Vogelin H - Compound Card

Vogelin H

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Vogelin H

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles CC(=CCc1c(O)c2CC(Oc2c2c1occ(c2=O)c1ccc(cc1)O)C(O)(C)C)C
InChI InChI=1S/C25H26O6/c1-13(2)5-10-16-21(27)17-11-19(25(3,4)29)31-24(17)20-22(28)18(12-30-23(16)20)14-6-8-15(26)9-7-14/h5-9,12,19,26-27,29H,10-11H2,1-4H3
InChIKey OHZLHANZWCWEIU-UHFFFAOYSA-N
Formula C25H26O6
HBA 6
HBD 3
MW 422.48
Rotatable Bonds 4
TPSA 100.13
LogP 4.45
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 422.17
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: 101396887

No compound-protein relationship available.

Structure

SMILES: C1COc(c12)c3c(cc2)occ(c3=O)-c4ccccc4

Level: 1

Mol. Weight: 422.48 g/mol

Structure

SMILES: C1COc(c12)c3c(cc2)occc3=O

Level: 0

Mol. Weight: 422.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 422.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.97
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.79
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.28
Plasma Protein Binding
77.45
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.0
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.34
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.62
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.27
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-42.38
Rat (Acute)
2.45
Rat (Chronic Oral)
2.03
Fathead Minnow
5.29
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
518.46
Hydration Free Energy
-4.43
Log(D) at pH=7.4
3.32
Log(P)
4.41
Log S
-5.5
Log(Vapor Pressure)
-10.0
Melting Point
245.96
pKa Acid
8.14
pKa Basic
6.81
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 0.9687
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.9092
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8796
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.8681
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8632
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8619
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8218
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8119
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7893
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 3 0.7759
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.7715
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7711
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7695
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7652
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7650
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7597
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7583
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7565
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7526
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7508
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7483
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7397
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7395
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7378
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7360
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7297
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7273
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7255
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7246
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 4 0.7196
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7182
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7167
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7162
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7069
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7063
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7056
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7048

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