Detailed information for compound 1590226

Basic information

Technical information
  • TDR Targets ID: 1590226
  • Name: 3,4-Dihydroxy-5-methoxybenzaldehyde
  • MW: 168.147 | Formula: C8H8O4
  • H donors: 2 H acceptors: 3 LogP: 0.65 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(C=O)cc(c1O)O
  • InChi: 1S/C8H8O4/c1-12-7-3-5(4-9)2-6(10)8(7)11/h2-4,10-11H,1H3
  • InChiKey: RRKMWVISRMWBAL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3,4-dihydroxy-5-methoxy-benzaldehyde
  • 3934-87-0
  • Protocatechualdehyde, 5-methoxy- (8CI)
  • 5-Hydroxyvanillin
  • BRN 1956546
  • EINECS 223-513-3
  • NSC 16679
  • InChI=1/C8H8O4/c1-12-7-3-5(4-9)2-6(10)8(7)11/h2-4,10-11H,1H
  • NCI60_001317
  • ZINC01747212
  • ST5135912
  • 464120_ALDRICH
  • 5-Methoxyprotocatechualdehyde
  • Benzaldehyde, 3,4-dihydroxy-5-methoxy-
  • NSC16679
  • Protocatechualdehyde, 5-methoxy-

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis esterase, putative 0.0035 0.0071 0.0936
Giardia lamblia GTP-binding nuclear protein RAN/TC4 0.0021 0.0021 0.0164
Brugia malayi RNA, U transporter 1 0.0081 0.023 0.1834
Trichomonas vaginalis ran, putative 0.0021 0.0021 0.0269
Echinococcus multilocularis beta LACTamase domain containing family member 0.0035 0.0071 0.0071
Plasmodium vivax kinesin-5 0.0372 0.1253 1
Plasmodium falciparum glutathione reductase 0.0043 0.0099 0.079
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0099 0.0293 0.8518
Onchocerca volvulus 0.0035 0.0071 0.0297
Leishmania major trypanothione reductase 0.0043 0.0099 1
Plasmodium falciparum thioredoxin reductase 0.0043 0.0099 0.079
Giardia lamblia Kinesin-5 0.0372 0.1253 1
Loa Loa (eye worm) thioredoxin reductase 0.0043 0.0099 0.0637
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0071 0.7215
Mycobacterium tuberculosis Probable hydrolase 0.0035 0.0071 0.0966
Loa Loa (eye worm) hypothetical protein 0.0035 0.0071 0.0413
Brugia malayi Importin beta-1 subunit 0.0028 0.0047 0.0373
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.0034 0.0274
Loa Loa (eye worm) hypothetical protein 0.0029 0.005 0.0241
Entamoeba histolytica kinesin, putative 0.0372 0.1253 1
Trichomonas vaginalis set domain proteins, putative 0.0233 0.0763 1
Brugia malayi GTP-binding nuclear protein RAN/TC4 0.0021 0.0021 0.0164
Toxoplasma gondii kinesin motor domain-containing protein 0.0372 0.1253 1
Schistosoma mansoni hypothetical protein 0.2493 0.8694 1
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0071 0.0936
Loa Loa (eye worm) kinesin-like protein KLP2 0.0372 0.1253 1
Trypanosoma brucei GTP-binding nuclear protein rtb2, putative 0.0021 0.0021 0.2075
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0023 0.0028 0.0367
Echinococcus multilocularis importin subunit beta 1 0.0028 0.0047 0.0047
Brugia malayi hypothetical protein 0.0016 0.0004 0.0028
Plasmodium vivax importin-beta 2, putative 0.0028 0.0047 0.0373
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.0034 0.0274
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0042 0.0094 0.0108
Plasmodium falciparum GTP-binding nuclear protein RAN/TC4 0.0021 0.0021 0.0164
Toxoplasma gondii GTP-binding nuclear protein ran/tc4 0.0021 0.0021 0.0164
Mycobacterium tuberculosis Probable reductase 0.0099 0.0293 0.3965
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0035 0.0071 0.0966
Toxoplasma gondii t-complex protein beta subunit 0.0024 0.0031 0.0246
Brugia malayi Kinesin motor domain containing protein 0.0372 0.1253 1
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0099 0.0293 0.3965
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0204 0.0664 0.5221
Schistosoma mansoni ran 0.0021 0.0021 0.0024
Trypanosoma cruzi importin beta-1 subunit, putative 0.0023 0.0028 0.2826
Mycobacterium ulcerans esterase/lipase LipP 0.0035 0.0071 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.011 0.0332 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0042 0.0094 0.0597
Brugia malayi beta-lactamase 0.0035 0.0071 0.057
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0034 0.0274
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0035 0.0071 0.0966
Trichomonas vaginalis importin beta-1, putative 0.0023 0.0028 0.0367
Echinococcus multilocularis kinesin family 1 0.2865 1 1
Loa Loa (eye worm) glutathione reductase 0.0043 0.0099 0.0637
Leishmania major hypothetical protein, conserved 0.0035 0.0071 0.7215
