Select a section from the left sidebar
Isocohumulone
- Family: Plantae - Apiaceae
- Kingdom: Plantae
- Class: Lactone
| Canonical Smiles | CC(=CCC(=O)C1(O)C(=C(C(=O)C1CC=C(C)C)C(=O)C(C)C)O)C |
|---|---|
| InChI | InChI=1S/C20H28O5/c1-11(2)7-9-14-18(23)16(17(22)13(5)6)19(24)20(14,25)15(21)10-8-12(3)4/h7-8,13-14,24-25H,9-10H2,1-6H3 |
| InChIKey | KKXFYHZSOIALRM-UHFFFAOYSA-N |
| Formula | C20H28O5 |
| HBA | 5 |
| HBD | 2 |
| MW | 348.44 |
| Rotatable Bonds | 7 |
| TPSA | 91.67 |
| LogP | 3.24 |
| Number Rings | 1 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.55 |
| Exact Mass | 348.19 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Ammoides atlantica | Apiaceae | Plantae | 386050 |
Showing of synonyms
Isocohumulone
25269-20-9
EINECS 246-780-8
3,4-Dihydroxy-5-(3-methylbut-2-enyl)-4-(4-methyl-1-oxopent-3-enyl)-2-(2-methyl-1-oxopropyl)cyclopent-2-en-1-one
UNII-SJG442JA93
SJG442JA93
3,4-dihydroxy-5-(3-methylbut-2-enyl)-4-(4-methylpent-3-enoyl)-2-(2-methylpropanoyl)cyclopent-2-en-1-one
2-CYCLOPENTEN-1-ONE, 3,4-DIHYDROXY-5-(3-METHYL-2-BUTEN-1-YL)-4-(4-METHYL-1-OXO-3-PENTEN-1-YL)-2-(2-METHYL-1-OXOPROPYL)-
2-CYCLOPENTEN-1-ONE, 3,4-DIHYDROXY-5-(3-METHYL-2-BUTENYL)-4-(4-METHYL-1-OXO-3-PENTENYL)-2-(2-METHYL-1-OXOPROPYL)-
3-PENTEN-1-ONE, 1-(1,2-DIHYDROXY-3-ISOBUTYRYL-5-(3-METHYL-2-BUTENYL)-4-OXO-2-CYCLOPENTEN-1-YL)-4-METHYL-
DTXSID40948114
KKXFYHZSOIALRM-UHFFFAOYSA-N
NS00050343
3,4-DIHYDROXY-5-(3-METHYLBUT-2-EN-1-YL)-4-(4-METHYLPENT-3-ENOYL)-2-(2-METHYLPROPANOYL)CYCLOPENT-2-EN-1-ONE
Pubchem:
91370
Cas:
25269-20-9
CPRiL:
204717
SMILES: O=C1C=CCC1
Level: 0
Mol. Weight: 348.44 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.35
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.62
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.86
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.56
- Plasma Protein Binding
- 44.83
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 2.2
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.89
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.36
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.26
- 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
- 2.1
- Rat (Acute)
- 2.44
- Rat (Chronic Oral)
- 2.73
- Fathead Minnow
- 4.71
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 334.02
- Hydration Free Energy
- -10.04
- Log(D) at pH=7.4
- 1.88
- Log(P)
- 3.94
- Log S
- -3.78
- Log(Vapor Pressure)
- -6.37
- Melting Point
- 96.85
- pKa Acid
- 6.1
- pKa Basic
- 0.47
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 3 | 0.9393 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.8396 |
| Nuclear receptor subfamily 1 group I member 2 | O75469 | NR1I2_HUMAN | Homo sapiens | 4 | 0.7972 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7945 |
| Macrophage metalloelastase | P39900 | MMP12_HUMAN | Homo sapiens | 3 | 0.7929 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7914 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 3 | 0.7440 |
| 3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase | P19992 | HSD_STREX | Streptomyces exfoliatus | 3 | 0.7306 |
| Albumin | P02768 | ALBU_HUMAN | Homo sapiens | 3 | 0.7260 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7216 |
| Aldo-keto reductase family 1 member C3 | P42330 | AK1C3_HUMAN | Homo sapiens | 3 | 0.7206 |
| Small heat shock protein StHsp14.0 | Q970D9 | Q970D9_SULTO | Sulfurisphaera tokodaii | 3 | 0.7130 |
| Chitinase | Q54276 | Q54276_SERMA | Serratia marcescens | 3 | 0.7128 |
| Fatty acid-binding protein, liver | P80226 | FABPL_CHICK | Gallus gallus | 2 | 0.7048 |