Caffeic acid sulphate - Compound Card

Caffeic acid sulphate

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Caffeic acid sulphate

Structure
Zoomed Structure
  • Family: Plantae - Potamogetonaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles OC(=O)/C=C/c1ccc(c(c1)OS(=O)(=O)[O-])[O-]
InChI InChI=1S/C9H8O7S/c10-7-3-1-6(2-4-9(11)12)5-8(7)16-17(13,14)15/h1-5,10H,(H,11,12)(H,13,14,15)/p-2/b4-2+
InChIKey VWQNTRNACRFUCQ-DUXPYHPUSA-L
Formula C9H6O7S-2
HBA 6
HBD 1
MW 258.21
Rotatable Bonds 4
TPSA 126.79
LogP -0.3
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 17
Formal Charge -2
Fraction CSP3 0.0
Exact Mass 257.98
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]
Pubchem: 122198225
Chebi: 133740
Metabolights: MTBLC133740

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 258.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.0
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-4.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.68
Plasma Protein Binding
55.35
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
Non-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
4.85
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
0.23
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.53
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.3
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
5.03
Rat (Acute)
1.78
Rat (Chronic Oral)
1.93
Fathead Minnow
3.87
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
384.34
Hydration Free Energy
-6.19
Log(D) at pH=7.4
-2.74
Log(P)
1.62
Log S
-1.87
Log(Vapor Pressure)
-8.04
Melting Point
166.73
pKa Acid
1.58
pKa Basic
1.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Feruloyl esterase A O42807 FAEA_ASPNG Aspergillus niger 3 0.9165
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 3 0.8970
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8325
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 3 0.8237
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8207
Caffeic acid 3-O-methyltransferase P28002 COMT1_MEDSA Medicago sativa 3 0.8147
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 3 0.8051
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 3 0.7946
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 3 0.7806
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7697
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7674
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7662
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 4 0.7592
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7585
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7563
Mevalonate kinase Q4Q6K7 Q4Q6K7_LEIMA Leishmania major 3 0.7463
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7429
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7387
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7356
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7294
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7240
Thymidylate synthase Q4JQW2 TYSY_VZVO Varicella-zoster virus 3 0.7240
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7210
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 2 0.7184
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 3 0.7152
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7143
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7127
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7125
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7116
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7113
Ras-related protein Rap-1b P61224 RAP1B_HUMAN Homo sapiens 4 0.7110
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 3 0.7106
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7084
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7067
Aspartate carbamoyltransferase catalytic subunit P05654 PYRB_BACSU Bacillus subtilis 3 0.7009

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