Methyl asterrate - Compound Card

Methyl asterrate

Select a section from the left sidebar

Methyl asterrate

Structure
Zoomed Structure
  • Family: Fungi - Sporormiaceae
  • Kingdom: Fungi, Plantae
  • Class: Phenolic
Canonical Smiles COc1cc(O)cc(c1Oc1cc(C)cc(c1C(=O)OC)O)C(=O)OC
InChI InChI=1S/C18H18O8/c1-9-5-12(20)15(18(22)25-4)13(6-9)26-16-11(17(21)24-3)7-10(19)8-14(16)23-2/h5-8,19-20H,1-4H3
InChIKey KYDNOVLBVBYOSW-UHFFFAOYSA-N
Formula C18H18O8
HBA 8
HBD 2
MW 362.33
Rotatable Bonds 5
TPSA 111.52
LogP 2.78
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.22
Exact Mass 362.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Enantia chlorantha Annonaceae Plantae 306909
2 Preussia sp. Sporormiaceae Fungi 1715257

Showing of synonyms

  • Talontsi FM, Lamshöft M, et al. (2014). Antiplasmodial and cytotoxic dibenzofurans from Preussia sp. harboured in Enantia chlorantha Oliv.. Fitoterapia,2014, 93, 233-238. [View] [PubMed]
Pubchem: 5249326
Chebi: 181231
Nmrshiftdb2: 60057953
CPRiL: 275156
Structure

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 362.33 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 362.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.720
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.080
Plasma Protein Binding
41.9
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.360
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.140
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.240
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.650
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
2.280
Rat (Acute)
2.240
Rat (Chronic Oral)
3.150
Fathead Minnow
4.720
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
426.580
Hydration Free Energy
-8.190
Log(D) at pH=7.4
4.590
Log(P)
3.63
Log S
-5.84
Log(Vapor Pressure)
-7.39
Melting Point
128.37
pKa Acid
8.52
pKa Basic
1.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Endolysin P00720 ENLYS_BPT4 Enterobacteria phage T4 3 0.9352
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9260
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9180
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9139
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9133
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.9011
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8882
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.8871
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8858
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.8665
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 4 0.8585
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8577
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8567
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8554
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8185
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8119
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8102
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8095
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 4 0.7953
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7949
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7943
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7918
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7865
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7803
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7785
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7769
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7762
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7753
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7738
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.7717
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7687
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7627
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7611
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7611
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7609
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7606
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7594
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 4 0.7579
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.7548
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7546
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7531
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7527
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7483
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7465
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7457
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7432
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7423
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7421
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7418
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7412
Metabotropic glutamate receptor 7 Q14831 GRM7_HUMAN Homo sapiens 3 0.7386
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7386
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7376
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 4 0.7365
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7352
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7323
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7314
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7308
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7307
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7257
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7220
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7217
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7214
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7213
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7205
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7195
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7188
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7182
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7167
Thiazole tautomerase P25053 TENI_BACSU Bacillus subtilis 3 0.7149
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7145
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7144
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7122
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7114
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7107
Cytochrome P450 2C8 P10632 CP2C8_HUMAN Homo sapiens 3 0.7106
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 4 0.7092
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7088
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7084
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7083
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7079
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7077
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.7066
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7063
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7060
Myeloperoxidase P05164 PERM_HUMAN Homo sapiens 4 0.7051
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7050
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7044
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7044
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7024
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 3 0.7012
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7009
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7001

Download SDF