Echinococcus multilocularis chaperonin containing TCP1, subunit 2 (beta) 0.0024 0.0031 0.0031
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0043 0.0099 0.1339
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.011 0.0332 0.4486
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.011 0.0332 0.4486
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0071 0.0936
Mycobacterium tuberculosis Probable oxidoreductase 0.011 0.0332 0.4486
Loa Loa (eye worm) beta-lactamase 0.0035 0.0071 0.0413
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0042 0.0094 0.0751
Leishmania major GTP-binding protein, putative 0.0021 0.0021 0.2075
Plasmodium vivax glutathione reductase, putative 0.0043 0.0099 0.079
Brugia malayi Pre-SET motif family protein 0.0204 0.0664 0.53
Leishmania major importin beta-1 subunit, putative 0.0023 0.0028 0.2826
Plasmodium falciparum importin beta, putative 0.0028 0.0047 0.0373
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.0071 0.0082
Onchocerca volvulus 0.0035 0.0071 0.0297
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.0071 0.0936
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0035 0.0071 0.0966
Trypanosoma brucei T-complex protein 1, beta subunit, putative 0.0024 0.0031 0.3113
Brugia malayi hypothetical protein 0.0025 0.0034 0.0274
Plasmodium falciparum kinesin-5 0.0372 0.1253 1
Entamoeba histolytica hypothetical protein 0.0023 0.0028 0.006
Trypanosoma cruzi T-complex protein 1, beta subunit, putative 0.0024 0.0031 0.3113
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0029 0.005 0.005
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.0047 0.4722
Brugia malayi Thioredoxin reductase 0.0043 0.0099 0.079
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.0071 0.0936
Brugia malayi beta-lactamase family protein 0.0035 0.0071 0.057
Toxoplasma gondii HEAT repeat-containing protein 0.0028 0.0047 0.0373
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0021 0.0021 0.2075
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0034 0.3461
Echinococcus granulosus thioredoxin glutathione reductase 0.0043 0.0099 0.0099
Trypanosoma brucei hypothetical protein, conserved 0.0035 0.0071 0.7215
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.0071 0.0082
Schistosoma mansoni importin beta-1 0.0028 0.0047 0.0054
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.0047 0.4722
Treponema pallidum NADH oxidase 0.0015 0 0.5
Mycobacterium tuberculosis Probable dehydrogenase 0.0099 0.0293 0.3965
Mycobacterium tuberculosis Conserved protein 0.0035 0.0071 0.0966
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0071 0.0936
Leishmania major T-complex protein 1, beta subunit, putative 0.0024 0.0031 0.3113
Leishmania major hypothetical protein, conserved 0.0025 0.0034 0.3461
Plasmodium vivax hypothetical protein, conserved 0.0035 0.0071 0.057
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0029 0.005 0.0401
Brugia malayi T-complex protein 1, beta subunit 0.0024 0.0031 0.0246
Loa Loa (eye worm) hypothetical protein 0.0035 0.0071 0.0413
Plasmodium vivax GTP-binding nuclear protein RAN/TC4, putative 0.0021 0.0021 0.0164
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0015 0 0.5
Echinococcus multilocularis thioredoxin glutathione reductase 0.0043 0.0099 0.0099
Loa Loa (eye worm) hypothetical protein 0.0028 0.0047 0.0213
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0042 0.0094 0.0094
Onchocerca volvulus 0.0233 0.0763 1
Plasmodium falciparum T-complex protein 1 subunit beta 0.0024 0.0031 0.0246
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.005 0.0058
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0099 0.0293 0.3965
Echinococcus multilocularis GTP binding nuclear protein Ran 0.0021 0.0021 0.0021
Giardia lamblia TCP-1 chaperonin subunit beta 0.0024 0.0031 0.0246
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0042 0.0094 0.0094
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0015 0 0.5
Mycobacterium tuberculosis Probable lipase LipE 0.0035 0.0071 0.0966
Brugia malayi glutathione reductase 0.0043 0.0099 0.079
Plasmodium vivax T-complex protein 1 subunit beta, putative 0.0024 0.0031 0.0246
Mycobacterium ulcerans hypothetical protein 0.0035 0.0071 1
Echinococcus granulosus chaperonin containing TCP1 subunit 2 beta 0.0024 0.0031 0.0031
