2'-carbomethoxyphenyl 4-guanidinobenzoate: potent inhibitor of the sperm enzyme acrosin [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| ID Source | ID |
|---|---|
| PubMed CID | 55906 |
| CHEMBL ID | 148957 |
| SCHEMBL ID | 7321809 |
| MeSH ID | M0160713 |
| Synonym |
|---|
| 4-((aminoiminomethyl)amino)benzoic acid 2-(methoxycarbonyl)phenyl ester |
| brn 5609851 |
| 2'-carbomethoxyphenyl 4-guanidinobenzoate |
| salicylic acid, methyl ester, ester with p-guanidinobenzoic acid |
| benzoic acid, 4-((aminoiminomethyl)amino)-, 2-(methoxycarbonyl)phenyl ester |
| CHEMBL148957 , |
| methyl 2-[4-(diaminomethylideneamino)benzoyl]oxybenzoate |
| 89022-11-7 |
| bdbm50405333 |
| SCHEMBL7321809 |
| DTXSID50237485 |
| methyl 2-[[4-[(aminoiminomethyl)amino]benzoyl]oxy]benzoate |
| benzoic acid, 2-[[4-[(aminoiminomethyl)amino]benzoyl]oxy]-, methyl ester |
| AB89C32L59 |
| Excerpt | Reference | Relevance |
|---|---|---|
| " All the aryl 4-guanidinobenzoates synthesized from FDA-approved phenols were less toxic than nonoxynol-9, and it is concluded that these 4-guanidinobenzoates are of interest for further development and testing as nonhormonal contraceptive agents." | ( Synthesis and inhibition of human acrosin and trypsin and acute toxicity of aryl 4-guanidinobenzoates. Anderson, RA; Bauer, L; Kaminski, JM; Mack, SR; Waller, DP; Zaneveld, LJ, 1986) | 0.27 |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Trypsin-1 | Homo sapiens (human) | IC50 (µMol) | 0.0650 | 0.0035 | 1.5321 | 10.0000 | AID215371 |
| Acrosin | Homo sapiens (human) | IC50 (µMol) | 0.0129 | 0.0129 | 0.0129 | 0.0129 | AID30425 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| digestion | Trypsin-1 | Homo sapiens (human) |
| extracellular matrix disassembly | Trypsin-1 | Homo sapiens (human) |
| proteolysis | Trypsin-1 | Homo sapiens (human) |
| acrosome matrix dispersal | Acrosin | Homo sapiens (human) |
| activation of adenylate cyclase activity | Acrosin | Homo sapiens (human) |
| single fertilization | Acrosin | Homo sapiens (human) |
| binding of sperm to zona pellucida | Acrosin | Homo sapiens (human) |
| acrosome reaction | Acrosin | Homo sapiens (human) |
| penetration of zona pellucida | Acrosin | Homo sapiens (human) |
| response to steroid hormone | Acrosin | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| serine-type endopeptidase activity | Trypsin-1 | Homo sapiens (human) |
| metal ion binding | Trypsin-1 | Homo sapiens (human) |
| protease binding | Acrosin | Homo sapiens (human) |
| DNA binding | Acrosin | Homo sapiens (human) |
| amidase activity | Acrosin | Homo sapiens (human) |
| serine-type endopeptidase activity | Acrosin | Homo sapiens (human) |
| copper ion binding | Acrosin | Homo sapiens (human) |
| protein binding | Acrosin | Homo sapiens (human) |
| mannose binding | Acrosin | Homo sapiens (human) |
| serine-type peptidase activity | Acrosin | Homo sapiens (human) |
| zinc ion binding | Acrosin | Homo sapiens (human) |
| fucose binding | Acrosin | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| extracellular region | Trypsin-1 | Homo sapiens (human) |
| collagen-containing extracellular matrix | Trypsin-1 | Homo sapiens (human) |
| blood microparticle | Trypsin-1 | Homo sapiens (human) |
| extracellular space | Trypsin-1 | Homo sapiens (human) |
| extracellular region | Acrosin | Homo sapiens (human) |
| nucleus | Acrosin | Homo sapiens (human) |
| Golgi-associated vesicle | Acrosin | Homo sapiens (human) |
| acrosomal matrix | Acrosin | Homo sapiens (human) |
| protein-containing complex | Acrosin | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID30425 | Inhibition of human acrosin and control activity being 11.3 umol/min/mg | 1986 | Journal of medicinal chemistry, Apr, Volume: 29, Issue:4 | Synthesis and inhibition of human acrosin and trypsin and acute toxicity of aryl 4-guanidinobenzoates. |
| AID117097 | Lethal dose that produces death in 50% of mice within 24 hr after acute treatment | 1986 | Journal of medicinal chemistry, Apr, Volume: 29, Issue:4 | Synthesis and inhibition of human acrosin and trypsin and acute toxicity of aryl 4-guanidinobenzoates. |
| AID215371 | Inhibition of human trypsin and the control activity being 7.3 umol/min/mg | 1986 | Journal of medicinal chemistry, Apr, Volume: 29, Issue:4 | Synthesis and inhibition of human acrosin and trypsin and acute toxicity of aryl 4-guanidinobenzoates. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 2 (22.22) | 18.7374 |
| 1990's | 1 (11.11) | 18.2507 |
| 2000's | 0 (0.00) | 29.6817 |
| 2010's | 0 (0.00) | 24.3611 |
| 2020's | 6 (66.67) | 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 weak demand-to-supply ratio for research on this compound.
| This Compound (12.05) 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] | ||