Compounds > fluorapacin
Page last updated: 2024-11-12

fluorapacin

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Description

fluorapacin: has antineoplastic activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID11638228
CHEMBL ID215685
SCHEMBL ID1740610
MeSH IDM0520646

Synonyms (15)

Synonym
CHEMBL215685
SCHEMBL1740610
fluorapacin
AKOS030228713
bis(4-fluorobenzyl)trisulfide
AS-63498
bis[(4-fluorophenyl)methyl]trisulfane
869811-23-4
bis[(4-fluorophenyl)methyl] trisulfide
1,3-bis(4-fluorobenzyl)trisulfane
trisulfide, bis((4-fluorophenyl)methyl)
1-fluoro-4-((4-fluorophenyl)methylsulfanyldisulfanylmethyl)benzene
unii-t47ns4w7uk
t47ns4w7uk ,
1-fluoro-4-[[(4-fluorophenyl)methyltrisulfanyl]methyl]benzene

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
"9% (mean+/-SE, n=6) of dosage after 48h of administration."( Identification and simultaneous determination of p-FHA and p-FBA, two metabolites of anti-tumor agent--Fluorapacin in rat urine.
An, H; Jiang, H; Pan, H; Xu, X; Zeng, S; Zhou, H, 2009)		0.57
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (51)

Assay IDTitleYearJournalArticle
AID1214953Drug metabolism in Sprague-Dawley rat RBC assessed as p-FBA metabolite formation at slow rate at 50 uM by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214936Drug level in Sprague-Dawley rat RBC treated with p-FBM by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214932Drug metabolism in Sprague-Dawley rat RBC assessed as p-FBA metabolite formation by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214935Drug level in Sprague-Dawley rat RBC treated with BFBDS by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID270896Antitumor activity against human HT1080 cell line by RTCES assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID270898Antitumor activity against human MCF7 cell line by RTCES assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID1214943Binding affinity to hemoglobin in Sprague-Dawley rat RBC assessed as compound-derived glutathionylation of beta globin chain of hemoglobin at >250 uM after 30 mins by ESI/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID270897Antitumor activity against human H460 cell line by RTCES assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID1214965In vivo binding affinity to hemoglobin in Sprague-Dawley rat blood assessed as compound-derived hemoglobin adduct formation at 50 mg/kg, iv administered as single dose after 30 mins by ESI/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214917Drug metabolism in phosphate buffered saline assessed as p-FBM metabolite formation at 5 uM by HPLC analysis in presence of N-acetyl cysteine2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214951Drug recovery in Sprague-Dawley rat RBC at 64 uM after 2 hrs by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214954Half life in Sprague-Dawley rat diluted RBC at 25 uM by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214947Drug metabolism in Sprague-Dawley rat whole blood assessed as p-FBA metabolite formation at 50 uM by UPLC-MS/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214963Binding affinity to hemoglobin in Sprague-Dawley rat RBC assessed as compound-modified Cys93-containing bet1/2/3/4 globin chain of hemoglobin at 500 uM by tryptic digestion based LC-MS/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214924Stability of compound in phosphate buffered saline at 5 uM after 30 mins by HPLC analysis in presence of cysteine2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214961Binding affinity to hemoglobin in Sprague-Dawley rat RBC assessed as compound-modified Cys125-containing beta2/3 globin chain of hemoglobin at 250 uM by tryptic digestion based LC-MS/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214937Drug level in Sprague-Dawley rat RBC treated with p-FBA by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214918Drug metabolism in phosphate buffered saline assessed as p-FBM metabolite formation at 5 uM by HPLC analysis in presence of coenzyme A2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214916Drug metabolism in phosphate buffered saline assessed as p-FBM metabolite formation at 5 uM by HPLC analysis in presence of cysteine2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214962Binding affinity to hemoglobin in Sprague-Dawley rat RBC assessed as compound-modified Cys104/Cys111-containing alpha1 globin chain of hemoglobin at 500 uM by tryptic digestion based LC-MS/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214949Drug recovery in Sprague-Dawley rat whole blood at 64 uM after 2 hrs by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214939Drug metabolism in Sprague-Dawley rat whole blood assessed as p-FBM metabolite formation by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID270894Antitumor activity against human A2780 cell line by RTCES assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID270901Antitumor activity against human HepG2 cell line by RTCES assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID1214928Drug metabolism in phosphate buffered saline assessed as GSH-p-FBM metabolite formation at 5 uM after 30 mins by LC-MS analysis in presence of GSH2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID270893Antitumor activity against human jurkat cell line by MTT assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID1214957Drug metabolism in phosphate buffered saline assessed as BFBDS metabolite formation at 5 uM by HPLC analysis in presence of cysteine2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214940Drug metabolism in Sprague-Dawley rat whole blood assessed as p-FBA metabolite formation by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214915Drug metabolism in phosphate buffered saline assessed as p-FBM metabolite formation at 5 uM by HPLC analysis in presence of GSH2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID270895Antitumor activity against human OVACR4 cell line by RTCES assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID1214952Drug metabolism in Sprague-Dawley rat RBC assessed as rapid p-FBM metabolite formation at 50 uM by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214968Drug metabolism in Sprague-Dawley rat whole blood assessed as BFBDS metabolite formation at 50 uM by GC/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214938Drug metabolism in Sprague-Dawley rat whole blood assessed as BFBDS metabolite formation by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214926Stability of compound in phosphate buffered saline at 5 uM after 30 mins by HPLC analysis in presence of coenzyme A2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214944Binding affinity to hemoglobin in Sprague-Dawley rat RBC assessed as compound-derived hemoglobin adduct formation at <250 uM after 30 mins by ESI/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214942Binding affinity to hemoglobin in Sprague-Dawley rat RBC assessed as compound-derived monoadduct formation on both alpha1 and beta2 globin chain of hemoglobin at >250 uM after 30 mins by ESI/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214955Half life in Sprague-Dawley rat diluted RBC at 1 uM by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214923Stability of compound in phosphate buffered saline at 5 uM after 30 mins by HPLC analysis in presence of GSH2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214960Binding affinity to hemoglobin in Sprague-Dawley rat RBC assessed as compound-modified Cys104/Cys111-containing alpha1 globin chain of hemoglobin at 250 uM by tryptic digestion based LC-MS/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214925Stability of compound in phosphate buffered saline at 5 uM after 30 mins by HPLC analysis in presence of N-acetyl cysteine2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214956Drug metabolism in phosphate buffered saline assessed as BFBDS metabolite formation at 5 uM by HPLC analysis in presence of GSH2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214931Drug metabolism in Sprague-Dawley rat RBC assessed as p-FBM metabolite formation by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214927Stability in Sprague-Dawley rat RBC at 5 uM incubated for 1 hr after 5 mM thiol residue blocking agent iodoacetamide challenge by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214950Drug recovery in Sprague-Dawley rat plasma at 64 uM after 2 hrs by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214958Drug metabolism in phosphate buffered saline assessed as BFBDS metabolite formation at 5 uM by HPLC analysis in presence of N-acetyl cysteine2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214959Drug metabolism in phosphate buffered saline assessed as BFBDS metabolite formation at 5 uM by HPLC analysis in presence of coenzyme A2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID270899Antitumor activity against human M231 cell line by RTCES assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID270900Antitumor activity against human HeLa cell line by RTCES assay2006Bioorganic & medicinal chemistry letters, Sep-15, Volume: 16, Issue:18
Synthesis and anti-tumor evaluation of new trisulfide derivatives.
AID1214930Drug metabolism in Sprague-Dawley rat RBC assessed as BFBDS metabolite formation by HPLC analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214969Drug metabolism in Sprague-Dawley rat whole blood assessed as p-FBM metabolite formation at 50 uM by GC/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
AID1214964Binding affinity to hemoglobin in Sprague-Dawley rat RBC assessed as compound-modified Cys125-containing bet1/2/3 globin chain of hemoglobin at 500 uM by tryptic digestion based LC-MS/MS analysis2013Drug metabolism and disposition: the biological fate of chemicals, May, Volume: 41, Issue:5
Metabolism of bis(4-fluorobenzyl)trisulfide and its formation of hemoglobin adduct in rat erythrocytes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's9 (90.00)29.6817
2010's1 (10.00)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: 11.85

