synthetic retinoid agonist. Antiproliferative, antioxidant and anticancer agent with a long half-life in vivo. Apoptotic effects appear to be mediated by a mechanism distinct from that of 'classical' retinoids.		2.9940monocarboxylic acid amide;
retinoid		antineoplastic agent;
antioxidant
4-dodecylaminophenol
[no description available]		2.9940
ConditionIndicatedRelationship StrengthStudiesTrials
Breast Cancer
[description not available]		02.0310
Cancer of Prostate
[description not available]		02.0310
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.0310
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		02.0310
Cholangiocellular Carcinoma
[description not available]		02.0710
Cancer of Pancreas
[description not available]		02.0710
Pancreatic Neoplasms
Tumors or cancer of the PANCREAS. Depending on the types of ISLET CELLS present in the tumors, various hormones can be secreted: GLUCAGON from PANCREATIC ALPHA CELLS; INSULIN from PANCREATIC BETA CELLS; and SOMATOSTATIN from the SOMATOSTATIN-SECRETING CELLS. Most are malignant except the insulin-producing tumors (INSULINOMA).		02.0710
Cholangiocarcinoma
A malignant tumor arising from the epithelium of the BILE DUCTS.		02.0710