3,4,5-trimethoxyphenol - Compound Card

3,4,5-trimethoxyphenol

Select a section from the left sidebar

3,4,5-trimethoxyphenol

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Monoaromatic
Canonical Smiles COc1c(OC)cc(cc1OC)O
InChI InChI=1S/C9H12O4/c1-11-7-4-6(10)5-8(12-2)9(7)13-3/h4-5,10H,1-3H3
InChIKey VTCDZPUMZAZMSB-UHFFFAOYSA-N
Formula C9H12O4
HBA 4
HBD 1
MW 184.19
Rotatable Bonds 3
TPSA 47.92
LogP 1.42
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 184.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Lettowianthus stellatus Annonaceae Plantae 489335

Showing of synonyms

  • Nkunya MH, Jonker SA, et al. (2000). Aporphinoid alkaloids and other constituents from Lettowianthus stellatus. Phytochemistry,2000,53(8),1067-1073. [View] [PubMed]
Pubchem: 69505
Kegg Ligand: C10765
Chebi: 2760
Nmrshiftdb2: 20040784
Metabolights: MTBLC2760

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 184.19 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.37
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.890
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.560
Plasma Protein Binding
19.99
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
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
7.930
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.730
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.050
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.770
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
2.980
Rat (Acute)
2.010
Rat (Chronic Oral)
2.100
Fathead Minnow
3.960
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
288.670
Hydration Free Energy
-8.820
Log(D) at pH=7.4
1.600
Log(P)
1.12
Log S
-1.47
Log(Vapor Pressure)
-2.95
Melting Point
60.27
pKa Acid
9.12
pKa Basic
2.06
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9516
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9516
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9467
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9467
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9453
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9453
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9432
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9432
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9413
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9413
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9380
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9380
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9285
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9285
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9234
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9234
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9230
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9230
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.9215
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.9215
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9206
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9206
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.9028
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.9028
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9006
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9006
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8935
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8935
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8917
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8917
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8855
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8855
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.8851
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.8851
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8696
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8696
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8678
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8678
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8658
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8658
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8527
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8527
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8486
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8486
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8410
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8410
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8392
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8392
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8369
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8369
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8226
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8226
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8062
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8062
Rac-like GTP-binding protein ARAC7 O82480 RAC7_ARATH Arabidopsis thaliana 3 0.7657
Rac-like GTP-binding protein ARAC7 O82480 RAC7_ARATH Arabidopsis thaliana 3 0.7657
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7645
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7645
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7608
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7608
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7594
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7594
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7576
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7576
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7572
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7572
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7556
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7556
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7555
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7555
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7533
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7533
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7506
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7506
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7501
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7501
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7499
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7499
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7471
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7471
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7455
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7455
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7443
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7443
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7438
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7438
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7435
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7435
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8ZMF7 ISPF_SALTY Salmonella typhimurium 3 0.7334
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8ZMF7 ISPF_SALTY Salmonella typhimurium 3 0.7334
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7333
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7333
Putative N-acetyl glucosaminyl transferase Q6U8B0 Q6U8B0_RAOTE Raoultella terrigena 3 0.7327
Putative N-acetyl glucosaminyl transferase Q6U8B0 Q6U8B0_RAOTE Raoultella terrigena 3 0.7327
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7281
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7281
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7280
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7280
N-glycosylase/DNA lyase O15527 OGG1_HUMAN Homo sapiens 3 0.7244
N-glycosylase/DNA lyase O15527 OGG1_HUMAN Homo sapiens 3 0.7244
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7238
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7238
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7233
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7233
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7232
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7232
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7230
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7230
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7215
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7215
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 3 0.7207
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 3 0.7207
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7206
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7206
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7206
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7206
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7198
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7198
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7196
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7196
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7177
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7177
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7176
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7176
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7174
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7174
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7173
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7173
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7147
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7147
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7115
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7115
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7099
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7099
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7092
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7092
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7086
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7086
Cytidylate kinase Q5SL35 KCY_THET8 Thermus thermophilus 3 0.7082
Cytidylate kinase Q5SL35 KCY_THET8 Thermus thermophilus 3 0.7082
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7061
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7061
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7054
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7054
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7050
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7050
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7048
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7048
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7038
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7038
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7036
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7036
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7034
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7034
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7029
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7029
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 2 0.7010
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 2 0.7010
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7007
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7007

Download SDF