Select a section from the left sidebar
Penicellic acid
- Family: Plantae - Solanaceae
- Kingdom: Plantae
- Class: Polyketide
| Canonical Smiles | COC1=CC(=O)OC1(O)C(=C)C |
|---|---|
| InChI | InChI=1S/C8H10O4/c1-5(2)8(10)6(11-3)4-7(9)12-8/h4,10H,1H2,2-3H3 |
| InChIKey | YCOFRPYSZKIPBQ-UHFFFAOYSA-N |
| Formula | C8H10O4 |
| HBA | 4 |
| HBD | 1 |
| MW | 170.16 |
| Rotatable Bonds | 2 |
| TPSA | 55.76 |
| LogP | 0.34 |
| Number Rings | 1 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.38 |
| Exact Mass | 170.06 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Solanum nigrum | Solanaceae | Plantae | 4112 |
Showing of synonyms
Penicellic acid
5-hydroxy-4-methoxy-5-prop-1-en-2-ylfuran-2-one
5-hydroxy-4-methoxy-5-(1-methylethenyl)-2-furanone
KBio2_006076
Spectrum_000460
Spectrum2_000591
Spectrum3_001703
Spectrum5_000651
BSPBio_003286
KBioSS_000940
MLS000876946
SPBio_000462
CHEMBL495778
MEGxm0_000095
SCHEMBL12142732
ACon1_000413
CHEBI:91702
KBio2_000940
KBio2_003508
KBio3_002506
CCG-39922
BS-1491
SDCCGMLS-0066880.P001
NCGC00094684-01
NCGC00094684-02
NCGC00094684-03
SMR000440636
Q27163523
Penicillic acid
3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid
Pubchem:
4728
Gnps:
CCMSLIB00004692525
Kegg Ligand:
C16804
Chebi:
91702
Nmrshiftdb2:
80002514
Chembl:
CHEMBL495778
CPRiL:
7506
SMILES: O=C1C=CCO1
Level: 0
Mol. Weight: 170.16 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.82
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.200
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.03
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.450
- Plasma Protein Binding
- -4.37
- 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
- Non-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
- 1.970
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 0.250
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Toxic
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 1.120
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.420
- 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
- 1.680
- Rat (Acute)
- 2.120
- Rat (Chronic Oral)
- 1.720
- Fathead Minnow
- 4.000
- 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
- 252.490
- Hydration Free Energy
- -6.300
- Log(D) at pH=7.4
- 0.250
- Log(P)
- -0.17
- Log S
- -0.7
- Log(Vapor Pressure)
- -2.8
- Melting Point
- 76.7
- pKa Acid
- 4.78
- pKa Basic
- 3.41
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| ADP-ribosylation factor 1 | P84080 | ARF1_BOVIN | Bos taurus | 3 | 0.9674 |
| Branched-chain-amino-acid aminotransferase, mitochondrial | O15382 | BCAT2_HUMAN | Homo sapiens | 3 | 0.9104 |
| Deacetoxycephalosporin C synthase | P18548 | CEFE_STRCL | Streptomyces clavuligerus | 3 | 0.7881 |
| Muconolactone Delta-isomerase | Q8G9L0 | Q8G9L0_RHOOP | Rhodococcus opacus | 3 | 0.7281 |
| Chitinase | Q54276 | Q54276_SERMA | Serratia marcescens | 3 | 0.7241 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.7199 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7145 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 2 | 0.7108 |
| Angiotensin-converting enzyme | Q10714 | ACE_DROME | Drosophila melanogaster | 3 | 0.7002 |