3-methoxyepicoccone - Compound Card

3-methoxyepicoccone

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3-methoxyepicoccone

Structure
Zoomed Structure
  • Family: Fungi - Incertae sedis
  • Kingdom: Fungi
  • Class: Polyketide
Canonical Smiles COC1OC(=O)c2c1c(O)c(c(c2C)O)O
InChI InChI=1S/C10H10O6/c1-3-4-5(7(12)8(13)6(3)11)10(15-2)16-9(4)14/h10-13H,1-2H3
InChIKey ZIXMNQSBUBOERM-UHFFFAOYSA-N
Formula C10H10O6
HBA 6
HBD 3
MW 226.18
Rotatable Bonds 1
TPSA 96.22
LogP 0.93
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 226.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Epicoccum nigrum Incertae sedis Fungi 105696

Showing of synonyms

  • El Amrani M, Lai D, et al. (2014). Protein kinase and HDAC inhibitors from the endophytic fungus epicoccum nigrum. Journal of Natural Products,2014,77(1),49-56. [View] [PubMed]
Pubchem: 139586575
Nmrshiftdb2: 70007609

No compound-protein relationship available.

Structure

SMILES: O=C1OCc(c12)cccc2

Level: 0

Mol. Weight: 226.18 g/mol

Cell proliferation inhibition
Hdac inhibition
Protein kinase inhibition

Absorption

Caco-2 (logPapp)
-5.14
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.960
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.470
Plasma Protein Binding
26.33
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
11.230
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.120
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.120
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.280
Micronucleos
Toxic
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
3.840
Rat (Acute)
2.130
Rat (Chronic Oral)
2.810
Fathead Minnow
4.070
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
363.750
Hydration Free Energy
-9.470
Log(D) at pH=7.4
0.350
Log(P)
0.18
Log S
-2.25
Log(Vapor Pressure)
-5.11
Melting Point
162.43
pKa Acid
6.63
pKa Basic
4.07
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 0.9498
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9498
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9338
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9338
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8817
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8817
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8658
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8658
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8596
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8596
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8574
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8574
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8556
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8556
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8464
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8464
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8380
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8380
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8286
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8286
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8212
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8212
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8151
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8151
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8043
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8043
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8016
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8016
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8005
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8005
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7959
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7959
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7947
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7947
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7884
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7884
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 3 0.7784
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 3 0.7784
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7730
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7730
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7725
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7725
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7637
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7637
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7586
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7586
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7564
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7564
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7554
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7554
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7529
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7529
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7506
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 5 0.7506
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7506
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 5 0.7506
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7500
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7500
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7488
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7488
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7430
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7430
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7425
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7425
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7394
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7394
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 4 0.7379
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 4 0.7379
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7354
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7354
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7349
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7349
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7327
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7327
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7317
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7317
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7168
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7168
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7166
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7166
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7147
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7147
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7137
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7137
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7093
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7093
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7039
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7039

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