Capillarol - Compound Card

Capillarol

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Capillarol

Structure
Zoomed Structure
  • Family: Asteraceae-Compositae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles COC(=O)/C=C/c1ccc(c(c1)C(=O)C=C(C)C)O
InChI InChI=1S/C15H16O4/c1-10(2)8-14(17)12-9-11(4-6-13(12)16)5-7-15(18)19-3/h4-9,16H,1-3H3/b7-5+
InChIKey SNCJUGHLORZYKO-FNORWQNLSA-N
Formula C15H16O4
HBA 4
HBD 1
MW 260.29
Rotatable Bonds 4
TPSA 63.6
LogP 2.73
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.2
Exact Mass 260.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia monosperma Asteraceae-Compositae Plantae 72348

Showing of synonyms

  • Abdel-Mogib M, Dawidar AM, et al. (1990). p-Coumarinic acid derivatives from Artemisia monosperma.. Phytochemistry,1990,29(8),2728-2729. [View]
Pubchem: 100951833
Nmrshiftdb2: 60070696

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.54
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.310
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.430
Plasma Protein Binding
21.08
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
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
5.830
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.720
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.020
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.460
Micronucleos
Safe
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
4.980
Rat (Acute)
2.010
Rat (Chronic Oral)
2.650
Fathead Minnow
4.520
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
357.650
Hydration Free Energy
-9.610
Log(D) at pH=7.4
2.620
Log(P)
3.87
Log S
-4.22
Log(Vapor Pressure)
-5.24
Melting Point
115.27
pKa Acid
9.57
pKa Basic
5.31
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9289
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9289
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8823
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8823
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8759
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8759
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8644
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8644
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8567
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8567
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8459
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8459
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8422
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8422
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8349
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8349
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8180
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8180
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 3 0.8146
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 3 0.8146
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8084
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8084
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8024
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8024
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7922
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7922
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7908
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7908
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7773
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7773
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7747
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7747
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7598
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7598
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7590
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7590
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7558
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7558
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7550
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7550
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7544
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7544
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7493
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7493
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7485
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7485
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7466
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7466
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7437
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7437
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7430
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7430
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7352
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7352
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7334
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7334
Thymidylate synthase Q4JQW2 TYSY_VZVO Varicella-zoster virus 3 0.7332
Thymidylate synthase Q4JQW2 TYSY_VZVO Varicella-zoster virus 3 0.7332
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7308
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7308
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7296
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7296
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7288
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7288
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7280
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7280
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7278
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7278
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7257
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7257
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7255
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7255
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7214
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7214
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7193
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7193
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7178
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7178
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7174
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7174
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7169
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7169
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7151
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7151
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7147
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7147
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7125
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7125
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7122
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7122
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7104
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7104
Metallophosphoesterase A3DJ38 A3DJ38_HUNT2 Clostridium thermocellum 2 0.7099
Metallophosphoesterase A3DJ38 A3DJ38_HUNT2 Clostridium thermocellum 2 0.7099
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7093
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7093
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7091
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7091
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7089
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7089
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7088
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7088
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7086
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7086
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7082
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7082
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 2 0.7079
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 2 0.7079
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7057
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7057
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 2 0.7052
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 2 0.7052
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7043
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7043
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7033
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7033
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7002
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7002

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