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Melianone
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene
| Canonical Smiles | OC1OC(CC1C1CCC2(C1(C)CCC1C2=CCC2C1(C)CCC(=O)C2(C)C)C)C1OC1(C)C |
|---|---|
| InChI | InChI=1S/C30H46O4/c1-26(2)22-9-8-20-19(28(22,5)13-12-23(26)31)11-15-29(6)18(10-14-30(20,29)7)17-16-21(33-25(17)32)24-27(3,4)34-24/h8,17-19,21-22,24-25,32H,9-16H2,1-7H3 |
| InChIKey | ZWXPNDUTGNVQEU-UHFFFAOYSA-N |
| Formula | C30H46O4 |
| HBA | 4 |
| HBD | 1 |
| MW | 470.69 |
| Rotatable Bonds | 2 |
| TPSA | 59.06 |
| LogP | 6.06 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.9 |
| Exact Mass | 470.34 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Quivisia papinae | Meliaceae | Plantae | — |
Showing of synonyms
Melianone
6553-27-1
24,25-Epoxyflindissone
Flindissone, 24,25-epoxy-
17-[5-(3,3-dimethyloxiran-2-yl)-2-hydroxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
NSC 302037
21,23:24,25-Diepoxy-21-hydroxylanost-7-en-3-one (13alpha,14beta,17alpha,20S,21R,23R,24R)-
Lanost-7-en-3-one, 21,23:24,25-diepoxy-21-hydroxy-, (13alpha,14beta,17alpha,20S,21R,23R,24R)-
17-(5-(3,3-dimethyloxiran-2-yl)-2-hydroxyoxolan-3-yl)-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta(a)phenanthren-3-one
NSC302037
NSC-302037
- Coombes PH, Mulholland DA, et al. (2005). Mexicanolide limonoids from the Madagascan MeliaceaeQuivisia papinae. Phytochemistry, 2005, 66(10), 1100–1107. [View]
No compound-protein relationship available.
SMILES: O1CC1C2CC(CO2)C3CCC(C34)C=5C(CC4)C6C(CC5)CC(=O)CC6
Level: 2
Mol. Weight: 470.69 g/mol
SMILES: C1OCCC1C2CCC(C23)C=4C(CC3)C5C(CC4)CC(=O)CC5
Level: 1
Mol. Weight: 470.69 g/mol
SMILES: O1CC1C2CCCO2
Level: 1
Mol. Weight: 470.69 g/mol
SMILES: C1CCC(C12)CCC3C2=CCC4C3CCC(=O)C4
Level: 0
Mol. Weight: 470.69 g/mol
SMILES: C1CCOC1
Level: 0
Mol. Weight: 470.69 g/mol
SMILES: C1CO1
Level: 0
Mol. Weight: 470.69 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.1
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.67
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.27
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.82
- Plasma Protein Binding
- 23.01
- 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
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 15.05
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.82
- 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
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 7.38
- Micronucleos
- Safe
- 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
- Toxic
- T. Pyriformis
- -202.78
- Rat (Acute)
- 2.26
- Rat (Chronic Oral)
- 1.36
- Fathead Minnow
- 5.08
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 465.74
- Hydration Free Energy
- -3.1
- Log(D) at pH=7.4
- 5.37
- Log(P)
- 5.43
- Log S
- -6.35
- Log(Vapor Pressure)
- -7.5
- Melting Point
- 181.16
- pKa Acid
- 7.22
- pKa Basic
- 5.77
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.9228 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.9046 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8348 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.8083 |
| Neocarzinostatin | P0A3R9 | NCZS_STRCZ | Streptomyces carzinostaticus | 3 | 0.7621 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7572 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7368 |
| Avidin | P02701 | AVID_CHICK | Gallus gallus | 2 | 0.7288 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 3 | 0.7215 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 3 | 0.7197 |