Compounds > benzylphosphonic acid
Page last updated: 2024-12-07

benzylphosphonic acid

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

Cross-References

ID SourceID
PubMed CID81312
CHEMBL ID299737
CHEBI ID183902
SCHEMBL ID44318
MeSH IDM0451524

Synonyms (26)

Synonym
benzylphosphonic acid
B85 ,
bdbm50080274
phenyl-methanephosphonic acid anion
benzyl-phosphonic acid
CHEMBL299737 ,
6881-57-8
BMK1-H2
CHEBI:183902
A836255
benzyl-dioxido-oxo-$l^{5}-phosphane
phosphonic acid, p-(phenylmethyl)-
phosphonic acid, (phenylmethyl)-
ai3-22857
phenylmethylphosphonic acid
AKOS006221427
FT-0636281
BP-21653
SCHEMBL44318
benzylphosphonicacid
DTXSID2064498
benzylphosphonic acid, 97%
mfcd00039519
Q27458263
CS-0361217
F87423

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" These compounds may serve as useful leads for the design of nonpeptide inhibitors of SH2 domains with improved bioavailability and metabolic stability compared to the natural ligands that contain phosphotyrosine."( NMR-based discovery of phosphotyrosine mimetics that bind to the Lck SH2 domain.
Fesik, SW; Hajduk, PJ; Zhou, MM, 1999)		0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
benzenesAny benzenoid aromatic compound consisting of the benzene skeleton and its substituted 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 Targets (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)Ki3,000.00000.19004.83279.6000AID1235085
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tyrosine-protein kinase LckHomo sapiens (human)Kd5,900.00000.00021.117424.2210AID99714
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (58)

Processvia Protein(s)Taxonomy
dephosphorylationAlkaline phosphatase, placental typeHomo sapiens (human)
protein phosphorylationTyrosine-protein kinase LckHomo sapiens (human)
intracellular zinc ion homeostasisTyrosine-protein kinase LckHomo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic processTyrosine-protein kinase LckHomo sapiens (human)
response to xenobiotic stimulusTyrosine-protein kinase LckHomo sapiens (human)
peptidyl-tyrosine phosphorylationTyrosine-protein kinase LckHomo sapiens (human)
hemopoiesisTyrosine-protein kinase LckHomo sapiens (human)
platelet activationTyrosine-protein kinase LckHomo sapiens (human)
T cell differentiationTyrosine-protein kinase LckHomo sapiens (human)
T cell costimulationTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of heterotypic cell-cell adhesionTyrosine-protein kinase LckHomo sapiens (human)
intracellular signal transductionTyrosine-protein kinase LckHomo sapiens (human)
peptidyl-tyrosine autophosphorylationTyrosine-protein kinase LckHomo sapiens (human)
Fc-gamma receptor signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
T cell receptor signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of T cell receptor signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of T cell activationTyrosine-protein kinase LckHomo sapiens (human)
leukocyte migrationTyrosine-protein kinase LckHomo sapiens (human)
release of sequestered calcium ion into cytosolTyrosine-protein kinase LckHomo sapiens (human)
regulation of lymphocyte activationTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of leukocyte cell-cell adhesionTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of intrinsic apoptotic signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
innate immune responseTyrosine-protein kinase LckHomo sapiens (human)
cell surface receptor protein tyrosine kinase signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
B cell receptor signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
dephosphorylationAlkaline phosphatase, germ cell typeHomo sapiens (human)
basophil activation involved in immune responseEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
pyrimidine nucleotide metabolic processEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
negative regulation of mast cell activation involved in immune responseEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
ATP metabolic processEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
negative regulation of inflammatory responseEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
negative regulation of mast cell proliferationEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
positive regulation of JUN kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
actin cytoskeleton organizationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of endocytosisTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of vascular endothelial growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulum unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of intracellular protein transportTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cellular response to unfolded proteinTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
platelet-derived growth factor receptor-beta signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor recyclingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of MAP kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of type I interferon-mediated signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
growth hormone receptor signaling pathway via JAK-STATTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of protein tyrosine kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of ERK1 and ERK2 cascadeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of hepatocyte growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of endoplasmic reticulum stress-induced intrinsic apoptotic signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of PERK-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylation involved in inactivation of protein kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of receptor catabolic processTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (38)

