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Dregeanin
- Family: Plantae - Meliaceae
- Kingdom: Plantae
- Class: Lignan
| Canonical Smiles | O=CO[C@H]1[C@H](OC(=O)[C@@H]([C@@H](CC)C)OC(=O)C)[C@@]2(C)[C@@H](C[C@@H]3[C@@]2(C(=C)[C@H]1[C@@]1(C)[C@@H](OC(=O)C)CC(=O)OC[C@@]2([C@@H]1CC(=O)O2)C)O3)c1cocc1 |
|---|---|
| InChI | InChI=1S/C37H46O14/c1-9-18(2)30(48-21(5)40)33(43)49-32-31(46-17-38)29(19(3)37-26(50-37)12-23(36(32,37)8)22-10-11-44-15-22)35(7)24-13-28(42)51-34(24,6)16-45-27(41)14-25(35)47-20(4)39/h10-11,15,17-18,23-26,29-32H,3,9,12-14,16H2,1-2,4-8H3/t18-,23+,24+,25+,26-,29-,30-,31-,32+,34-,35-,36-,37-/m1/s1 |
| InChIKey | BILAMKFGAFCWCS-ONEGNTODSA-N |
| Formula | C37H46O14 |
| HBA | 14 |
| HBD | 0 |
| MW | 714.76 |
| Rotatable Bonds | 10 |
| TPSA | 183.47 |
| LogP | 3.73 |
| Number Rings | 6 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 51 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.68 |
| Exact Mass | 714.29 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Trichilia welwitschii | Meliaceae | Plantae | 2709005 |
Showing of synonyms
Dregeanin
Pubchem:
101835631
No compound-protein relationship available.
SMILES: c1occc1C(CC(C234)O4)C2CCC(C3=C)C5CCC(=O)OCC(C56)OC(=O)C6
Level: 2
Mol. Weight: 714.76 g/mol
SMILES: C123C(O3)CCC1CCC(C2=C)C4CCC(=O)OCC(C45)OC(=O)C5
Level: 1
Mol. Weight: 714.76 g/mol
SMILES: C=C1CCCC2C(CC(C123)O3)c4ccoc4
Level: 1
Mol. Weight: 714.76 g/mol
SMILES: C1C(=O)OC(C12)COC(=O)CCC2
Level: 0
Mol. Weight: 714.76 g/mol
SMILES: C=C1CCCC2CCC(C123)O3
Level: 0
Mol. Weight: 714.76 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 714.76 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.14
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.03
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 279.1
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.37
- Plasma Protein Binding
- 62.88
- 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
- Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 10.2
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.66
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.73
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 8.26
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -510923.31
- Rat (Acute)
- 6.04
- Rat (Chronic Oral)
- 2.81
- Fathead Minnow
- 655.71
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 52477.9
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 2.17
- Log(P)
- 3.06
- Log S
- -5.61
- Log(Vapor Pressure)
- -1719.04
- Melting Point
- 132.18
- pKa Acid
- 1.84
- pKa Basic
- 0.26
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.8529 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.8488 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.8257 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.8205 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.7974 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7904 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7616 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7421 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7385 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.7339 |
| Fatty acid-binding protein, adipocyte | P15090 | FABP4_HUMAN | Homo sapiens | 2 | 0.7335 |
| NADH:flavin oxidoreductase Sye1 | Q8EEC8 | Q8EEC8_SHEON | Shewanella oneidensis | 2 | 0.7298 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.7267 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7192 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.7159 |
| High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A | O76083 | PDE9A_HUMAN | Homo sapiens | 2 | 0.7108 |