4'-methoxy licoflavanone - Compound Card

4'-methoxy licoflavanone

Select a section from the left sidebar

4'-methoxy licoflavanone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles COc1ccc(cc1CC=C(C)C)C1CC(=O)C2C(O1)C=C(C=C2O)O
InChI InChI=1S/C21H24O5/c1-12(2)4-5-13-8-14(6-7-18(13)25-3)19-11-17(24)21-16(23)9-15(22)10-20(21)26-19/h4,6-10,19-23H,5,11H2,1-3H3
InChIKey COXSSPREGXCAGP-UHFFFAOYSA-N
Formula C21H24O5
HBA 5
HBD 2
MW 356.42
Rotatable Bonds 4
TPSA 75.99
LogP 4.12
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 356.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina droogmansiana Leguminosae/Fabaceae Plantae 2803568

Showing of synonyms

  • Talla E, Yaya GAJ, et al. (2016). Chemical constituents from Erythrina droogmansiana (Fabaceae), radical scavenging and antibacterial potential of some extracts and compounds. NPAIJ,2016, 12(1), 012-020. [View]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(CC2=O)OC(C23)C=CC=C3

Level: 1

Mol. Weight: 356.42 g/mol

Structure

SMILES: O=C1CCOC(C12)C=CC=C2

Level: 0

Mol. Weight: 356.42 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 356.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.500
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.980
Plasma Protein Binding
24.87
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.520
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.420
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.100
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.780
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
0.270
Rat (Acute)
2.950
Rat (Chronic Oral)
3.060
Fathead Minnow
4.600
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
419.920
Hydration Free Energy
-9.700
Log(D) at pH=7.4
1.860
Log(P)
3.44
Log S
-4.21
Log(Vapor Pressure)
-8.17
Melting Point
152.4
pKa Acid
7.23
pKa Basic
4.78
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9354
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9180
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8691
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8662
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8656
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8614
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8527
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8486
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8486
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8258
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8115
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7981
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7971
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7947
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7925
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7925
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7874
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7834
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 3 0.7817
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7707
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7667
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7593
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7536
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7534
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7532
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7506
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7477
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7449
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7440
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7400
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7386
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7386
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7381
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7302
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7301
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7287
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7271
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7252
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7226
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7199
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7190
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7186
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7173
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7172
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7158
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7152
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7142
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7130
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7122
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7078
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 2 0.7077
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7073
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7072
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7071
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7052
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7032
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7021
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7006

Download SDF