Processvia Protein(s)Taxonomy
magnesium ion bindingAlkaline phosphatase, placental typeHomo sapiens (human)
alkaline phosphatase activityAlkaline phosphatase, placental typeHomo sapiens (human)
protein bindingAlkaline phosphatase, placental typeHomo sapiens (human)
zinc ion bindingAlkaline phosphatase, placental typeHomo sapiens (human)
phosphotyrosine residue bindingTyrosine-protein kinase LckHomo sapiens (human)
protein tyrosine kinase activityTyrosine-protein kinase LckHomo sapiens (human)
non-membrane spanning protein tyrosine kinase activityTyrosine-protein kinase LckHomo sapiens (human)
protein serine/threonine phosphatase activityTyrosine-protein kinase LckHomo sapiens (human)
protein bindingTyrosine-protein kinase LckHomo sapiens (human)
ATP bindingTyrosine-protein kinase LckHomo sapiens (human)
phospholipase activator activityTyrosine-protein kinase LckHomo sapiens (human)
protein kinase bindingTyrosine-protein kinase LckHomo sapiens (human)
protein phosphatase bindingTyrosine-protein kinase LckHomo sapiens (human)
SH2 domain bindingTyrosine-protein kinase LckHomo sapiens (human)
T cell receptor bindingTyrosine-protein kinase LckHomo sapiens (human)
CD4 receptor bindingTyrosine-protein kinase LckHomo sapiens (human)
CD8 receptor bindingTyrosine-protein kinase LckHomo sapiens (human)
identical protein bindingTyrosine-protein kinase LckHomo sapiens (human)
phospholipase bindingTyrosine-protein kinase LckHomo sapiens (human)
phosphatidylinositol 3-kinase bindingTyrosine-protein kinase LckHomo sapiens (human)
ATPase bindingTyrosine-protein kinase LckHomo sapiens (human)
signaling receptor bindingTyrosine-protein kinase LckHomo sapiens (human)
alkaline phosphatase activityAlkaline phosphatase, germ cell typeHomo sapiens (human)
metal ion bindingAlkaline phosphatase, germ cell typeHomo sapiens (human)
nucleic acid bindingEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
bis(5'-nucleosyl)-tetraphosphatase (asymmetrical) activityEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
phosphodiesterase I activityEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
calcium ion bindingEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
zinc ion bindingEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
bis(5'-adenosyl)-pentaphosphatase activityEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
nucleoside triphosphate diphosphatase activityEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
bis(5'-adenosyl)-triphosphatase activityEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
RNA bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
zinc ion bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
enzyme bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
receptor tyrosine kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cadherin bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
ephrin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein phosphatase 2A bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
non-membrane spanning protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (20)

