Coumaroyl syringic acid - Compound Card

Coumaroyl syringic acid

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Coumaroyl syringic acid

Structure
Zoomed Structure
  • Family: Plantae - Potamogetonaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles COc1c(C(=O)/C=C/c2ccc(cc2)O)c(cc(c1O)OC)C(=O)O
InChI InChI=1S/C18H16O7/c1-24-14-9-12(18(22)23)15(17(25-2)16(14)21)13(20)8-5-10-3-6-11(19)7-4-10/h3-9,19,21H,1-2H3,(H,22,23)/b8-5+
InChIKey SNRZUPJBRMKIMU-VMPITWQZSA-N
Formula C18H16O7
HBA 6
HBD 3
MW 344.32
Rotatable Bonds 6
TPSA 113.29
LogP 2.71
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.11
Exact Mass 344.09
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: c1ccccc1C(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 344.32 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 344.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.09
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.930
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.350
Plasma Protein Binding
57.15
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
8.810
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.590
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.090
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.030
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
3.460
Rat (Acute)
2.100
Rat (Chronic Oral)
3.700
Fathead Minnow
4.310
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
445.250
Hydration Free Energy
-10.280
Log(D) at pH=7.4
0.370
Log(P)
2.14
Log S
-4.55
Log(Vapor Pressure)
-8.08
Melting Point
196.58
pKa Acid
6.35
pKa Basic
3.17
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9496
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9444
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9372
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9357
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.9300
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9292
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9257
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9178
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.9043
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.9038
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9008
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8896
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 3 0.8848
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8825
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8810
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8761
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8730
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8724
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8718
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8716
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8706
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8700
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8575
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8532
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8510
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.8335
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8327
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8318
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8313
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8312
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8250
Shikimate dehydrogenase (NADP(+)) P56119 AROE_HELPY Helicobacter pylori 3 0.8215
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.8190
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8140
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8136
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8129
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8118
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.8077
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8071
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.8039
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8019
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 3 0.8009
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 3 0.7995
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 3 0.7987
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7972
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7960
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7949
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 3 0.7937
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7924
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7915
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7879
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7853
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7840
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.7833
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7826
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7813
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7799
3-dehydroquinate dehydratase P9WPX7 AROQ_MYCTU Mycobacterium tuberculosis 3 0.7787
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7776
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7730
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7724
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7709
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7662
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7658
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.7651
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7636
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7627
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7625
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7602
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7602
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7569
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7566
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7565
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7563
Beta-lactamase Q79MP6 Q79MP6_PSEAI Pseudomonas aeruginosa 3 0.7562
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7555
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7551
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7549
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7539
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7538
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7531
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7530
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7495
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7476
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7471
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7451
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7430
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7421
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7396
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7395
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7381
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7375
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7374
Maltokinase A1TH50 MAK_MYCVP Mycolicibacterium vanbaalenii 3 0.7374
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7353
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7345
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7345
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7322
Serine/threonine-protein kinase PRP4 homolog Q13523 PRP4B_HUMAN Homo sapiens 4 0.7314
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7309
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7293
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7277
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7275
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7273
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7269
tRNA(His) guanylyltransferase Q5AFK5 Q5AFK5_CANAL Candida albicans 3 0.7258
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7231
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7226
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7224
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7224
Rho family GTPase C4M4W4 C4M4W4_ENTHI Entamoeba histolytica 4 0.7210
Adenosine monophosphate-protein transferase Q8ZVF7 Q8ZVF7_PYRAE Pyrobaculum aerophilum 3 0.7209
clade A/E 93TH057 HIV-1 gp120 core A0A0M3KKW9 A0A0M3KKW9_9HIV1 Human immunodeficiency virus 1 3 0.7203
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7197
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7184
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.7183
6-phosphogluconate dehydrogenase, decarboxylating P96789 6PGD_LACLM Lactococcus lactis subsp. cremoris 3 0.7178
Orotate phosphoribosyltransferase P08870 PYRE_SALTY Salmonella typhimurium 4 0.7176
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 3 0.7170
Serine/threonine-protein kinase PLK Q4KMI8 Q4KMI8_DANRE Danio rerio 3 0.7166
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7163
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7161
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7159
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7156
Shikimate dehydrogenase (NADP(+)) O67049 AROE_AQUAE Aquifex aeolicus 3 0.7156
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7154
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7149
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 3 0.7146
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7140
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7133
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7115
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7114
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7114
Ethylene receptor 1 P49333 ETR1_ARATH Arabidopsis thaliana 3 0.7111
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7103
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7093
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7092
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7087
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7073
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7070
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7069
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7067
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7059
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7049
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7043
DNA translocase FtsK Q9I0M3 FTSK_PSEAE Pseudomonas aeruginosa 3 0.7035
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7033
Histone acetyltransferase GCN5 Q27198 Q27198_TETTH Tetrahymena thermophila 3 0.7033
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7033
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7032
Protein clpf-1 P52874 CLP1_CAEEL Caenorhabditis elegans 3 0.7031
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7028
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7027
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7026
Acyl-CoA:acyl-CoA alkyltransferase Q8PDX2 OLEA_XANCP Xanthomonas campestris pv. campestris 3 0.7024
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7015
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7014
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 4 0.7010
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 3 0.7008
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7008

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