2,4,6-trimethoxyaniline - Compound Card

2,4,6-trimethoxyaniline

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2,4,6-trimethoxyaniline

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenylamine
Canonical Smiles COc1cc(OC)c(c(c1)OC)N
InChI InChI=1S/C9H13NO3/c1-11-6-4-7(12-2)9(10)8(5-6)13-3/h4-5H,10H2,1-3H3
InChIKey FNSAKXLEFPFZOM-UHFFFAOYSA-N
Formula C9H13NO3
HBA 4
HBD 1
MW 183.21
Rotatable Bonds 3
TPSA 53.71
LogP 1.29
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 183.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Plumeria rubra Apocynaceae Plantae 62097

Showing of synonyms

  • Kuigoua GM, Kouam SF, et al. (2010). Minor secondary metabolic products from the stem bark of Plumeria rubra Linn. displaying antimicrobial activities. Planta medica,2010, 76(6), 620-625. [View] [PubMed]
Pubchem: 84271
Nmrshiftdb2: 60072732

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 183.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.28
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.880
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.99

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.470
Plasma Protein Binding
8.93
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
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.370
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.090
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.710
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.510
Micronucleos
Safe
NR-AhR
Toxic
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
2.790
Rat (Acute)
2.330
Rat (Chronic Oral)
1.950
Fathead Minnow
3.850
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
292.310
Hydration Free Energy
-10.370
Log(D) at pH=7.4
1.080
Log(P)
1.47
Log S
-1.89
Log(Vapor Pressure)
-3.02
Melting Point
93.85
pKa Acid
10.49
pKa Basic
3.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9696
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9673
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9670
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9583
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.9475
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 4 0.9453
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.9446
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.9427
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9387
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 4 0.9329
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.9303
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.9297
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9292
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.9253
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9191
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.9158
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9109
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 4 0.9108
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.9105
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.9103
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.9102
Uridine phosphorylase 2 O95045 UPP2_HUMAN Homo sapiens 4 0.9095
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.9052
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.9041
Uracil-DNA glycosylase P9WFQ9 UNG_MYCTU Mycobacterium tuberculosis 4 0.9020
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 4 0.8999
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8989
Uracil-DNA glycosylase P20536 UNG_VACCC Vaccinia virus 4 0.8962
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.8950
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8907
Uracil-DNA glycosylase P13051 UNG_HUMAN Homo sapiens 4 0.8880
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8858
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8807
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.8807
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 4 0.8781
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8721
Uridine phosphorylase P12758 UDP_ECOLI Escherichia coli 4 0.8632
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 4 0.8607
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8554
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8553
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8513
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8441
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8190
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8033
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7954
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7910
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7870
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7866
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7851
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7836
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7827
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7807
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 3 0.7801
N-glycosylase/DNA lyase O15527 OGG1_HUMAN Homo sapiens 3 0.7693
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7692
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7663
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7653
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7650
Purine nucleoside phosphorylase 2 P45563 XAPA_ECOLI Escherichia coli 3 0.7645
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7603
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7602
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7560
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7542
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7519
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7509
16S rRNA (adenine(1408)-N(1))-methyltransferase A8C927 NPMA_ECOLX Escherichia coli 3 0.7487
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7477
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7477
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 4 0.7466
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7460
dTDP-4-dehydro-6-deoxyglucose 3-epimerase Q5SFD1 CHMJ_STRBI Streptomyces bikiniensis 3 0.7458
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7444
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7443
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.7443
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7433
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7423
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7421
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7421
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7419
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7407
Uracil permease P0AGM7 URAA_ECOLI Escherichia coli 4 0.7406
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7388
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 3 0.7388
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7371
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7368
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7345
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7337
Elongation factor 1-alpha O59153 EF1A_PYRHO Pyrococcus horikoshii 3 0.7335
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7329
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7312
Ribosome biogenesis GTPase YqeH D0VWU7 D0VWU7_GEOSE Geobacillus stearothermophilus 3 0.7304
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 3 0.7294
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7294
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7288
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7286
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 3 0.7286
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 3 0.7282
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7282
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7280
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7270
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 3 0.7267
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7262
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7261
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7256
Bifunctional AAC/APH P0A0C1 AACA_STAAU Staphylococcus aureus 3 0.7253
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 3 0.7251
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7241
Purine nucleoside phosphorylase Q8DTU4 Q8DTU4_STRMU Streptococcus mutans serotype c 3 0.7238
Orotate phosphoribosyltransferase P08870 PYRE_SALTY Salmonella typhimurium 3 0.7232
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7231
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7231
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7230
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7222
Xanthine dehydrogenase/oxidase P22985 XDH_RAT Rattus norvegicus 3 0.7222
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7222
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7208
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7205
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7201
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7196
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7190
Bifunctional AAC/APH P0A0C1 AACA_STAAU Staphylococcus aureus 3 0.7189
S-methyl-5'-thioinosine phosphorylase Q9HZK1 MTIP_PSEAE Pseudomonas aeruginosa 3 0.7187
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7181
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 2 0.7181
Purine nucleoside phosphorylase P9WP00 PUNA_MYCTO Mycobacterium tuberculosis 3 0.7180
Elongation factor 1-alpha P02994 EF1A_YEAST Saccharomyces cerevisiae 3 0.7176
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7171
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7161
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7156
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7156
Beta-1,4-galactosyltransferase 1 P08037 B4GT1_BOVIN Bos taurus 3 0.7150
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7137
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7135
Uricase Q00511 URIC_ASPFL Aspergillus flavus 3 0.7133
Uricase Q00511 URIC_ASPFL Aspergillus flavus 3 0.7131
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7130
Gentamicin resistance protein P96762 P96762_ENTGA Enterococcus gallinarum 3 0.7120
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7118
CalS13 Q8KND8 Q8KND8_MICEC Micromonospora echinospora 3 0.7116
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7104
Uricase Q00511 URIC_ASPFL Aspergillus flavus 3 0.7100
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7099
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7097
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 2 0.7080
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7079
Toluene-4-monooxygenase system, hydroxylase component subunit alpha Q00456 TMOA_PSEME Pseudomonas mendocina 2 0.7078
Bifunctional AAC/APH P0A0C1 AACA_STAAU Staphylococcus aureus 3 0.7069
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 3 0.7063
Ribosomal RNA small subunit methyltransferase E Q5SKI6 Q5SKI6_THET8 Thermus thermophilus 3 0.7058
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7058
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7056
Caffeic acid 3-O-methyltransferase P28002 COMT1_MEDSA Medicago sativa 2 0.7055
Bifunctional AAC/APH P0A0C1 AACA_STAAU Staphylococcus aureus 3 0.7052
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7049
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7046
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7043
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7023
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7020
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7013

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