Dihydroxybenzoic acid di-pentoside - Compound Card

Dihydroxybenzoic acid di-pentoside

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Dihydroxybenzoic acid di-pentoside

Structure
Zoomed Structure
  • Family: Plantae - Convolvulaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Glycoside
Canonical Smiles OCC1OC(C(C1O)O)OCC1OC(C(C1O)O)OC(=O)c1cccc(c1O)O
InChI InChI=1S/C17H22O12/c18-4-8-11(21)13(23)16(27-8)26-5-9-12(22)14(24)17(28-9)29-15(25)6-2-1-3-7(19)10(6)20/h1-3,8-9,11-14,16-24H,4-5H2
InChIKey CFILTKRHAYFQGV-UHFFFAOYSA-N
Formula C17H22O12
HBA 12
HBD 7
MW 418.35
Rotatable Bonds 6
TPSA 195.6
LogP -2.84
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.59
Exact Mass 418.11
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Ipomoea aquatica Convolvulaceae Plantae 89636
2 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]
  • Hefny Gad M, Tuenter E, et al. (2018). Identification of some Bioactive Metabolites in a Fractionated Methanol Extract from Ipomoea aquatica (Aerial Parts) through TLC, HPLC, UPLC-ESI-QTOF-MS and LC-SPE-NMR Fingerprints Analyses. Phytochemical analysis : PCA,2018, 29(1), 5-15. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC(O2)CCC2COC3CCCO3

Level: 2

Mol. Weight: 418.35 g/mol

Structure

SMILES: O1CCCC1OC(=O)c2ccccc2

Level: 1

Mol. Weight: 418.35 g/mol

Structure

SMILES: O1CCCC1COC2CCCO2

Level: 1

Mol. Weight: 418.35 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 418.35 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 418.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.32
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.22
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.11

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.54
Plasma Protein Binding
-6.86
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
8.91
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.16
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.92
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.49
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
-13.05
Rat (Acute)
1.84
Rat (Chronic Oral)
3.73
Fathead Minnow
3.67
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
494.56
Hydration Free Energy
-11.75
Log(D) at pH=7.4
-1.0
Log(P)
-1.09
Log S
-2.12
Log(Vapor Pressure)
-12.27
Melting Point
172.96
pKa Acid
4.26
pKa Basic
4.78
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9157
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9149
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9122
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8886
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8775
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8775
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8760
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8734
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8714
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8560
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8476
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8469
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.8460
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.8419
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8316
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8278
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.8217
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8154
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8051
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7987
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7923
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7868
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 3 0.7802
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7783
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7782
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7744
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7741
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 3 0.7729
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7687
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7683
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7620
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7607
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7593
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7578
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7578
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7499
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7497
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7489
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7488
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7463
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7450
non-specific serine/threonine protein kinase Q6FS46 Q6FS46_CANGA Candida glabrata 4 0.7408
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7398
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7373
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7366
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7338
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7300
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7293
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7275
Methyltransferase O26771 O26771_METTH Methanothermobacter thermautotrophicus 3 0.7230
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7219
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7216
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7208
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7179
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7173
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7159
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7153
Acetylglutamate kinase Q0ASS9 Q0ASS9_MARMM Maricaulis maris 3 0.7152
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7150
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7141
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7139
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7120
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7118
Iron-uptake system-binding protein P40409 FEUA_BACSU Bacillus subtilis 4 0.7115
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7093
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 4 0.7080
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7067
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7067
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7065
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7056
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7055
Ribosome-inactivating protein alpha-trichosanthin P09989 RIPT_TRIKI Trichosanthes kirilowii 3 0.7054
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7047
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7040
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7037
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7036
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7033
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7028
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7027
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7003
Coniferyl alcohol 9-O-methyltransferase A6XNE6 A6XNE6_9ROSI Linum nodiflorum 3 0.7001

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