3-(4-hydroxyoxybenzyl)-5,7-dimethoxy-6-hydroxychroman-4-one - Compound Card

3-(4-hydroxyoxybenzyl)-5,7-dimethoxy-6-hydroxychroman-4-one

Select a section from the left sidebar

3-(4-hydroxyoxybenzyl)-5,7-dimethoxy-6-hydroxychroman-4-one

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1c2c(OCC(C2=O)Cc2ccc(cc2)O)cc(c1O)OC
InChI InChI=1S/C18H18O6/c1-22-14-8-13-15(18(23-2)17(14)21)16(20)11(9-24-13)7-10-3-5-12(19)6-4-10/h3-6,8,11,19,21H,7,9H2,1-2H3
InChIKey CYGPCDKSCIEMPU-UHFFFAOYSA-N
Formula C18H18O6
HBA 6
HBD 2
MW 330.34
Rotatable Bonds 4
TPSA 85.22
LogP 2.55
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.28
Exact Mass 330.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Scilla nervosa Hyacinthaceae Plantae 65770

Showing of synonyms

  • Bezabih M, Famuyiwa SO, et al. (2009). HPLC Analysis and NMR Identification of Homoisoflavonoids and Stilbenoids from the Inter-bulb Surfaces of Scilla nervosa. Natural Product Communications, 2009,4 (10), 1367-1370. [View]
Pubchem: 162801082

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CC(C2=O)COc(c23)cccc3

Level: 1

Mol. Weight: 330.34 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 330.34 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 330.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.48
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.760
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.210
Plasma Protein Binding
58.59
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.500
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.280
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.250
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.930
Micronucleos
Toxic
NR-AhR
Toxic
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
3.390
Rat (Acute)
1.990
Rat (Chronic Oral)
2.720
Fathead Minnow
4.630
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
419.200
Hydration Free Energy
-9.140
Log(D) at pH=7.4
2.260
Log(P)
1.77
Log S
-5.02
Log(Vapor Pressure)
-7.52
Melting Point
151.33
pKa Acid
7.49
pKa Basic
4.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9508
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9498
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9489
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9425
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9381
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.9374
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9365
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9248
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9224
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9148
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9085
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.9069
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.9024
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9018
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.8987
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.8985
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8946
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8929
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8901
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.8878
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8875
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8849
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8847
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8836
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8822
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8812
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8796
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8755
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8747
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8648
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 4 0.8639
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8634
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8634
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.8589
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8587
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8568
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8565
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8508
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.8493
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8488
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 4 0.8485
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8462
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8448
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8421
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8391
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8391
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 4 0.8365
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8361
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8344
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8331
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.8328
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8327
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8326
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 4 0.8307
Serine hydroxymethyltransferase Q7SIB6 Q7SIB6_GEOSE Geobacillus stearothermophilus 4 0.8303
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8301
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8294
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.8285
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8275
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8237
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8236
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8234
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8233
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8232
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8194
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8194
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8172
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8156
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8140
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.8140
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8138
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.8135
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8130
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.8110
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.8084
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8064
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.8056
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.8041
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8033
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8013
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.8007
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7986
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7962
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7959
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7957
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 5 0.7912
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.7886
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7880
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7877
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7873
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7867
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.7863
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7852
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 3 0.7832
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7831
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7831
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7823
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7820
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7807
Uracil-DNA glycosylase P20536 UNG_VACCC Vaccinia virus 4 0.7803
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7796
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7789
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7776
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7771
Uridine phosphorylase 2 O95045 UPP2_HUMAN Homo sapiens 4 0.7764
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7742
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7738
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7730
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7718
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7700
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7693
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7693
Uracil-DNA glycosylase P9WFQ9 UNG_MYCTU Mycobacterium tuberculosis 4 0.7691
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7689
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7666
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7665
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7660
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7658
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7656
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7650
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 4 0.7635
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7633
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7632
Subunit alpha of sarocosine oxidase Q50LF0 Q50LF0_9CORY Corynebacterium sp. U-96 3 0.7627
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7621
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7617
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7615
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7615
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7611
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7607
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7605
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7603
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7603
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7602
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7593
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7592
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7585
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 3 0.7581
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7577
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7574
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7571
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7568
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7566
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7561
Uracil-DNA glycosylase P13051 UNG_HUMAN Homo sapiens 4 0.7554
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7543
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7532
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 Q9UL51 HCN2_HUMAN Homo sapiens 4 0.7512
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7510
Ephrin type-A receptor 3 P29320 EPHA3_HUMAN Homo sapiens 4 0.7502
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7499
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7499
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7496
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7492
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7489
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7486
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7478
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7477
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7472
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7471
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7470
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7461
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7456
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7452
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7442
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7435
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7429
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7423
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7422
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7413
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7408
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7407
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7406
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7403
Iron-uptake system-binding protein P40409 FEUA_BACSU Bacillus subtilis 4 0.7400
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7397
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7394
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7392
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7390
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7385
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7383
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7377
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7373
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7370
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7368
Sphingosine 1-phosphate receptor 1 P21453 S1PR1_HUMAN Homo sapiens 3 0.7360
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7360
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 4 0.7357
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7352
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7352
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7348
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7348
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7348
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7347
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7345
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7345
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7334
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7328
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7328
Thymidylate synthase P07607 TYSY_MOUSE Mus musculus 3 0.7324
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7323
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7319
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7313
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7312
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7311
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7311
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7289
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7288
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7281
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7279
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7276
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 2 0.7275
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7270
Sphingosine 1-phosphate receptor 1 P21453 S1PR1_HUMAN Homo sapiens 3 0.7269
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7267
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7266
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7265
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7262
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7258
Thymidylate synthase P04818 TYSY_HUMAN Homo sapiens 4 0.7254
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7252
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 3 0.7245
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7232
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7227
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7222
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7214
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7210
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7206
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7203
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7202
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7202
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7198
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7193
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7192
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7184
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7179
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7177
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7169
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7168
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7166
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7165
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7161
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7159
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7156
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7151
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 2 0.7151
Genome polyprotein Q6YMS4 POLG_DEN3S Dengue virus type 3 3 0.7149
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7147
Acetolactate synthase catalytic subunit, mitochondrial P07342 ILVB_YEAST Saccharomyces cerevisiae 3 0.7140
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7132
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7131
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7131
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7126
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7121
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7121
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7117
Interleukin-1 receptor-associated kinase 4 Q9NWZ3 IRAK4_HUMAN Homo sapiens 3 0.7104
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7103
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7099
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7099
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7098
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7094
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7090
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7079
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7071
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7062
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7061
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7059
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7059
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7058
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7057
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7057
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7055
Protein mono-ADP-ribosyltransferase PARP15 Q460N3 PAR15_HUMAN Homo sapiens 3 0.7053
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7053
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7051
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7046
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7045
Genome polyprotein A9LIE0 A9LIE0_9FLAV dengue virus type 3 3 0.7041
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 3 0.7040
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7039
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7036
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7036
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7027
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7016
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7014
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7008
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7007
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7007

Download SDF