3,4-dihydroxybenzaldehyde - Compound Card

3,4-dihydroxybenzaldehyde

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3,4-dihydroxybenzaldehyde

Structure
Zoomed Structure
  • Family: Plantae - Boraginaceae
  • Kingdom: Plantae
  • Class: Monoaromatic
    • Subclass: Benzoic Acid Derivative
Canonical Smiles O=Cc1ccc(c(c1)O)O
InChI InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
InChIKey IBGBGRVKPALMCQ-UHFFFAOYSA-N
Formula C7H6O3
HBA 3
HBD 2
MW 138.12
Rotatable Bonds 1
TPSA 57.53
LogP 0.91
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 10
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 138.03
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Anastatica hierochuntica Cruciferae-Brassicaceea Plantae 663965
2 Heliotropium bacciferum Boraginaceae Plantae 244092

Showing of synonyms

  • Aïssaoui H, Mencherini T, et al. (2019). Heliotropium bacciferum Forssk. (Boraginaceae) extracts: chemical constituents, antioxidant activity and cytotoxic effect in human cancer cell lines. Natural product research, 2019, 33(12), 1813-1818. [View] [PubMed]
  • Nakashima S, Matsuda H, et al. (2010). Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells. Bioorganic and Medicinal Chemistry,2010,18(6),2337-2345. [View] [PubMed]
Pubchem: 8768
Kegg Ligand: C16700
Chebi: 50205
Nmrshiftdb2: 20112325
Drugbank: DB11268
Pdb Ligand: H6N
Bindingdb: 50192743
CPRiL: 11750
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 138.12 g/mol

Anticancer

Absorption

Caco-2 (logPapp)
-4.43
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.95
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.18

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.26
Plasma Protein Binding
23.95
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.98
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.45
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.8
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.88
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.4
Rat (Acute)
2.1
Rat (Chronic Oral)
2.23
Fathead Minnow
3.88
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
299.48
Hydration Free Energy
-11.33
Log(D) at pH=7.4
0.52
Log(P)
0.88
Log S
-1.01
Log(Vapor Pressure)
-4.25
Melting Point
142.12
pKa Acid
7.36
pKa Basic
4.14
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9693
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9693
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9523
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9523
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9430
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9430
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9388
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9388
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9308
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9308
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9117
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9117
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9086
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9086
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9075
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9075
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9020
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9020
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8995
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8995
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.8911
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.8911
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.8759
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.8759
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8725
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8725
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8699
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8699
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8585
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8585
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8565
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8565
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8495
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8495
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8454
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8454
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8431
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8431
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.8360
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.8360
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8357
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8357
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8305
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8305
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8295
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8295
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8290
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8290
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7984
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7984
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7902
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7902
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7807
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7807
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7788
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7788
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7752
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7752
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7687
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7687
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7684
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7684
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7666
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7666
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7619
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7619
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7585
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7585
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7576
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7576
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7517
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7517
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7512
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7512
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7491
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7491
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7448
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7448
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7429
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7429
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7428
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7428
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7424
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7424
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7417
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7417
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7399
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7399
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7394
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7394
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7394
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7394
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7393
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7393
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7382
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7382
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7349
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7349
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7343
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7343
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7342
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7342
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7329
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7329
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7321
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7321
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7308
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7308
Ribosomal RNA small subunit methyltransferase Nep1 Q57977 NEP1_METJA Methanocaldococcus jannaschii 3 0.7307
Ribosomal RNA small subunit methyltransferase Nep1 Q57977 NEP1_METJA Methanocaldococcus jannaschii 3 0.7307
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7296
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7296
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7294
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7294
N-glycosylase/DNA lyase O15527 OGG1_HUMAN Homo sapiens 3 0.7292
N-glycosylase/DNA lyase O15527 OGG1_HUMAN Homo sapiens 3 0.7292
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7285
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7285
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7279
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7279
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7277
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7277
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7271
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7271
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7264
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7264
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7245
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7245
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7232
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7232
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7215
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7215
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7208
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7208
tRNA (guanine-N(1)-)-methyltransferase Q2GIL5 TRMD_ANAPZ Anaplasma phagocytophilum 3 0.7189
tRNA (guanine-N(1)-)-methyltransferase Q2GIL5 TRMD_ANAPZ Anaplasma phagocytophilum 3 0.7189
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7177
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7177
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7171
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7171
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7150
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7150
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7146
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7146
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7142
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7142
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7140
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7140
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7138
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7138
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7132
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7132
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7127
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7127
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7124
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7124
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7115
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7115
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7108
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7108
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7090
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7090
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7088
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7088
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7088
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7088
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7061
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7061
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7039
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7039
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7030
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7030
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7003
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7003

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