2,6-dimethoxy-4-hydroxyacetophenone - Compound Card

2,6-dimethoxy-4-hydroxyacetophenone

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2,6-dimethoxy-4-hydroxyacetophenone

Structure
Zoomed Structure
  • Family: Plantae - Amaryllidaceae
  • Kingdom: Plantae
  • Class: Acetophenone
    • Subclass: Polyoxygenated Acetophenone
Canonical Smiles COc1cc(O)cc(c1C(=O)C)OC
InChI InChI=1S/C10H12O4/c1-6(11)10-8(13-2)4-7(12)5-9(10)14-3/h4-5,12H,1-3H3
InChIKey AZRTXUQINTVMDW-UHFFFAOYSA-N
Formula C10H12O4
HBA 4
HBD 1
MW 196.2
Rotatable Bonds 3
TPSA 55.76
LogP 1.61
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 196.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pancratium maritimum Amaryllidaceae Plantae 644807

Showing of synonyms

  • Youssef DTA, Ramadan MA and Khalifa AA. (1998). Acetophenones, a chalcone, a chromone and flavonoids from Pancratium maritimum. Phytochemistry,1998,49(8),2579-2583. [View]
Pubchem: 442904
Kegg Ligand: C10684
Chebi: 27769
Nmrshiftdb2: 70054684
Metabolights: MTBLC27769

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 196.2 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.37
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.220
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.510
Plasma Protein Binding
19.27
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
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
8.640
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.200
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.090
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.800
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
3.090
Rat (Acute)
1.950
Rat (Chronic Oral)
2.260
Fathead Minnow
3.990
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
308.970
Hydration Free Energy
-10.340
Log(D) at pH=7.4
1.000
Log(P)
1.23
Log S
-2.13
Log(Vapor Pressure)
-3.84
Melting Point
95.59
pKa Acid
8.68
pKa Basic
4.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9435
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9435
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9399
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9399
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9392
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9392
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9336
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9336
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9298
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9298
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9294
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9294
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9265
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9265
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9247
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9247
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9235
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9235
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9221
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9221
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.9158
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.9158
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9043
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9043
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8925
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8925
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8908
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8908
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8658
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8658
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8584
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8584
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8429
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8429
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8406
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8406
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8371
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8371
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8370
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8370
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8352
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8352
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8311
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8311
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8200
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8200
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.8141
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.8141
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8056
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8056
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7874
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7874
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7711
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7711
Rac-like GTP-binding protein ARAC7 O82480 RAC7_ARATH Arabidopsis thaliana 3 0.7646
Rac-like GTP-binding protein ARAC7 O82480 RAC7_ARATH Arabidopsis thaliana 3 0.7646
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7616
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7616
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7595
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7595
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7591
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7591
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7546
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7546
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7544
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7544
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7527
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7527
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7520
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7520
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7518
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7518
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7495
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7495
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7459
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7459
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7450
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7450
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7448
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7448
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7445
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7445
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7396
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7396
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7392
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7392
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7375
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7375
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7354
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7354
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7353
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7353
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7352
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7352
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7327
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7327
Putative N-acetyl glucosaminyl transferase Q6U8B0 Q6U8B0_RAOTE Raoultella terrigena 3 0.7313
Putative N-acetyl glucosaminyl transferase Q6U8B0 Q6U8B0_RAOTE Raoultella terrigena 3 0.7313
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8ZMF7 ISPF_SALTY Salmonella typhimurium 3 0.7293
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8ZMF7 ISPF_SALTY Salmonella typhimurium 3 0.7293
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7261
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7261
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7258
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7258
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7246
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7246
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7244
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7244
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7240
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7240
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7239
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7239
Beta-galactoside alpha-2,6-sialyltransferase 1 P15907 SIAT1_HUMAN Homo sapiens 3 0.7238
Beta-galactoside alpha-2,6-sialyltransferase 1 P15907 SIAT1_HUMAN Homo sapiens 3 0.7238
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 2 0.7210
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 2 0.7210
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7209
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7209
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7193
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7193
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7139
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7139
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7101
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7101
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7088
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7088
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7080
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7080
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7079
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7079
Cytidylate kinase Q5SL35 KCY_THET8 Thermus thermophilus 3 0.7065
Cytidylate kinase Q5SL35 KCY_THET8 Thermus thermophilus 3 0.7065
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7054
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7054
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7045
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7045

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