Phloretic acid gallate - Compound Card

Phloretic acid gallate

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Phloretic acid gallate

Structure
Zoomed Structure
  • Family: Plantae - Potamogetonaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles O=C(OC(=O)c1cc(O)c(c(c1)O)O)CCc1ccc(cc1)O
InChI InChI=1S/C16H14O7/c17-11-4-1-9(2-5-11)3-6-14(20)23-16(22)10-7-12(18)15(21)13(19)8-10/h1-2,4-5,7-8,17-19,21H,3,6H2
InChIKey VBZURHSIOAYYLW-UHFFFAOYSA-N
Formula C16H14O7
HBA 7
HBD 4
MW 318.28
Rotatable Bonds 4
TPSA 124.29
LogP 1.83
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 318.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Potamogeton perfoliatus Potamogetonaceae Plantae 55320

Showing of synonyms

  • Rezq S, Mahmoud M.F, et al. (2021). Anti-Inflammatory, Antipyretic, and Analgesic Properties of Potamogeton perfoliatus Extract: In Vitro and In Vivo Study. Molecules, 2021, 26(16), 4826. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CCC(=O)OC(=O)c2ccccc2

Level: 1

Mol. Weight: 318.28 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 318.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.87
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.780
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.870
Plasma Protein Binding
56.16
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.210
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.340
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.040
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.140
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Toxic
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.510
Rat (Acute)
2.250
Rat (Chronic Oral)
3.110
Fathead Minnow
4.060
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
462.860
Hydration Free Energy
-12.450
Log(D) at pH=7.4
1.950
Log(P)
0.97
Log S
-3.06
Log(Vapor Pressure)
-7.95
Melting Point
189.45
pKa Acid
7.04
pKa Basic
5.64
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9457
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.9356
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9267
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9143
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9135
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9117
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9027
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8967
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8963
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8835
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8801
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8694
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8692
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8688
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8676
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8636
clade A/E 93TH057 HIV-1 gp120 core A0A0M3KKW9 A0A0M3KKW9_9HIV1 Human immunodeficiency virus 1 3 0.8634
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8586
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8497
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8483
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8479
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8476
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8472
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8437
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8436
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8434
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8424
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8423
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8393
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8353
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8333
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8323
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 4 0.8310
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8294
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8285
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8282
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8264
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.8257
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8238
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8169
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.8097
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8087
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8079
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8056
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7974
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7964
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7944
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7932
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7928
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7919
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7860
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7859
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7827
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7823
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7803
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7780
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7774
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7767
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7748
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7745
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7741
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7728
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7714
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7713
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7675
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7673
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7669
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7665
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7660
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7623
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7614
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7612
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7608
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7604
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7596
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7591
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7583
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7570
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7569
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7553
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7543
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7542
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7537
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.7537
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7537
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7533
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7519
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7514
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7510
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7509
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7508
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7499
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7497
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 4 0.7492
Cytochrome P450 2C8 P10632 CP2C8_HUMAN Homo sapiens 3 0.7478
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7477
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7468
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7467
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7427
HD domain protein Q836G9 Q836G9_ENTFA Enterococcus faecalis 3 0.7424
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7424
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7411
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7405
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7389
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7386
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7358
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7340
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7321
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7312
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7302
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7296
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7281
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7279
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7279
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7263
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7249
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7231
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7225
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7222
23S rRNA (guanine(745)-N(1))-methyltransferase P36999 RLMA_ECOLI Escherichia coli 3 0.7220
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7202
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7197
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7185
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7184
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7181
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7180
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7176
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7172
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7165
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7161
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7159
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7156
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7154
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7146
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7141
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7119
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 3 0.7116
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7104
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7098
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7096
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7096
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7081
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7072
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7068
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 3 0.7066
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7058
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7056
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7048
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7047
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7047
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7032
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7032
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7027
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 3 0.7020
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7009
Adenylosuccinate synthetase isozyme 1 P28650 PURA1_MOUSE Mus musculus 4 0.7000

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