Dinklagin B - Compound Card

Dinklagin B

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Dinklagin B

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(cc1)c1cc(=O)c2c(o1)cc1c(c2O)CC(C(O1)(C)C)O
InChI InChI=1S/C20H18O6/c1-20(2)17(23)7-12-15(26-20)9-16-18(19(12)24)13(22)8-14(25-16)10-3-5-11(21)6-4-10/h3-6,8-9,17,21,23-24H,7H2,1-2H3
InChIKey FJVQQAWOOLFVQM-UHFFFAOYSA-N
Formula C20H18O6
HBA 6
HBD 3
MW 354.36
Rotatable Bonds 1
TPSA 100.13
LogP 2.95
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 354.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dorstenia dinklagei Moraceae Plantae 2604986

Showing of synonyms

  • Ngadjui BT, Dongo E, et al. (2002). Dinklagins A, B and C: three prenylated flavonoids and other constituents from the twigs of Dorstenia dinklagei.. Phytochemistry,2002, 61(1), 99-104. [View] [PubMed]
Pubchem: 44257869
Chebi: 193280

No compound-protein relationship available.

Structure

SMILES: O1CCCc(c2)c1cc(c23)oc(cc3=O)-c4ccccc4

Level: 1

Mol. Weight: 354.36 g/mol

Structure

SMILES: O=c1ccoc(c12)cc3c(c2)CCCO3

Level: 0

Mol. Weight: 354.36 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 354.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.97
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.910
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.52

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.090
Plasma Protein Binding
76.85
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
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
4.330
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.540
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.190
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.240
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
0.620
Rat (Acute)
2.440
Rat (Chronic Oral)
2.220
Fathead Minnow
4.600
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
485.700
Hydration Free Energy
-12.060
Log(D) at pH=7.4
3.260
Log(P)
3.9
Log S
-5.41
Log(Vapor Pressure)
-9.23
Melting Point
269.04
pKa Acid
7.56
pKa Basic
4.99
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 0.9795
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9515
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9490
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9141
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9112
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8902
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.8846
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8717
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8652
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8629
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8384
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8295
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8266
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8264
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8182
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8164
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8158
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8131
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8001
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7850
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7846
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7733
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7728
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7725
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7722
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7715
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7652
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7648
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7634
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7620
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7603
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7591
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7574
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7540
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7526
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7507
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7500
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7486
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7436
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7424
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7369
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7354
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7342
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7308
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7267
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7252
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7248
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7165
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7162
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7142
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7108
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7079
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7060
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7060
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7046
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7040
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7037
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7034
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7032
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7031
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7018
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7017

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