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Cona-4,6-dienin-3-one
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Alkaloid
- Subclass: Steroid Alkaloid
| Canonical Smiles | O=C1CC[C@]2(C(=C1)C=C[C@@H]1[C@@H]2CC[C@]23[C@H]1CC[C@@H]3[C@@H](N(C2)C)C)C |
|---|---|
| InChI | InChI=1S/C22H31NO/c1-14-18-6-7-20-17-5-4-15-12-16(24)8-10-21(15,2)19(17)9-11-22(18,20)13-23(14)3/h4-5,12,14,17-20H,6-11,13H2,1-3H3/t14-,17+,18+,19-,20-,21-,22-/m0/s1 |
| InChIKey | ZVYYTLGOOHZZTH-LJZXKFISSA-N |
| Formula | C22H31NO |
| HBA | 2 |
| HBD | 0 |
| MW | 325.5 |
| Rotatable Bonds | 0 |
| TPSA | 20.31 |
| LogP | 4.22 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.77 |
| Exact Mass | 325.24 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Holarrhena africana | Apocynaceae | Plantae | 2708850 |
Showing of synonyms
Cona-4,6-dienin-3-one
- Nnadi CO, Nwodo NJ, et al. (2017). Steroid alkaloids from Holarrhena africana with strong activity against Trypanosoma brucei rhodesiense. Molecules, 2017, 22(7), 1129. [View]
No compound-protein relationship available.
SMILES: C1NCC(C123)CCC2C4C(CC3)C5C(C=C4)=CC(=O)CC5
Level: 0
Mol. Weight: 325.5 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.9
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.650
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.69
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.090
- Plasma Protein Binding
- 57.7
- 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
- Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 15.450
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.800
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.630
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.340
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Toxic
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -3.720
- Rat (Acute)
- 2.900
- Rat (Chronic Oral)
- 1.290
- Fathead Minnow
- 3.750
- 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
- 422.300
- Hydration Free Energy
- -6.470
- Log(D) at pH=7.4
- 2.650
- Log(P)
- 3.4
- Log S
- -3.76
- Log(Vapor Pressure)
- -5.77
- Melting Point
- 144.35
- pKa Acid
- 9.76
- pKa Basic
- 8.5
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.9579 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.9579 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.9282 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.9277 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 3 | 0.9148 |
| NPC intracellular cholesterol transporter 1 | O15118 | NPC1_HUMAN | Homo sapiens | 3 | 0.9079 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 3 | 0.8718 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 3 | 0.8680 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.8650 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.8546 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8500 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8332 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8253 |
| 4,4'-diapophytoene synthase | A9JQL9 | CRTM_STAAU | Staphylococcus aureus | 3 | 0.8183 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7866 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 4 | 0.7817 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7810 |
| Nuclear receptor coactivator 2 | Q15596 | NCOA2_HUMAN | Homo sapiens | 3 | 0.7805 |
| Glucocorticoid receptor | P04150 | GCR_HUMAN | Homo sapiens | 3 | 0.7516 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7485 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7439 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 3 | 0.7332 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 2 | 0.7324 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7310 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7287 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7278 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7263 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 4 | 0.7260 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7234 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7211 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7206 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 4 | 0.7148 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 4 | 0.7119 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7109 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 4 | 0.7092 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7084 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 4 | 0.7080 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7078 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7067 |
| Reaction center protein L chain | P0C0Y7 | RCEH_RHOSH | Rhodobacter sphaeroides | 2 | 0.7053 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7044 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7040 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7038 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7035 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7032 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7028 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7005 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 4 | 0.7000 |