Lanneaflavonol - Compound Card

Lanneaflavonol

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Lanneaflavonol

Structure
Zoomed Structure
  • Family: Plantae - Anacardiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles COc1c(O)cc(cc1O)c1oc2cc3OC(C)(C)C=Cc3c(c2c(=O)c1O)O
InChI InChI=1S/C21H18O8/c1-21(2)5-4-10-13(29-21)8-14-15(16(10)24)17(25)18(26)19(28-14)9-6-11(22)20(27-3)12(23)7-9/h4-8,22-24,26H,1-3H3
InChIKey SJTVGPLABIRSLA-UHFFFAOYSA-N
Formula C21H18O8
HBA 8
HBD 4
MW 398.37
Rotatable Bonds 2
TPSA 129.59
LogP 3.48
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 398.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Lannea alata Anacardiaceae Plantae 289715

Showing of synonyms

  • Okoth DA, Chenia HY, et al. (2013). Antibacterial and antioxidant activities of flavonoids from Lannea alata (Engl.) Engl. (Anacardiaceae). Phytochemistry Letters,2013,6(3),476-481. [View]
Pubchem: 102442212

No compound-protein relationship available.

Structure

SMILES: O1CC=Cc(c2)c1cc(c23)oc(cc3=O)-c4ccccc4

Level: 1

Mol. Weight: 398.37 g/mol

Structure

SMILES: O=c1ccoc(c12)cc3c(c2)C=CCO3

Level: 0

Mol. Weight: 398.37 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 398.37 g/mol

Antibacterial
Radical scavenging

Absorption

Caco-2 (logPapp)
-5.86
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.110
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.170
Plasma Protein Binding
87.0
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
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
8.380
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.550
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.530
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.890
Micronucleos
Toxic
NR-AhR
Toxic
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
Safe
T. Pyriformis
-9.820
Rat (Acute)
2.530
Rat (Chronic Oral)
3.080
Fathead Minnow
4.540
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
523.380
Hydration Free Energy
-8.910
Log(D) at pH=7.4
2.960
Log(P)
2.88
Log S
-5.78
Log(Vapor Pressure)
-8.59
Melting Point
252.09
pKa Acid
6.45
pKa Basic
4.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8772
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8772
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8768
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8768
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 5 0.8702
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 5 0.8702
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8691
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8691
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 5 0.8684
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 5 0.8684
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8504
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8504
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8481
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8481
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8257
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8257
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8149
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8149
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8067
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8067
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8066
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8066
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7977
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7977
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7860
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7860
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7822
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7822
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7789
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7789
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7747
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7747
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7722
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7722
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7703
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7703
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7691
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7691
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7686
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7686
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7559
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7559
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7552
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7552
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.7530
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.7530
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7508
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7508
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7495
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7495
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7490
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7490
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7456
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7456
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7402
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7402
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7402
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7402
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7380
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7380
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7380
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7380
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7351
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7351
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7343
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7343
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7300
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7300
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7280
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7280
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7229
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7229
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7215
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7215
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7199
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7199
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7185
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7185
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7182
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7182
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7144
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7144
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7116
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7116
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7115
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7115
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7080
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7080
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7059
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7059
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7055
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7055
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7048
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7048
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7045
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7045
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7045
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7045
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7025
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7025
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7015
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7015
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7015
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7015
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7001
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7001

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