E-coniferin - Compound Card

E-coniferin

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E-coniferin

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Glycoside
Canonical Smiles OC/C=C/c1ccc(c(c1)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C16H22O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1
InChIKey SFLMUHDGSQZDOW-FAOXUISGSA-N
Formula C16H22O8
HBA 8
HBD 5
MW 342.34
Rotatable Bonds 6
TPSA 128.84
LogP -1.12
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 342.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Iris spuria Iridaceae Plantae 93026
2 Wedelia prostrata Asteraceae Plantae 318064

Showing of synonyms

  • El-Mawla AMAA, Faraga SF, et al. (2011). Cinnamyl alcohols and methyl esters of fatty acids from Wedelia prostrata callus cultures. Natural Product Research,2011,25(1),45-52. [View] [PubMed]
  • Farag SF, Kimura Y, et al. (2009). New isoflavone glycosides from Iris spuria L. (Calizona) cultivated in Egypt. Journal of Natural Medicines,2009,63(1),91-95. [View] [PubMed]
Pubchem: 5280372
Kegg Ligand: C00761
Chebi: 16220
Nmrshiftdb2: 60022725
Metabolights: MTBLC16220
Bindingdb: 50269612
CPRiL: 300466
Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 342.34 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 342.34 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 342.34 g/mol

Antiviral

Absorption

Caco-2 (logPapp)
-5.21
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.87
Plasma Protein Binding
63.86
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
5.09
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.57
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.13
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.12
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
-2.88
Rat (Acute)
2.17
Rat (Chronic Oral)
3.47
Fathead Minnow
4.05
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
448.63
Hydration Free Energy
-16.71
Log(D) at pH=7.4
0.01
Log(P)
-0.99
Log S
-1.71
Log(Vapor Pressure)
-10.86
Melting Point
168.24
pKa Acid
7.1
pKa Basic
3.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9351
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9351
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.9005
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.9005
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8813
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8813
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8794
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8794
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8366
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8366
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8295
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8295
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8201
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8201
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8120
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8120
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8112
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8112
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8108
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8108
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7916
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7916
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7901
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7901
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7873
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7873
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7841
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7841
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7821
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7821
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7780
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7780
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7754
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7754
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7727
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7727
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7677
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7677
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7671
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7671
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7667
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7667
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 3 0.7575
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 3 0.7575
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7538
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7538
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7452
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7452
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 4 0.7446
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 4 0.7446
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7410
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7410
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7408
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7408
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7360
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7360
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7350
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7350
Methyltransferase type 12 Q88JU2 Q88JU2_PSEPK Pseudomonas putida 3 0.7333
Methyltransferase type 12 Q88JU2 Q88JU2_PSEPK Pseudomonas putida 3 0.7333
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7297
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7297
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7294
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7294
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7265
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7265
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7239
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7239
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7217
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7217
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7207
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7207
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7189
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7189
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7189
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7189
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7180
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7180
Metallophosphoesterase A3DJ38 A3DJ38_HUNT2 Clostridium thermocellum 2 0.7167
Metallophosphoesterase A3DJ38 A3DJ38_HUNT2 Clostridium thermocellum 2 0.7167
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7155
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7155
6-phosphogluconate dehydrogenase, decarboxylating P96789 6PGD_LACLM Lactococcus lactis subsp. cremoris 3 0.7133
6-phosphogluconate dehydrogenase, decarboxylating P96789 6PGD_LACLM Lactococcus lactis subsp. cremoris 3 0.7133
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7123
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7123
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7101
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7101
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7089
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7089
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7074
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7074
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7063
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7063
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 2 0.7046
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 2 0.7046
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7045
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7045
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 4 0.7041
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 4 0.7041
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7016
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7016
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7009
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7009
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.7002
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.7002

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