Pseudarflavone B - Compound Card

Pseudarflavone B

Select a section from the left sidebar

Pseudarflavone B

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(cc1)c1cc(=O)c2c(o1)c1c(cc2O)OC2C1C(=C(C2=O)O)C
InChI InChI=1S/C21H14O7/c1-8-15-17-14(28-21(15)19(26)18(8)25)7-12(24)16-11(23)6-13(27-20(16)17)9-2-4-10(22)5-3-9/h2-7,15,21-22,24-25H,1H3
InChIKey JGLUIGAECQMFEP-UHFFFAOYSA-N
Formula C21H14O7
HBA 7
HBD 3
MW 378.34
Rotatable Bonds 1
TPSA 117.2
LogP 3.13
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.14
Exact Mass 378.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pseudarthria hookeri Leguminosae/Fabaceae Plantae 992776

Showing of synonyms

  • Tchamgoue J, Hafizur R, et al. (2016). Flavonoids and other constituents with insulin secretion activity from Pseudarthria hookeri. Phytochemistry Letters, 2016, 17, 181-186. [View]

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC2C1Oc(c23)ccc4c3oc(cc4=O)-c5ccccc5

Level: 1

Mol. Weight: 378.34 g/mol

Structure

SMILES: O=C1C=CC2C1Oc(c23)ccc4c3occc4=O

Level: 0

Mol. Weight: 378.34 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 378.34 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-5.11
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.720
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.460
Plasma Protein Binding
66.15
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.760
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.620
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.650
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.400
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
Toxic
T. Pyriformis
-13.610
Rat (Acute)
2.740
Rat (Chronic Oral)
2.750
Fathead Minnow
5.210
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
510.490
Hydration Free Energy
-8.000
Log(D) at pH=7.4
3.080
Log(P)
3.0
Log S
-4.8
Log(Vapor Pressure)
-10.17
Melting Point
321.89
pKa Acid
8.72
pKa Basic
2.22
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.9342
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9107
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9098
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8796
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8794
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8746
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8663
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8648
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8637
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8591
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8497
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8420
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8378
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8275
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8263
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8226
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8192
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8112
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8071
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8071
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7994
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7990
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7966
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7945
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7940
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7797
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7771
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7727
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7632
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7628
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7598
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7591
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7542
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7537
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7525
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7457
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7446
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7418
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7376
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7339
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7255
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7246
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7219
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7208
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7190
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7175
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7071
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7067
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7066
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7036
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7027
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7004

Download SDF