Select a section from the left sidebar
Leandreanin A
- 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@@]23O)OC(=O)C)[C@@H]([C@](C[C@H]1OC(=O)C)(C)C(=O)c1ccoc1)CC(=O)OC)C |
|---|---|
| InChI | InChI=1S/C36H44O16/c1-17-22(12-25(40)44-8)30(6)33-16-32(17,49-20(4)39)35(33,43)28(48-19(3)38)34-23(13-26(41)45-9)29(5,27(42)21-10-11-46-15-21)14-24(47-18(2)37)36(30,34)52-31(7,50-33)51-34/h10-11,15,17,22-24,28,43H,12-14,16H2,1-9H3/t17-,22-,23+,24+,28-,29+,30+,31?,32-,33+,34+,35+,36-/m0/s1 |
| InChIKey | HCEJIXBDCWUVKE-ITWMEMQBSA-N |
| Formula | C36H44O16 |
| HBA | 16 |
| HBD | 1 |
| MW | 732.73 |
| Rotatable Bonds | 9 |
| TPSA | 209.63 |
| LogP | 2.17 |
| Number Rings | 8 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 52 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.72 |
| Exact Mass | 732.26 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Neobeguea leandriana | Meliaceae | Plantae | 3128761 |
Showing of synonyms
Leandreanin A
- Coombes PH, Mulholland DA, et al. (2003). Phragmalin Limonoids from the Madagascan MeliaceaeNeobeguea leandreana. Journal of natural products, 2003, 66(6), 735–738. [View]
Pubchem:
101253603
No compound-protein relationship available.
SMILES: c1occc1C(=O)C(CC2)CC(C3)(OC(O4)O5)C24C6CCC(C3C567)C7
Level: 1
Mol. Weight: 732.73 g/mol
SMILES: C123C4C(C1)CCC2C56C(C4)(OC(O6)O3)CCCC5
Level: 0
Mol. Weight: 732.73 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 732.73 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.39
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -1.790
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 437.55
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.120
- Plasma Protein Binding
- 94.13
- 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
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 5.930
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -5.850
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.470
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.820
- 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
- -798906.920
- Rat (Acute)
- 5.220
- Rat (Chronic Oral)
- 3.330
- Fathead Minnow
- 1016.760
- 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
- 84968.450
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 1.760
- Log(P)
- 2.28
- Log S
- -4.57
- Log(Vapor Pressure)
- -2798.41
- Melting Point
- 232.25
- pKa Acid
- 0.15
- pKa Basic
- -1.43
| 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 | 0.8807 |
| Polyribonucleotide nucleotidyltransferase | A7ZS61 | PNP_ECO24 | Escherichia coli O139:H28 | 3 | 0.7527 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7208 |
| ABC-type polar amino acid transport system, ATPase component | Q8RCC2 | Q8RCC2_CALS4 | Caldanaerobacter subterraneus subsp. tengcongensis | 2 | 0.7163 |
| Mycocyclosin synthase | P9WPP7 | CP121_MYCTU | Mycobacterium tuberculosis | 2 | 0.7112 |
| Heat shock protein HSP 90-alpha | P07900 | HS90A_HUMAN | Homo sapiens | 2 | 0.7087 |
| Metallo-beta-lactamase type 2 | C7C422 | BLAN1_KLEPN | Klebsiella pneumoniae | 2 | 0.7047 |
| cAMP-dependent protein kinase type I-alpha regulatory subunit | P00514 | KAP0_BOVIN | Bos taurus | 2 | 0.7031 |
| Mitochondrial poly(A) polymerase | F1NBW0 | F1NBW0_CHICK | Gallus gallus | 2 | 0.7029 |