Dimethoxylflavanone - Compound Card

Dimethoxylflavanone

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Dimethoxylflavanone

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavanone
Canonical Smiles COC1C(=O)c2ccccc2OC1(OC)c1ccccc1
InChI InChI=1S/C17H16O4/c1-19-16-15(18)13-10-6-7-11-14(13)21-17(16,20-2)12-8-4-3-5-9-12/h3-11,16H,1-2H3
InChIKey IBEVNVQSFXZLCB-UHFFFAOYSA-N
Formula C17H16O4
HBA 4
HBD 0
MW 284.31
Rotatable Bonds 3
TPSA 44.76
LogP 2.78
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 284.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rosmarinuseriocalyx Lamiaceae Plantae

Showing of synonyms

  • Boudiar T, Lozano-Sánchez J, et al. (2019). Phytochemical characterization of bioactive compounds composition of Rosmarinus eriocalyx by RP–HPLC–ESI–QTOF–MS. Natural product research, 2019, 33(15), 2208-2214. [View] [PubMed]
Pubchem: 68554727

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 284.31 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 284.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 284.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.53
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.240
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.170
Plasma Protein Binding
40.52
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-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
3.990
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.650
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.970
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.440
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.390
Rat (Acute)
2.180
Rat (Chronic Oral)
1.990
Fathead Minnow
4.900
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
345.160
Hydration Free Energy
-7.610
Log(D) at pH=7.4
2.550
Log(P)
3.19
Log S
-3.45
Log(Vapor Pressure)
-5.29
Melting Point
104.42
pKa Acid
8.68
pKa Basic
0.31
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.9730
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9596
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9499
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9477
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9425
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9424
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9417
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9380
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9360
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9345
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9329
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9313
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.9309
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.9054
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9043
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.9026
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8994
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8953
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8935
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8872
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8850
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8838
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8823
Acetolactate synthase catalytic subunit, mitochondrial P07342 ILVB_YEAST Saccharomyces cerevisiae 3 0.8777
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8603
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8404
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.8385
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8348
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8303
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8269
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8244
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8213
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8204
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8155
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8143
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.8015
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7984
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7971
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7962
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7938
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7919
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7915
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7905
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7901
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7894
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7861
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 2 0.7835
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7803
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7794
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7780
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7779
Quercetin 2,3-dioxygenase Q7SIC2 QDOI_ASPJA Aspergillus japonicus 3 0.7764
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7755
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7735
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7735
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7718
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7704
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7678
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7676
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7666
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7665
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 2 0.7661
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7656
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7648
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7634
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7624
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7623
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7619
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7614
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7609
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7601
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7592
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7591
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7576
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7575
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7557
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7557
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7544
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7543
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7542
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7534
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7534
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7533
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 2 0.7532
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7528
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7522
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7522
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7494
Cystathionine gamma-synthase P56069 METB_HELPY Helicobacter pylori 3 0.7482
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7475
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7465
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7464
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7458
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7458
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7432
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7428
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7420
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7418
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7403
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7391
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7385
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7378
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7377
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7374
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7346
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 2 0.7346
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7342
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7341
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7341
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7337
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7331
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7325
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7319
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7296
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7283
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 2 0.7282
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7282
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7271
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 2 0.7265
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7259
Prostatic acid phosphatase P15309 PPAP_HUMAN Homo sapiens 2 0.7257
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7237
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7216
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 2 0.7216
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 2 0.7215
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7206
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7202
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7199
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7196
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7196
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7187
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7158
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 2 0.7154
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7149
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7146
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7144
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7143
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7139
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 2 0.7127
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 2 0.7126
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 2 0.7124
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7115
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7114
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 2 0.7093
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7091
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7089
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7088
Troponin C, slow skeletal and cardiac muscles P09860 TNNC1_CHICK Gallus gallus 2 0.7087
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7087
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7074
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7068
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7065
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7063
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7053
Thymidylate synthase P45352 TYSY_RAT Rattus norvegicus 2 0.7053
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7044
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 2 0.7040
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7040
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7037
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7036
Ketohexokinase P50053 KHK_HUMAN Homo sapiens 2 0.7034
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7027
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7027
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 2 0.7024
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 2 0.7005

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