Afzelin - Compound Card

Afzelin

Select a section from the left sidebar

Afzelin

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O
InChI InChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3
InChIKey SOSLMHZOJATCCP-UHFFFAOYSA-N
Formula C21H20O10
HBA 10
HBD 6
MW 432.38
Rotatable Bonds 3
TPSA 170.05
LogP 0.78
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 432.11
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Viburnum tinus Adoxaceae Plantae 237959
2 Euphorbia sanctae-catharinae Euphorbiaceae Plantae 3990
3 Diplotaxis acris Brassicaceae Plantae 402674

Showing of synonyms

  • Hussein S.R, Marzouk M.M, et al. (2017). Chemosystematic significance of flavonoids isolated from Diplotaxis acris (Brassicaceae) and related taxa. Natural product research, 2017, 31(3), 347-350. [View] [PubMed]
  • Hegazy M.F, Hamed A.R, et al. (2018). Euphosantianane A–D: Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant Euphorbia sanctae-atharinae. Molecules, 2018, 23(9), 2221. [View] [PubMed]
  • Mohamed MA, Marzouk MSA, et al. (2005). Phytochemical constituents and hepatoprotective activity of Viburnum tinus. Phytochemistry,2005,66,2780-2786. [View] [PubMed]
Pubchem: 5316673
Kegg Ligand: C16911
Chebi: 80790
Nmrshiftdb2: 60021811
Metabolights: MTBLC80790
Pdb Ligand: AFE
CPRiL: 55857
Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 432.38 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 432.38 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 432.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 432.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 432.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 432.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.75
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.33
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.97
Plasma Protein Binding
35.76
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.77
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.51
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.19
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.27
Micronucleos
Toxic
NR-AhR
Safe
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
-38.95
Rat (Acute)
2.39
Rat (Chronic Oral)
3.88
Fathead Minnow
3.93
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
582.16
Hydration Free Energy
-7.28
Log(D) at pH=7.4
1.02
Log(P)
1.63
Log S
-4.16
Log(Vapor Pressure)
-10.32
Melting Point
203.24
pKa Acid
5.36
pKa Basic
6.05
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9775
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9775
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9364
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9364
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9278
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9278
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9059
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9059
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8958
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8958
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8902
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8902
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8882
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8882
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8817
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8817
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8573
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8573
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8567
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8567
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8476
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8476
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8312
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8312
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8296
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8296
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8219
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8219
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8193
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8193
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.8061
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.8061
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8023
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8023
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7995
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7995
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7987
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7987
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7971
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7971
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7948
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7948
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7941
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7941
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7907
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7907
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7861
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7861
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7844
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7844
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7836
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7836
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7824
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7824
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7805
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7805
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7802
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7802
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7774
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7774
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7772
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7772
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7721
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7721
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7720
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7720
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7719
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7719
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7702
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7702
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7662
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7662
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7632
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7632
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7602
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7602
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7596
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7596
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7594
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7594
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7571
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7571
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7498
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7498
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7485
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7485
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7475
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7475
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7361
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7361
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7348
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7348
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7305
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7305
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7302
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7302
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7299
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7299
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7262
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7262
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7247
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7247
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7227
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7227
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7219
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7219
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7204
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7204
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7103
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7103
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7100
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7100
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7076
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7076
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7037
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7037
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7022
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7022
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7003
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7003
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7000
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7000

Download SDF