Processvia Protein(s)Taxonomy
plasma membraneAlkaline phosphatase, placental typeHomo sapiens (human)
cell surfaceAlkaline phosphatase, placental typeHomo sapiens (human)
side of membraneAlkaline phosphatase, placental typeHomo sapiens (human)
plasma membraneAlkaline phosphatase, placental typeHomo sapiens (human)
pericentriolar materialTyrosine-protein kinase LckHomo sapiens (human)
immunological synapseTyrosine-protein kinase LckHomo sapiens (human)
cytosolTyrosine-protein kinase LckHomo sapiens (human)
plasma membraneTyrosine-protein kinase LckHomo sapiens (human)
membrane raftTyrosine-protein kinase LckHomo sapiens (human)
extracellular exosomeTyrosine-protein kinase LckHomo sapiens (human)
plasma membraneTyrosine-protein kinase LckHomo sapiens (human)
extracellular regionAlkaline phosphatase, germ cell typeHomo sapiens (human)
plasma membraneAlkaline phosphatase, germ cell typeHomo sapiens (human)
side of membraneAlkaline phosphatase, germ cell typeHomo sapiens (human)
plasma membraneAlkaline phosphatase, germ cell typeHomo sapiens (human)
plasma membraneEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
extracellular regionEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
external side of plasma membraneEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
apical plasma membraneEctonucleotide pyrophosphatase/phosphodiesterase family member 3 Bos taurus (cattle)
plasma membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial matrixTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytosolTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial cristaTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endosome lumenTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
sorting endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmic side of endoplasmic reticulum membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein-containing complexTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID605760Inhibition of Escherichia coli recombinant DXR using DXP as substrate and MgCl2 as cofactor preincubated for 10 mins2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Inhibition of 1-deoxy-D-xylulose-5-phosphate reductoisomerase by lipophilic phosphonates: SAR, QSAR, and crystallographic studies.
AID99564Inhibitory activity against Serine/Threonine Protein Phosphatase (Lambda protein phosphatase); Precipitation2003Journal of medicinal chemistry, Aug-14, Volume: 46, Issue:17
A comparison of phosphonothioic acids with phosphonic acids as phosphatase inhibitors.
AID1235082Inhibition of human placental alkaline phosphatase using p-nitrophenyl phosphate substrate2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Crystal structures of the apo form and a complex of human LMW-PTP with a phosphonic acid provide new evidence of a secondary site potentially related to the anchorage of natural substrates.
AID213548Inhibitory activity against Tyrosine phosphatase from Yersinia (Yop protein); no inhibition2003Journal of medicinal chemistry, Aug-14, Volume: 46, Issue:17
A comparison of phosphonothioic acids with phosphonic acids as phosphatase inhibitors.
AID26857pKa2 (Dissociation constant) value (phosphonate group) was determined2003Bioorganic & medicinal chemistry letters, Jun-16, Volume: 13, Issue:12
Inhibition of mandelate racemase by alpha-fluorobenzylphosphonates.
AID164684Inhibitory activity against Serine/Threonine Protein Phosphatase (PP2C); Precipitation2003Journal of medicinal chemistry, Aug-14, Volume: 46, Issue:17
