Infectopyrone - Compound Card

Infectopyrone

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Infectopyrone

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Pyrone
    • Subclass: Alpha Pyrone
Canonical Smiles COc1cc(oc(=O)c1C)/C(=C/C(=C/C(=O)O)/C)/C
InChI InChI=1S/C14H16O5/c1-8(6-13(15)16)5-9(2)11-7-12(18-4)10(3)14(17)19-11/h5-7H,1-4H3,(H,15,16)/b8-6+,9-5+
InChIKey PKDNRNGILXMLIA-RFSWUZDDSA-N
Formula C14H16O5
HBA 4
HBD 1
MW 264.28
Rotatable Bonds 4
TPSA 76.74
LogP 2.39
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 264.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus versicolor Trichocomaceae Fungi 46472

Showing of synonyms

  • Abdelwahab M, Kurtán T, et al. (2018). Induced secondary metabolites from the endophytic fungus Aspergillus versicolor through bacterial co-culture and OSMAC approaches. Tetrahedron Letters,2018,59(27),2647-2652. [View]
Pubchem: 11043633
Nmrshiftdb2: 20179980

No compound-protein relationship available.

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 264.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.490
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.53

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.800
Plasma Protein Binding
36.13
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
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
2.360
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.240
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.900
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.370
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
3.540
Rat (Acute)
2.190
Rat (Chronic Oral)
2.000
Fathead Minnow
4.430
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
363.670
Hydration Free Energy
-9.550
Log(D) at pH=7.4
-0.560
Log(P)
2.3
Log S
-3.5
Log(Vapor Pressure)
-6.35
Melting Point
172.82
pKa Acid
5.01
pKa Basic
6.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9410
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9114
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8991
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8724
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8581
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8517
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.8011
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7916
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7830
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.7805
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7743
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7714
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7699
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7546
Thiosulfate reductase Q72LA4 Q72LA4_THET2 Thermus thermophilus 3 0.7513
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7476
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7468
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7385
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7378
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7368
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7355
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7332
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7317
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7294
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7281
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7248
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7237
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7203
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7197
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7168
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 2 0.7129
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7071
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7057
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7044
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7020
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7003
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7000

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