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Garciniagifolone
- Family: Plantae - Clusiaceae
- Kingdom: Plantae
-
Class: Phenolic
- Subclass: Benzophenone
| Canonical Smiles | CC(=C[C@H]1[C@H]2C[C@H]3C(=O)[C@]1(C(=O)c1ccc(c(c1)O)O)C(=O)[C@@](C2(C)C)(C3=O)CC=C(C)C)C |
|---|---|
| InChI | InChI=1S/C28H32O6/c1-14(2)9-10-27-23(32)17-13-18(26(27,5)6)19(11-15(3)4)28(24(17)33,25(27)34)22(31)16-7-8-20(29)21(30)12-16/h7-9,11-12,17-19,29-30H,10,13H2,1-6H3/t17-,18-,19+,27+,28+/m1/s1 |
| InChIKey | BKVZKZNHXMIESB-XFJXOLOXSA-N |
| Formula | C28H32O6 |
| HBA | 6 |
| HBD | 2 |
| MW | 464.56 |
| Rotatable Bonds | 5 |
| TPSA | 108.74 |
| LogP | 4.59 |
| Number Rings | 5 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.5 |
| Exact Mass | 464.22 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Garcinia preussii | Clusiaceae | Plantae | 58227 |
Showing of synonyms
Garciniagifolone
Pubchem:
102458111
No compound-protein relationship available.
SMILES: c1ccccc1C(=O)C23C(=O)C4C(=O)C(C2=O)CC(C3)C4
Level: 1
Mol. Weight: 464.56 g/mol
SMILES: C12C(=O)C3C(=O)C(C1=O)CC(C2)C3
Level: 0
Mol. Weight: 464.56 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 464.56 g/mol
Antibacterial
Anticancer
Absorption
- Caco-2 (logPapp)
- -4.89
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.74
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.43
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.19
- Plasma Protein Binding
- 108.05
- 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
- Substrate
- CYP 2C9 Inhibitor
- 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
- 8.03
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.14
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.61
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.39
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -108.62
- Rat (Acute)
- 2.82
- Rat (Chronic Oral)
- 2.58
- Fathead Minnow
- 4.52
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 479.32
- Hydration Free Energy
- -2.71
- Log(D) at pH=7.4
- 3.07
- Log(P)
- 4.61
- Log S
- -5.81
- Log(Vapor Pressure)
- -9.33
- Melting Point
- 195.58
- pKa Acid
- 4.92
- pKa Basic
- 1.47
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8331 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8115 |
| Ribosomal small subunit pseudouridine synthase A | P0AA43 | RSUA_ECOLI | Escherichia coli | 3 | 0.7896 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7662 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7454 |
| Ribonuclease J | H9CZL7 | H9CZL7_DEIRD | Deinococcus radiodurans | 3 | 0.7425 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7391 |
| rRNA N-glycosylase | D9J2T9 | D9J2T9_MOMBA | Momordica balsamina | 3 | 0.7359 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.7168 |
| NAD(P)H-hydrate epimerase | Q8K4Z3 | NNRE_MOUSE | Mus musculus | 3 | 0.7166 |
| Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic | Q43088 | RBCMT_PEA | Pisum sativum | 3 | 0.7092 |
| Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase | Q05603 | COBT_SALTY | Salmonella typhimurium | 2 | 0.7086 |
| cGMP-dependent 3',5'-cyclic phosphodiesterase | O00408 | PDE2A_HUMAN | Homo sapiens | 3 | 0.7054 |