Salicylic acid glucoside - Compound Card

Salicylic acid glucoside

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Salicylic acid glucoside

Structure
Zoomed Structure
  • Family: Plantae - Convolvulaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Glycoside
Canonical Smiles OCC1OC(Oc2ccccc2C(=O)O)C(C(C1O)O)O
InChI InChI=1S/C13H16O8/c14-5-8-9(15)10(16)11(17)13(21-8)20-7-4-2-1-3-6(7)12(18)19/h1-4,8-11,13-17H,5H2,(H,18,19)
InChIKey TZPBMNKOLMSJPF-UHFFFAOYSA-N
Formula C13H16O8
HBA 7
HBD 5
MW 300.26
Rotatable Bonds 4
TPSA 136.68
LogP -1.44
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 300.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ipomoea aquatica Convolvulaceae Plantae 89636

Showing of synonyms

  • Hefny Gad M, Demeyer K, et al. (2021). Cytotoxic, Antioxidant, and Antidiabetic Activities versus UPLC-ESI-QTOF-MS Chemical-Profile Analysis of Ipomoea aquatica Fractions. Planta medica,2021, 87(12-13), 1089-1100. [View] [PubMed]
Pubchem: 4596190
Chebi: 176884
CPRiL: 159811
Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 300.26 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 300.26 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 300.26 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.9
Human Oral Bioavailability 50%
Non-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)
0.68
Plasma Protein Binding
5.46
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
4.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.28
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.29
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.01
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
0.68
Rat (Acute)
1.85
Rat (Chronic Oral)
3.88
Fathead Minnow
3.83
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
428.78
Hydration Free Energy
-17.72
Log(D) at pH=7.4
-2.42
Log(P)
-0.69
Log S
-1.3
Log(Vapor Pressure)
-10.23
Melting Point
176.13
pKa Acid
3.42
pKa Basic
4.97
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8889
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8842
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 3 0.8482
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8034
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7755
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7661
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7654
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7631
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7608
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7573
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7527
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7502
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7468
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7391
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7381
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7348
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7335
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7315
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7305
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7272
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7270
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7200
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7171
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7166
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7161
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 2 0.7144
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7137
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7102
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7014
Leucine--tRNA ligase P07813 SYL_ECOLI Escherichia coli 3 0.7007
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7002
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7001

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