2,6-dihydroxy-3-methyl-4-methoxyacetophenone - Compound Card

2,6-dihydroxy-3-methyl-4-methoxyacetophenone

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2,6-dihydroxy-3-methyl-4-methoxyacetophenone

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Acetophenone
Canonical Smiles COc1cc(O)c(c(c1C)O)C(=O)C
InChI InChI=1S/C10H12O4/c1-5-8(14-3)4-7(12)9(6(2)11)10(5)13/h4,12-13H,1-3H3
InChIKey LWIPTFGZKUVFKC-UHFFFAOYSA-N
Formula C10H12O4
HBA 4
HBD 2
MW 196.2
Rotatable Bonds 2
TPSA 66.76
LogP 1.62
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 Mallotus oppositifolius Euphorbiaceae Plantae 396489

Showing of synonyms

  • Tchangoue YAN, Tchamgoue J, et al. (2020). Antibacterial phloroglucinols derivatives from the leaves of Mallotus oppositifolius (Geisler) Müll. Arg. (Euphorbiaceae).. Fitoterapia,2020, 142, 104527. [View] [PubMed]
Pubchem: 14602300
Nmrshiftdb2: 70038093
Bindingdb: 50294529

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 196.2 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.480
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.460
Plasma Protein Binding
27.99
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
10.940
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.590
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.400
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.280
Micronucleos
Toxic
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
3.430
Rat (Acute)
2.060
Rat (Chronic Oral)
2.470
Fathead Minnow
3.930
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
313.940
Hydration Free Energy
-11.070
Log(D) at pH=7.4
1.690
Log(P)
2.51
Log S
-2.7
Log(Vapor Pressure)
-4.1
Melting Point
96.86
pKa Acid
7.8
pKa Basic
6.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9468
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9374
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9338
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9330
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9294
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9268
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9259
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9051
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9018
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8801
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8769
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8761
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8663
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.8644
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8635
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8614
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8561
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8555
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8534
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8459
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.8441
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8421
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8336
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8280
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8277
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.8236
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8218
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8127
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8063
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.8037
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7959
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7927
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7917
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 3 0.7914
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7866
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7857
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7855
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7847
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7825
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7780
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7779
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7714
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.7711
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7706
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7706
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7678
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7673
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7626
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7616
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7591
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7587
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7568
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7530
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7530
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7504
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7503
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7469
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 3 0.7455
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7446
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7430
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7418
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7411
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 3 0.7409
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7397
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7386
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7380
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7371
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7370
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7368
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7363
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7352
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7336
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7276
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7271
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7271
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7264
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7264
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7242
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7236
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7181
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7181
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7177
Death-associated protein kinase 3 O43293 DAPK3_HUMAN Homo sapiens 2 0.7169
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7148
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7144
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7133
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7119
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7111
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7101
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7101
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 4 0.7096
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7092
Dihydroorotate dehydrogenase (quinone), mitochondrial Q02127 PYRD_HUMAN Homo sapiens 3 0.7084
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7073
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7067
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7053
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7039
Glutamate decarboxylase 1 Q99259 DCE1_HUMAN Homo sapiens 3 0.7036
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7020
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7016
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7015
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7014
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7009
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7007
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7006
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7003

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