A comparison of phosphonothioic acids with phosphonic acids as phosphatase inhibitors.
AID107976Inhibition constant against Mandelate racemase from Pseudomonas putida at pH 7.52003Bioorganic & medicinal chemistry letters, Jun-16, Volume: 13, Issue:12
Inhibition of mandelate racemase by alpha-fluorobenzylphosphonates.
AID159822Inhibition of Human Placental alkaline Phosphatase (PLAP)2003Journal of medicinal chemistry, Aug-14, Volume: 46, Issue:17
A comparison of phosphonothioic acids with phosphonic acids as phosphatase inhibitors.
AID1235083Inhibition of bovine intestinal 5'-nucleotide phosphodiesterase using 4-nitrophenyl phenylphosphonate substrate by spectrophotometry2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Crystal structures of the apo form and a complex of human LMW-PTP with a phosphonic acid provide new evidence of a secondary site potentially related to the anchorage of natural substrates.
AID1235084Inhibition of Yersinia-protein YopH using pNPP substrate2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Crystal structures of the apo form and a complex of human LMW-PTP with a phosphonic acid provide new evidence of a secondary site potentially related to the anchorage of natural substrates.
AID1235085Inhibition of PTP1B (unknown origin) using nPP substrate2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Crystal structures of the apo form and a complex of human LMW-PTP with a phosphonic acid provide new evidence of a secondary site potentially related to the anchorage of natural substrates.
AID99714Binding affinity against Lck SH2 domain1999Bioorganic & medicinal chemistry letters, Aug-16, Volume: 9, Issue:16
NMR-based discovery of phosphotyrosine mimetics that bind to the Lck SH2 domain.
AID1235081Inhibition of bovine heart acid phosphatase2015Bioorganic & medicinal chemistry, Aug-01, Volume: 23, Issue:15
Crystal structures of the apo form and a complex of human LMW-PTP with a phosphonic acid provide new evidence of a secondary site potentially related to the anchorage of natural substrates.
AID605841Inhibition of Mycobacterium tuberculosis recombinant DXR expressed in Escherichia coli BL21 (DE3) using DXP as substrate and MgCl2 as cofactor at 100 uM preincubated for 10 mins2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Inhibition of 1-deoxy-D-xylulose-5-phosphate reductoisomerase by lipophilic phosphonates: SAR, QSAR, and crystallographic studies.
AID605761Inhibition of Escherichia coli recombinant DXR using DXP as substrate and MgCl2 as cofactor at 100 uM preincubated for 10 mins2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Inhibition of 1-deoxy-D-xylulose-5-phosphate reductoisomerase by lipophilic phosphonates: SAR, QSAR, and crystallographic studies.
AID29333dissociation constant was determined2003Journal of medicinal chemistry, Aug-14, Volume: 46, Issue:17
A comparison of phosphonothioic acids with phosphonic acids as phosphatase inhibitors.
AID32833Inhibitory activity against Escherichia coli Alkaline Phosphatase; no inhibition2003Journal of medicinal chemistry, Aug-14, Volume: 46, Issue:17
A comparison of phosphonothioic acids with phosphonic acids as phosphatase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (14.29)18.7374
1990's1 (7.14)18.2507
2000's4 (28.57)29.6817
2010's7 (50.00)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: 30.75

