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Leandreanin B
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Phragmalin Limonoid
| Canonical Smiles | COC(=O)C[C@H]1[C@H](C)[C@@]2(OC(=O)C)C[C@@]34[C@]1(C)[C@@]15OC(O4)(O[C@@]5([C@H]([C@@]23OC(=O)C)OC(=O)C)[C@@H]([C@](C[C@H]1OC(=O)C)(C)C(=O)c1ccoc1)CC(=O)OC)C |
|---|---|
| InChI | InChI=1S/C38H46O17/c1-18-24(13-27(43)46-9)32(7)35-17-34(18,51-21(4)41)38(35,52-22(5)42)30(50-20(3)40)36-25(14-28(44)47-10)31(6,29(45)23-11-12-48-16-23)15-26(49-19(2)39)37(32,36)55-33(8,53-35)54-36/h11-12,16,18,24-26,30H,13-15,17H2,1-10H3/t18-,24-,25+,26+,30+,31+,32+,33?,34-,35+,36+,37-,38+/m0/s1 |
| InChIKey | POCBOXIANLGKQZ-CTPAUOAESA-N |
| Formula | C38H46O17 |
| HBA | 17 |
| HBD | 0 |
| MW | 774.77 |
| Rotatable Bonds | 10 |
| TPSA | 215.7 |
| LogP | 2.74 |
| Number Rings | 8 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 55 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.71 |
| Exact Mass | 774.27 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Neobeguea leandriana | Meliaceae | Plantae | 3128761 |
Showing of synonyms
Leandreanin B
- Coombes PH, Mulholland DA, et al. (2003). Phragmalin Limonoids from the Madagascan MeliaceaeNeobeguea leandreana. Journal of natural products, 2003, 66(6), 735–738. [View]
No compound-protein relationship available.
SMILES: c1occc1C(=O)C(CC2)CC(C3)(OC(O4)O5)C24C6CCC(C3C567)C7
Level: 1
Mol. Weight: 774.77 g/mol
SMILES: C123C4C(C1)CCC2C56C(C4)(OC(O6)O3)CCCC5
Level: 0
Mol. Weight: 774.77 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 774.77 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.42
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 7.200
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 1621.76
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- -0.030
- Plasma Protein Binding
- 90.98
- 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
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 6.570
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -41.800
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.220
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.760
- 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
- -2947465.620
- Rat (Acute)
- 4.940
- Rat (Chronic Oral)
- 3.590
- Fathead Minnow
- 3724.310
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 326892.000
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 2.250
- Log(P)
- 2.7
- Log S
- -5.15
- Log(Vapor Pressure)
- -10733.12
- Melting Point
- 240.49
- pKa Acid
- -47.23
- pKa Basic
- -2.76
| 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 | 0.8343 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 2 | 0.7450 |
| NAD-capped RNA hydrolase NudC | P32664 | NUDC_ECOLI | Escherichia coli | 3 | 0.7374 |
| Flavoredoxin | Q72HI0 | Q72HI0_THET2 | Thermus thermophilus | 2 | 0.7326 |
| Bifunctional epoxide hydrolase 2 | P34913 | HYES_HUMAN | Homo sapiens | 2 | 0.7291 |
| Metallo-beta-lactamase type 2 | C7C422 | BLAN1_KLEPN | Klebsiella pneumoniae | 2 | 0.7072 |
| Mitochondrial poly(A) polymerase | F1NBW0 | F1NBW0_CHICK | Gallus gallus | 2 | 0.7014 |