Vogelin I - Compound Card

Vogelin I

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Vogelin I

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles Oc1ccc(cc1)c1coc2c(c1=O)c1OC(C)(C)C=Cc1c(c2CC(C(O)(C)C)O)O
InChI InChI=1S/C25H26O7/c1-24(2)10-9-15-20(28)16(11-18(27)25(3,4)30)22-19(23(15)32-24)21(29)17(12-31-22)13-5-7-14(26)8-6-13/h5-10,12,18,26-28,30H,11H2,1-4H3
InChIKey KDLWJPRQMJSOEH-UHFFFAOYSA-N
Formula C25H26O7
HBA 7
HBD 4
MW 438.48
Rotatable Bonds 4
TPSA 120.36
LogP 3.73
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 438.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina vogelii Leguminosae/Fabaceae Plantae 2708828

Showing of synonyms

  • Waffo KAF, Coombes PH, et al. (2006). Flavones and isoflavones from the west AfricanFabaceae Erythrina vogelii. Phytochemistry,2006,67(5),459-463. [View]
Pubchem: 101396888

No compound-protein relationship available.

Structure

SMILES: O1CC=Cc(c1c23)ccc3occ(c2=O)-c4ccccc4

Level: 1

Mol. Weight: 438.48 g/mol

Structure

SMILES: O1CC=Cc(c1c23)ccc3occc2=O

Level: 0

Mol. Weight: 438.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 438.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.88
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.940
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.130
Plasma Protein Binding
62.82
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-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
7.980
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.940
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.580
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.730
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-47.060
Rat (Acute)
3.070
Rat (Chronic Oral)
2.650
Fathead Minnow
4.930
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
513.230
Hydration Free Energy
-4.580
Log(D) at pH=7.4
3.160
Log(P)
3.61
Log S
-4.53
Log(Vapor Pressure)
-9.95
Melting Point
252.72
pKa Acid
7.9
pKa Basic
7.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9667
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9499
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.9056
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8727
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8626
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8435
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8352
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8259
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8248
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7817
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7700
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7581
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7556
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7553
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7513
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7498
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 3 0.7424
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7408
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 4 0.7390
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7343
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7261
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7257
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7183
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7154
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7125
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7099
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7054
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7049
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7018
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7015

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