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.

MetricThis Compound (vs All)
Research Demand Index30.75 (24.57)
Research Supply Index2.71 (2.92)
Research Growth Index4.99 (4.65)
Search Engine Demand Index32.00 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.75)

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%
Other14 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
2-(3-pyridine)acetic acid
3-pyridylacetic acid : A monocarboxylic acid that is acetic acid substituted by a (pyridin-3-yl) group. It is a metabolite of nicotine and other tobacco alkaloids.		2.0610monocarboxylic acid;
pyridines		human xenobiotic metabolite
fosmidomycin
fosmidomycin: from Streptomyces lavendulae; RN given refers to parent cpd; structure in second source. fosmidomycin : Propylphosphonic acid in which one of the hydrogens at position 3 is substituted by a formyl(hydroxy)amino group. An antibiotic obtained from Streptomyces lavendulae, it specifically inhibits DXP reductoisomerase (EC 1.1.1.267), a key enzyme in the non-mevalonate pathway of isoprenoid biosynthesis.		2.0610hydroxamic acid;
phosphonic acids		antimicrobial agent;
bacterial metabolite;
EC 1.1.1.267 (1-deoxy-D-xylulose-5-phosphate reductoisomerase) inhibitor
naphthalene
[no description available]		2.0610naphthalenes;
ortho-fused bicyclic arene		apoptosis inhibitor;
carcinogenic agent;
environmental contaminant;
mouse metabolite;
plant metabolite;
volatile oil component
phenylacetic acid
phenylacetic acid : A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group.		210benzenes;
monocarboxylic acid;
phenylacetic acids		allergen;
Aspergillus metabolite;
auxin;
EC 6.4.1.1 (pyruvate carboxylase) inhibitor;
Escherichia coli metabolite;
human metabolite;
plant growth retardant;
plant metabolite;
Saccharomyces cerevisiae metabolite;
toxin
phthalic acid
phthalic acid: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7178. phthalic acid : A benzenedicarboxylic acid cosisting of two carboxy groups at ortho positions.		210benzenedicarboxylic acidhuman xenobiotic metabolite
picolinic acid
picolinic acid: iron-chelating agent that inhibits DNA synthesis; may interfere with iron-dependent production of stable free organic radical which is essential for ribonucleotide reductase formation of deoxyribonucleotides; RN given refers to parent cpd; structure in Merck Index, 9th ed, #7206. picolinic acid : A pyridinemonocarboxylic acid in which the carboxy group is located at position 2. It is an intermediate in the metabolism of tryptophan.		2.0610pyridinemonocarboxylic acidhuman metabolite;
MALDI matrix material
2,2'-azobis(2-amidinopropane)
2,2'-azobis(2-amidinopropane): water-soluble free-radical initiator		2.2110monoazo compound
oxophenylarsine
oxophenylarsine: inhibits protein-tyrosine-phosphatase. phenylarsine oxide : An arsine oxide derived from phenylarsine.		2.0110arsine oxidesantineoplastic agent;
apoptosis inducer;
EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor
2,6-diaminopyridine
2,6-diaminopyridine: structure in first source		2.2110
trimesic acid
trimesic acid: RN given refers to parent cpd. benzene-1,3,5-tricarboxylic acid : A tricarboxylic acid that consists of benzene substituted by carboxy groups at positions 1, 3 and 5.		210benzoic acids;
tricarboxylic acid
mandelic acid, (r)-isomer
(R)-mandelic acid : The (R)-enantiomer of mandelic acid.		2.0110mandelic acidhuman xenobiotic metabolite
phenylphosphate
phenylphosphate: structure given in first source. phenyl phosphate : An aryl phosphate resulting from the mono-esterification of phosphoric acid with phenol.		2.4120aryl phosphatemouse metabolite
methylphosphonic acid
methylphosphonic acid : A one-carbon compound that is phosphonic acid in which the hydrogen attached to the phosphorus is substituted by a methyl group.		2.4420one-carbon compound;
phosphonic acids
phenylphosphonic acid
phenylphosphonic acid: RN given refers to parent cpd; NM same as N1		2.0610benzenes
palladium
Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.		2.1710metal allergen;
nickel group element atom;
platinum group metal atom
zirconium
Zirconium: A rather rare metallic element with atomic number 40, atomic weight 91.224, and symbol Zr.		2.1510titanium group element atom
2-pyridylacetic acid
2-pyridylacetic acid: a betahistine metabolite; structure in first source		2.0610pyridines
3-(n-acetyl-n-hydroxy)aminopropylphosphonic acid
3-(N-acetyl-N-hydroxy)aminopropylphosphonic acid: from Streptomyces rubellomurinus sp. nov.; interferes with bacterial cell wall synthesis; structure in first source		2.0610phosphonoacetic acid
organophosphonates
hydrogenphosphite : A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid.		3.6190divalent inorganic anion;
phosphite ion
methylphosphonothiolate
[no description available]		2.0110organothiophosphorus compound
mandelic acid, (s)-isomer
[no description available]		2.0110(2S)-2-hydroxy monocarboxylic acid;
mandelic acid
arsenic
Arsenic: A shiny gray element with atomic symbol As, atomic number 33, and atomic weight 75. It occurs throughout the universe, mostly in the form of metallic arsenides. Most forms are toxic. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), arsenic and certain arsenic compounds have been listed as known carcinogens. (From Merck Index, 11th ed)		2.0110metalloid atom;
pnictogen		micronutrient
acid phosphatase
Acid Phosphatase: An enzyme that catalyzes the conversion of an orthophosphoric monoester and water to an alcohol and orthophosphate. EC 3.1.3.2.		7.0410
ConditionIndicatedRelationship StrengthStudiesTrials
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.0610
Cancer of Liver
[description not available]		02.0610
B16 Melanoma
[description not available]		02.0610
Metastase
[description not available]		02.0610
Invasiveness, Neoplasm
[description not available]		02.0610
Liver Neoplasms
Tumors or cancer of the LIVER.		02.0610
Neoplasm Metastasis
The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.		02.0610