4H-1-benzopyran-4-one, 2, 3-dihydro-5- hydroxy-2-(4'-methoxy-3'-hydroxybenzyl)-7-O-(2-methyl butanol) ether - Compound Card

4H-1-benzopyran-4-one, 2, 3-dihydro-5- hydroxy-2-(4'-methoxy-3'-hydroxybenzyl)-7-O-(2-methyl butanol) ether

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4H-1-benzopyran-4-one, 2, 3-dihydro-5- hydroxy-2-(4'-methoxy-3'-hydroxybenzyl)-7-O-(2-methyl butanol) ether

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles COc1c(OC)ccc2c1n(C)c(=O)c1c2OC(C)(C)C=C1
InChI InChI=1S/C17H19NO4/c1-17(2)9-8-11-14(22-17)10-6-7-12(20-4)15(21-5)13(10)18(3)16(11)19/h6-9H,1-5H3
InChIKey DWZSQRJGZJNUEK-UHFFFAOYSA-N
Formula C17H19NO4
HBA 5
HBD 0
MW 301.34
Rotatable Bonds 2
TPSA 49.69
LogP 2.74
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 301.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Vepris glomerata Rutaceae Plantae 2695416

Showing of synonyms

  • Kiplimo JJ, Islam S, et al. (2011). A novel flavonoid and furoquinoline alkaloids from Vepris glomerata and their antioxidant activity. Natural Product Communications,2011,6(12),1847-1850. [View] [PubMed]
Pubchem: 338941
Nmrshiftdb2: 60072582

No compound-protein relationship available.

Structure

SMILES: O1CC=Cc(c1c23)c(=O)[nH]c2cccc3

Level: 0

Mol. Weight: 301.34 g/mol

Antioxidant potential

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.300
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.060
Plasma Protein Binding
44.31
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
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.970
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.540
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.870
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.560
Micronucleos
Toxic
NR-AhR
Toxic
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
3.320
Rat (Acute)
3.720
Rat (Chronic Oral)
1.530
Fathead Minnow
4.730
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
405.320
Hydration Free Energy
-9.590
Log(D) at pH=7.4
2.900
Log(P)
2.64
Log S
-3.39
Log(Vapor Pressure)
-6.06
Melting Point
169.94
pKa Acid
8.57
pKa Basic
4.59
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8543
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8543
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8461
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8461
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8210
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8210
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7881
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7881
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7725
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7725
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7571
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7571
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7521
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7521
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7364
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7364
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7283
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7283
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7263
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7263

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