3-[3'-methoxy-4'-(4'’-formyl-2'’,6'’-dimethoxy-phenoxy)-phenyl]-propenal - Compound Card

3-[3'-methoxy-4'-(4'’-formyl-2'’,6'’-dimethoxy-phenoxy)-phenyl]-propenal

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3-[3'-methoxy-4'-(4'’-formyl-2'’,6'’-dimethoxy-phenoxy)-phenyl]-propenal

Structure
Zoomed Structure
  • Family: Lamiaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles O=C/C=C/c1ccc(c(c1)OC)Oc1c(OC)cc(cc1OC)C=O
InChI InChI=1S/C19H18O6/c1-22-16-9-13(5-4-8-20)6-7-15(16)25-19-17(23-2)10-14(12-21)11-18(19)24-3/h4-12H,1-3H3/b5-4+
InChIKey LMLXJFJEKFMCNK-SNAWJCMRSA-N
Formula C19H18O6
HBA 6
HBD 0
MW 342.35
Rotatable Bonds 8
TPSA 71.06
LogP 3.53
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.16
Exact Mass 342.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Premna odorata Lamiaceae Plantae 1037421

Showing of synonyms

  • Elmaidomy A.H, Mohammed R, et al. (2019). Metabolomic Profiling and Cytotoxic Tetrahydrofurofuran Lignans Investigations from Premna odorata Blanco. Metabolites, 2019, 9(10), 223. [View] [PubMed]
Pubchem: 122367755

No compound-protein relationship available.

Structure

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 170.21 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.63
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.32
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.32
Plasma Protein Binding
42.78
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-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
6.02
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.13
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.24
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.85
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
Toxic
T. Pyriformis
3.08
Rat (Acute)
2.07
Rat (Chronic Oral)
1.67
Fathead Minnow
5.36
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
417.9
Hydration Free Energy
-7.22
Log(D) at pH=7.4
2.46
Log(P)
2.04
Log S
-3.94
Log(Vapor Pressure)
-6.68
Melting Point
129.01
pKa Acid
6.95
pKa Basic
-2.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.9668
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.9302
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9240
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9172
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9079
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.9066
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.9015
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.8947
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.8697
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8691
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8645
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8620
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8602
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8593
Matrix metalloproteinase-9 P14780 MMP9_HUMAN Homo sapiens 3 0.8528
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.8528
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8474
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8421
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.8415
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8401
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8355
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8324
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8271
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8223
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8215
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8146
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8143
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8129
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8122
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8091
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.8079
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.8051
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8020
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8020
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7992
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7970
Cyclic nucleotide-binding domain-containing protein E0RR11 E0RR11_SPITD Spirochaeta thermophila 3 0.7960
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7938
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7867
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7812
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7810
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7804
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7801
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7780
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7768
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7749
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7746
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7745
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7704
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7696
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7687
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7683
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7673
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7639
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7625
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7622
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7612
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7611
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7571
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7570
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7566
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7551
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7528
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7517
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7517
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7515
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7501
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7491
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7480
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7474
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7471
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7453
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7447
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7447
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7441
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7428
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7412
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7409
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7408
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7407
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7394
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7394
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7381
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7379
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7374
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.7374
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7362
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7358
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7353
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7351
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7349
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7329
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7329
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7326
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7322
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7309
Dipeptidyl peptidase 4 P22411 DPP4_PIG Sus scrofa 3 0.7307
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7307
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 2 0.7307
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7287
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7286
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7284
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7280
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7280
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7279
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7274
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7267
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7267
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7265
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7261
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7257
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7254
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7251
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 2 0.7250
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7242
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7239
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7238
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7236
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7222
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7218
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7214
DNA (cytosine-5)-methyltransferase 1 Q9AXT8 H32_ARATH Zea mays 3 0.7211
L-seryl-tRNA(Sec) kinase Q58933 PSTK_METJA Methanocaldococcus jannaschii 2 0.7211
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7196
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7195
Tubulin alpha chain A0A0R4I993 A0A0R4I993_SUSBA Sus barbatus 3 0.7195
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7190
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7183
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7172
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7168
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7155
Uridine phosphorylase P12758 UDP_ECOLI Escherichia coli 3 0.7150
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7149
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7144
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7141
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7137
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 3 0.7129
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7127
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7122
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7093
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7093
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7089
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7089
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7088
Thymidylate synthase Q4JQW2 TYSY_VZVO Varicella-zoster virus 3 0.7083
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7079
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7079
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7078
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7073
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 2 0.7066
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7062
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7059
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7058
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7054
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 3 0.7053
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7047
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7032
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7030
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7029
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7028
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7026
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7026
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7025
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7025
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 2 0.7024
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7022
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7020
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7017
Metallophosphoesterase A3DJ38 A3DJ38_HUNT2 Clostridium thermocellum 2 0.7017
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7015
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7012
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7002

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