Terphenyllin is a synthetic polycyclic aromatic hydrocarbon (PAH) that has been extensively studied for its unique chemical and physical properties. It exhibits high thermal stability and excellent electrical conductivity, making it a potential candidate for applications in organic electronics and materials science. Terphenyllin's synthesis typically involves a multi-step process that utilizes a combination of organic reactions, including Friedel-Crafts alkylation and dehydrogenation. Its effects are primarily focused on its electronic properties, such as charge transport and energy transfer. Researchers are interested in exploring the potential of terphenyllin as a building block for developing novel organic semiconductors, organic light-emitting diodes (OLEDs), and other advanced materials. The compound's unique structure and properties make it a promising area of research in the field of materials science and engineering.'
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terphenyllin: novel p-terphenyl metabolite from Aspergillus candidus [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
terphenyllin : A para-terphenyl that is 1,1':4',1''-terphenyl substituted by methoxy groups at positions 3' and 6' and hydroxy groups at positions 2', 4 and 4''. It has been isolated from Aspergillus taichungensis. [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 | 100437 |
| CHEMBL ID | 1795466 |
| CHEBI ID | 67537 |
| MeSH ID | M0056561 |
| Synonym |
|---|
| 52452-60-5 |
| nsc-299114 |
| [1,1''-terphenyl]-2',4,4''-triol, 3',6'-dimethoxy- |
| terphenyllin |
| nsc299114 |
| [1,1':4',1''-terphenyl]-2',4,4''-triol, 3',6'-dimethoxy- |
| 2,5-bis(4-hydroxyphenyl)-3,6-dimethoxy-phenol |
| 2,5-bis(4-hydroxyphenyl)-3,6-dimethoxyphenol |
| CHEMBL1795466 |
| chebi:67537 , |
| unii-jsr23q1doz |
| nsc 299114 |
| jsr23q1doz , |
| (1,1':4',1''-terphenyl)-2',4,4''-triol, 3',6'-dimethoxy- |
| 3',6'-dimethoxy-1,1':4',1''-terphenyl-2',4,4''-triol |
| AKOS030213226 |
| mfcd08274598 |
| DTXSID50200452 |
| ncgc00347799-02!2,5-bis(4-hydroxyphenyl)-3,6-dimethoxyphenol |
| Q27136006 |
| 3',6'-dimethoxy-[1,1':4',1''-terphenyl]-2',4,4''-triol |
| 3',6'-dimethoxy(1,1':4',1''-terphenyl)-2',4,4''-triol |
| 1,4-dimethoxy-2,4',4''-trihydroxy-p-terphenyl |
| CS-0078073 |
| HY-119821 |
| [1,1':4',1''-terphenyl]-2',4,4''-triol,3',6'-dimethoxy- |
| bdbm50457916 |
| CCA45260 |
| Role | Description |
|---|---|
| mycotoxin | Poisonous substance produced by fungi. |
| Aspergillus metabolite | Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus. |
| [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 |
|---|---|
| para-terphenyl | A ring assembly based on a 1,4-diphenylbenzene skeleton and its substituted derivatives thereof. |
| phenols | Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring. |
| dimethoxybenzene | Any methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives. |
| [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] | |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Maltase-glucoamylase, intestinal | Homo sapiens (human) | IC50 (µMol) | 4.7900 | 0.0400 | 3.4652 | 9.0000 | AID1381559 |
| Maltase-glucoamylase, intestinal | Homo sapiens (human) | Ki | 1.5000 | 0.1700 | 1.8673 | 7.3000 | AID1381565 |
| Lysosomal alpha-glucosidase | Homo sapiens (human) | IC50 (µMol) | 4.7900 | 0.0600 | 2.2889 | 7.8000 | AID1381559 |
| Lysosomal alpha-glucosidase | Homo sapiens (human) | Ki | 1.5000 | 0.0590 | 1.7530 | 7.3000 | AID1381565 |
| Sucrase-isomaltase, intestinal | Homo sapiens (human) | IC50 (µMol) | 4.7900 | 0.0490 | 2.7294 | 7.8000 | AID1381559 |
| Sucrase-isomaltase, intestinal | Homo sapiens (human) | Ki | 1.5000 | 1.4000 | 3.4000 | 7.3000 | AID1381565 |
| Probable maltase-glucoamylase 2 | Homo sapiens (human) | IC50 (µMol) | 4.7900 | 0.5400 | 4.0244 | 7.8000 | AID1381559 |
| Probable maltase-glucoamylase 2 | Homo sapiens (human) | Ki | 1.5000 | 1.4000 | 3.4000 | 7.3000 | AID1381565 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1381562 | Cytotoxicity against human Chang cells by SRB assay | |||
| AID1381565 | Non-competitive inhibition of human alpha-glucosidase expressed in Saccharomyces cerevisiae using p-nitrophenyl-alpha-D-glucopyranoside as substrate after 15 mins by Lineweaver-Burk plot analysis | |||
| AID603559 | Cytotoxicity against human HL60 cells by MTT assay | 2011 | Journal of natural products, May-27, Volume: 74, Issue:5 | Prenylated Polyhydroxy-p-terphenyls from Aspergillus taichungensis ZHN-7-07. |
| AID603560 | Cytotoxicity against mouse P388 cells by MTT assay | 2011 | Journal of natural products, May-27, Volume: 74, Issue:5 | Prenylated Polyhydroxy-p-terphenyls from Aspergillus taichungensis ZHN-7-07. |
| AID1381559 | Inhibition of human alpha-glucosidase expressed in Saccharomyces cerevisiae using p-nitrophenyl-alpha-D-glucopyranoside as substrate after 15 mins | |||
| AID1381571 | Cytotoxicity against human HepG2 cells at 10 uM by SRB assay | |||
| AID646596 | Inhibition of viral neuraminidase after 20 mins by fluorescence assay | 2012 | Journal of natural products, Jan-27, Volume: 75, Issue:1 | p-Terphenyl and diterpenoid metabolites from endophytic Aspergillus sp. YXf3. |
| AID1381567 | Cytotoxicity against human HeLa cells by SRB assay | |||
| AID603561 | Cytotoxicity against human A549 cells by SRB assay | 2011 | Journal of natural products, May-27, Volume: 74, Issue:5 | Prenylated Polyhydroxy-p-terphenyls from Aspergillus taichungensis ZHN-7-07. |
| AID1381563 | Cytotoxicity against human HeLa cells after 3 days by hematoxylin-eosin staining-based assay | |||
| AID1381569 | Cytotoxicity against human A549 cells at 10 uM by SRB assay | |||
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 1 (11.11) | 18.2507 |
| 2000's | 3 (33.33) | 29.6817 |
| 2010's | 3 (33.33) | 24.3611 |
| 2020's | 2 (22.22) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
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 moderate demand-to-supply ratio for research on this compound.
| This Compound (17.60) All Compounds (24.57) |
| 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 | 9 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||