5'-epi-isoethuliacoumarin B - Compound Card

5'-epi-isoethuliacoumarin B

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5'-epi-isoethuliacoumarin B

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles C=C[C@@]1(C)C[C@]2(Oc3c1c(=O)oc1c3c(C)ccc1)OC([C@H]2O)(C)C
InChI InChI=1S/C20H22O5/c1-6-19(5)10-20(17(22)18(3,4)25-20)24-15-13-11(2)8-7-9-12(13)23-16(21)14(15)19/h6-9,17,22H,1,10H2,2-5H3/t17-,19+,20+/m1/s1
InChIKey WEPZBXOVWNYLTR-HOJAQTOUSA-N
Formula C20H22O5
HBA 5
HBD 1
MW 342.39
Rotatable Bonds 1
TPSA 68.9
LogP 3.19
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.45
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

  • Mahmoud AA, Ahmed AA, et al. (1998). Further monoterpene 5-methylcooumarins and an acetophenone derivative from Ethulia conyzoides. Phytochemistry,1998,48(3),543-546. [View]
Pubchem: 102316532
Nmrshiftdb2: 70061255

No compound-protein relationship available.

Structure

SMILES: O1CCC12CCc3c(O2)c4c(oc3=O)cccc4

Level: 0

Mol. Weight: 342.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.27
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.19
Plasma Protein Binding
83.71
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.65
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.38
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.3
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.75
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
0.31
Rat (Acute)
2.91
Rat (Chronic Oral)
1.46
Fathead Minnow
4.16
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
408.52
Hydration Free Energy
-7.54
Log(D) at pH=7.4
3.02
Log(P)
3.76
Log S
-4.64
Log(Vapor Pressure)
-7.65
Melting Point
165.25
pKa Acid
7.51
pKa Basic
4.3
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 0.7899
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.7899
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7888
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7888
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7812
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7812
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7749
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7749
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7703
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7703
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7655
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7655
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7654
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7654
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7562
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7562
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7499
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7499
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7347
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7347
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7227
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7227
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7212
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7212
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7195
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7195
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7140
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7140
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7075
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7075
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7062
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7062
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7030
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7030

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