Vogelin J - Compound Card

Vogelin J

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Vogelin J

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c1c2OC(C)(C)C=C1)O
InChI InChI=1S/C20H16O5/c1-20(2)8-7-13-14(22)9-17-18(19(13)25-20)15(23)10-16(24-17)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H3
InChIKey GHUQHFLVTXMEHU-UHFFFAOYSA-N
Formula C20H16O5
HBA 5
HBD 2
MW 336.34
Rotatable Bonds 1
TPSA 79.9
LogP 4.06
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.15
Exact Mass 336.1
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: 101396889
Nmrshiftdb2: 70046852

No compound-protein relationship available.

Structure

SMILES: O1CC=Cc(c1c23)ccc3oc(cc2=O)-c4ccccc4

Level: 1

Mol. Weight: 336.34 g/mol

Structure

SMILES: O1CC=Cc(c1c23)ccc3occc2=O

Level: 0

Mol. Weight: 336.34 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 336.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.690
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.99

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.200
Plasma Protein Binding
72.39
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
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.890
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.690
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.800
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.630
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.580
Rat (Acute)
2.480
Rat (Chronic Oral)
1.890
Fathead Minnow
4.810
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
478.590
Hydration Free Energy
-11.040
Log(D) at pH=7.4
4.010
Log(P)
4.32
Log S
-5.63
Log(Vapor Pressure)
-9.07
Melting Point
310.93
pKa Acid
8.71
pKa Basic
5.32
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 0.9790
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9543
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9485
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9470
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8903
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.8886
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8653
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8585
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8552
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8537
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8482
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8379
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8295
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8235
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8210
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8207
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8106
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7998
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7861
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7606
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7590
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7575
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7504
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7485
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7415
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7386
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7380
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7345
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7336
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7327
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7269
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7227
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7205
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7163
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7163
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7127
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7089
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7087
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7079
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7039
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7024
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7012

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