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Bokkosin
- Family: Plantae - Leguminosae/Fabaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Diterpene
| Canonical Smiles | COC1=CC(=O)[C@@]23[C@@H](C1=O)CC=C1[C@H]2[C@@H](OOC23CC(=O)c3c(O2)cc(cc3O)OC)[C@H]2[C@H]([C@H]1C)CC[C@@H]1[C@]2(C)CCCC1(C)C |
|---|---|
| InChI | InChI=1S/C37H44O9/c1-18-20-9-11-27-34(2,3)12-7-13-35(27,4)30(20)33-31-21(18)8-10-22-32(41)26(43-6)16-28(40)37(22,31)36(46-45-33)17-24(39)29-23(38)14-19(42-5)15-25(29)44-36/h8,14-16,18,20,22,27,30-31,33,38H,7,9-13,17H2,1-6H3/t18-,20+,22-,27+,30-,31+,33+,35+,36?,37+/m1/s1 |
| InChIKey | AEOUOXLMWLWLES-QBHPYGBZSA-N |
| Formula | C37H44O9 |
| HBA | 9 |
| HBD | 1 |
| MW | 632.75 |
| Rotatable Bonds | 2 |
| TPSA | 117.59 |
| LogP | 6.13 |
| Number Rings | 8 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 46 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.65 |
| Exact Mass | 632.3 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Calliandra portoricensis | Leguminosae/Fabaceae | Plantae | 1465380 |
Showing of synonyms
Bokkosin
- Nvau JB, Alenezi S, et al. (2020). Antiparasitic and Cytotoxic Activity of Bokkosin, A Novel Diterpene Substituted Chromanyl Benzoquinone From Calliandra portoricensis. Frontiers in Chemistry,2020,8. [View]
No compound-protein relationship available.
SMILES: c1cccc(O2)c1C(=O)CC2(C345)OOC6C4C(=CCC5C(=O)C=CC3=O)CC7C6C8C(CC7)CCCC8
Level: 0
Mol. Weight: 632.75 g/mol
Antiparasitic
Absorption
- Caco-2 (logPapp)
- -5.04
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.550
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 59.6
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.300
- Plasma Protein Binding
- 89.3
- 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
- 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
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 9.770
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.220
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.100
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 8.300
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -112287.450
- Rat (Acute)
- 3.240
- Rat (Chronic Oral)
- 3.000
- Fathead Minnow
- 155.420
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 8821.750
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 5.080
- Log(P)
- 6.9
- Log S
- -6.77
- Log(Vapor Pressure)
- -278.01
- Melting Point
- 281.85
- pKa Acid
- 4.69
- pKa Basic
- 2.2
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.8371 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7872 |
| Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase | Q9TQS6 | DHDH_MACFA | Macaca fascicularis | 3 | 0.7250 |