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 Index11.85 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.25 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.85)

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%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycerol
Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.		2.0410alditol;
triol		algal metabolite;
detergent;
Escherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
solvent
4-fluorobenzoic acid
[no description available]		2.4720fluorobenzoic acidbacterial xenobiotic metabolite
fluorobenzenes
Fluorobenzenes: Derivatives of BENZENE that contain FLUORINE.. monofluorobenzene : The simplest member of the class of monofluorobenzenes that is benzene carrying a single fluoro substituent.. fluorobenzenes : Any fluoroarene that is a benzene or a substituted benzene carrying at least one fluoro group.		3.6590monofluorobenzenesNMR chemical shift reference compound
d-alpha tocopherol
Vitamin E: A generic descriptor for all TOCOPHEROLS and TOCOTRIENOLS that exhibit ALPHA-TOCOPHEROL activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of ISOPRENOIDS.. tocopherol : A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.. vitamin E : Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen.. (R,R,R)-alpha-tocopherol : An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.		2.0410alpha-tocopherolalgal metabolite;
antiatherogenic agent;
anticoagulant;
antioxidant;
antiviral agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
immunomodulator;
micronutrient;
nutraceutical;
plant metabolite
cremophor el
cremophor EL: solvent for Althesin & Propanidid implicated as possible cause of similar adverse effects polyethoxylated castor oil; RN given refers to cpd with unknown MF; see also records for cremophor & cremophor A		2.0410
dibenzyl trisulfide
dibenzyl trisulfide: structure in first source; an antiproliferative agent		2.4420
4-fluorohippuric acid
4-fluorohippuric acid: a urinary metabolite of fluorapacin		2.0510
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		2.0510cysteiniumfundamental metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms
[description not available]		02.0510
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.0510
Nerve Degeneration
Loss of functional activity and trophic degeneration of nerve axons and their terminal arborizations following the destruction of their cells of origin or interruption of their continuity with these cells. The pathology is characteristic of neurodegenerative diseases. Often the process of nerve degeneration is studied in research on neuroanatomical localization and correlation of the neurophysiology of neural pathways.		02.0510
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0410