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6-alpha-hydroxyazadiradione
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Limonoid
| Canonical Smiles | CC(=O)O[C@@H]1[C@H](O)C2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@H]([C@@]1(CC3)C)c1ccoc1)(C)C=CC(=O)C2(C)C |
|---|---|
| InChI | InChI=1S/C28H34O6/c1-15(29)34-24-22(32)23-25(2,3)20(31)8-11-27(23,5)18-7-10-26(4)19(28(18,24)6)13-17(30)21(26)16-9-12-33-14-16/h8-9,11-14,18,21-24,32H,7,10H2,1-6H3/t18-,21-,22-,23?,24-,26-,27-,28-/m1/s1 |
| InChIKey | ZOPPHLXXPJZXDP-DLGZBFEISA-N |
| Formula | C28H34O6 |
| HBA | 6 |
| HBD | 1 |
| MW | 466.57 |
| Rotatable Bonds | 2 |
| TPSA | 93.81 |
| LogP | 4.39 |
| Number Rings | 5 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.61 |
| Exact Mass | 466.24 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Quivisia papinae | Meliaceae | Plantae | — |
Showing of synonyms
6-alpha-hydroxyazadiradione
- Coombes PH, Mulholland DA, et al. (2004). Quivisianthone, an evodulone limonoid from the Madagascan MeliaceaeQuivisia papinae. Phytochemistry, 2004, 65(4), 377–380. [View]
No compound-protein relationship available.
SMILES: c1occc1C(C(=O)C2)C(C=23)CCC4C3CCC5C4C=CC(=O)C5
Level: 1
Mol. Weight: 466.57 g/mol
SMILES: C1C(=O)CC(C=12)CCC3C2CCC4C3C=CC(=O)C4
Level: 0
Mol. Weight: 466.57 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 466.57 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.7
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.6
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.48
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.34
- Plasma Protein Binding
- 89.02
- 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
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 12.76
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.06
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.06
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 7.42
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Toxic
- 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
- -190.19
- Rat (Acute)
- 3.28
- Rat (Chronic Oral)
- 2.22
- Fathead Minnow
- 4.01
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 460.74
- Hydration Free Energy
- -2.75
- Log(D) at pH=7.4
- 3.45
- Log(P)
- 3.09
- Log S
- -5.04
- Log(Vapor Pressure)
- -8.86
- Melting Point
- 235.99
- pKa Acid
- 7.67
- pKa Basic
- 3.29
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Vitamin D(3) 25-hydroxylase | C4B644 | CPVDH_PSEAH | Pseudonocardia autotrophica | 3 | 0.8065 |
| Cathepsin S | P25774 | CATS_HUMAN | Homo sapiens | 3 | 0.7936 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7793 |
| 3-alpha-hydroxysteroid dehydrogenase | P23457 | DIDH_RAT | Rattus norvegicus | 2 | 0.7297 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7230 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 2 | 0.7185 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 2 | 0.7171 |
| 2-phospho-L-lactate transferase | Q8PVT6 | COFD_METMA | Methanosarcina mazei | 2 | 0.7059 |
| Bifunctional epoxide hydrolase 2 | P34913 | HYES_HUMAN | Homo sapiens | 2 | 0.7050 |
| D-aminoacyl-tRNA deacylase | Q8IIS0 | DTD_PLAF7 | Plasmodium falciparum | 2 | 0.7036 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 2 | 0.7020 |
| Coagulation factor X | P00742 | FA10_HUMAN | Homo sapiens | 2 | 0.7019 |