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.005 0.0058
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0042 0.0094 0.0094
Loa Loa (eye worm) hypothetical protein 0.0035 0.0071 0.0413
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0042 0.0094 0.0108
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0226 0.074 1
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0035 0.0071 0.057
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0035 0.0071 0.0413
Schistosoma mansoni kinesin eg-5 0.0372 0.1253 0.1442
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0042 0.0094 0.0108
Schistosoma mansoni chaperonin containing t-complex protein 1 beta subunit tcpb 0.0024 0.0031 0.0035
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0035 0.0071 1
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0029 0.005 0.005
Toxoplasma gondii ABC1 family protein 0.0035 0.0071 0.057
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0021 0.0021 0.2075
Trichomonas vaginalis chaperonin, putative 0.0024 0.0031 0.0404
Echinococcus granulosus beta LACTamase domain containing family member 0.0035 0.0071 0.0071
Trypanosoma brucei trypanothione reductase 0.0043 0.0099 1
Brugia malayi T-complex protein 1, beta subunit 0.0024 0.0031 0.0246
Loa Loa (eye worm) T-complex protein 1 0.0024 0.0031 0.0083
Loa Loa (eye worm) hypothetical protein 0.0025 0.0034 0.0111
Echinococcus granulosus histone lysine methyltransferase setb 0.0029 0.005 0.005
Toxoplasma gondii thioredoxin reductase 0.0043 0.0099 0.079
Schistosoma mansoni chaperonin containing t-complex protein 1 beta subunit tcpb 0.0024 0.0031 0.0035
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0042 0.0094 0.0094
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0071 0.7215
Echinococcus granulosus GTP binding nuclear protein Ran 0.0021 0.0021 0.0021
Trichomonas vaginalis chaperonin-60kD, ch60, putative 0.0024 0.0031 0.0404
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0099 0.0293 0.3965
Mycobacterium ulcerans lipase LipD 0.0035 0.0071 1
Echinococcus granulosus importin subunit beta 1 0.0028 0.0047 0.0047
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0034 0.3461
Echinococcus granulosus snurportin 1 0.0302 0.1008 0.1008
Brugia malayi Pre-SET motif family protein 0.0029 0.005 0.0401
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0023 0.0028 0.0367
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0028 0.0046 0.0046
Echinococcus multilocularis snurportin 1 0.0302 0.1008 0.1008
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.0034 0.3461
Schistosoma mansoni ran 0.0021 0.0021 0.0024
Trypanosoma cruzi trypanothione reductase, putative 0.0043 0.0099 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0071 0.0413
Plasmodium vivax SET domain protein, putative 0.0029 0.005 0.0401
Mycobacterium tuberculosis Probable lipase LipD 0.0035 0.0071 0.0966
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0015 0 0.5
Mycobacterium ulcerans beta-lactamase 0.0035 0.0071 1
Mycobacterium tuberculosis Probable esterase LipL 0.0035 0.0071 0.0966
Mycobacterium tuberculosis Conserved protein 0.0035 0.0071 0.0966
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0302 0.1008 0.8007
Onchocerca volvulus 0.0035 0.0071 0.0297
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0029 0.005 0.0058
Plasmodium vivax thioredoxin reductase, putative 0.0043 0.0099 0.079
Schistosoma mansoni hypothetical protein 0.0302 0.1008 0.1159
Mycobacterium tuberculosis Conserved protein 0.0035 0.0071 0.0966
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0099 0.0293 0.3965
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0034 0.0274
Brugia malayi beta-lactamase family protein 0.0035 0.0071 0.057
Loa Loa (eye worm) hypothetical protein 0.0035 0.0071 0.0413
Schistosoma mansoni chaperonin containing t-complex protein 1 beta subunit tcpb 0.0024 0.0031 0.0035
Loa Loa (eye worm) hypothetical protein 0.0035 0.0071 0.0413
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.005 0.0058
Entamoeba histolytica T-complex protein 1 beta subunit, putative 0.0024 0.0031 0.0083

Activities

Activity type Activity value Assay description Source Reference
GI50 (functional) -4.331 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

No literature references available for this target.

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