Isoethuliacoumarin C - Compound Card

Isoethuliacoumarin C

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Isoethuliacoumarin C

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles C=C[C@@]1(C)C=C(Oc2c1c(=O)oc1c2c(C)ccc1)C(C(O)(C)C)O
InChI InChI=1S/C20H22O5/c1-6-20(5)10-13(17(21)19(3,4)23)24-16-14-11(2)8-7-9-12(14)25-18(22)15(16)20/h6-10,17,21,23H,1H2,2-5H3/t17?,20-/m0/s1
InChIKey VQXOIFVSOBXXLN-OZBJMMHXSA-N
Formula C20H22O5
HBA 5
HBD 2
MW 342.39
Rotatable Bonds 3
TPSA 79.9
LogP 2.95
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 342.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ethulia conyzoides Asteraceae Plantae 434659

Showing of synonyms

  • Baldaa SI, Halim AF, et al. (1980). New 5-methylcoumarin derivatives from Ethulia conyzoides. Phytochemistry,1980,19,1519-1522. [View]
Pubchem: 162946146
Nmrshiftdb2: 70106420

No compound-protein relationship available.

Structure

SMILES: O1C=CCc(c1c23)c(=O)oc2cccc3

Level: 0

Mol. Weight: 342.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.66
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.24
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.75

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
62.66
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
1.41
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.91
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.85
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
0.9
Rat (Acute)
2.79
Rat (Chronic Oral)
1.78
Fathead Minnow
4.6
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
398.96
Hydration Free Energy
-9.87
Log(D) at pH=7.4
2.49
Log(P)
2.68
Log S
-4.07
Log(Vapor Pressure)
-7.96
Melting Point
152.85
pKa Acid
7.23
pKa Basic
5.14
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.8056
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.8056
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7941
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7941
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7929
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7929
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7722
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7722
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 4 0.7688
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 4 0.7688
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7624
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7624
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7537
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7537
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7513
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7513
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7460
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7460
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7359
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7359
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.7281
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.7281
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7277
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7277
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7204
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7204
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7194
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7194
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7166
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7166
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7116
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7116
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7095
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7095
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7062
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7062
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7049
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7049

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