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Conessine
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Alkaloid
- Subclass: Steroid Alkaloid
| Canonical Smiles | CN([C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]24[C@H]3CC[C@@H]4[C@@H](N(C2)C)C)C1)C)C |
|---|---|
| InChI | InChI=1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23-,24-/m0/s1 |
| InChIKey | GPLGAQQQNWMVMM-MYAJQUOBSA-N |
| Formula | C24H40N2 |
| HBA | 2 |
| HBD | 0 |
| MW | 356.6 |
| Rotatable Bonds | 1 |
| TPSA | 6.48 |
| LogP | 4.81 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.92 |
| Exact Mass | 356.32 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Holarrhena africana | Apocynaceae | Plantae | 2708850 |
Showing of synonyms
Conessine
546-06-5
Roquessine
Neriine
Conessin
Wrightine
Conessinum
Conesina
Conessine [INN]
NSC 119994
Conesina [INN-Spanish]
Conessinum [INN-Latin]
EZ38J9BBDF
Konessin
3beta-(Dimethylamino)con-5-ene
DTXSID6046000
CHEBI:27965
CONESSINE [MI]
EINECS 208-897-2
N,N-dimethylcon-5-enin-3beta-amine
NSC-119994
BRN 4702160
(3-beta)-N,N-Dimethylcon-5-enin-3-amine
DTXCID4026000
3beta-(Dimethylamino)con-5-enine
Conkurchine, N,18-dihydrotrimethyl-
Con-5-enine, 3beta-(dimethylamino)-
Conesina (INN-Spanish)
Conessinum (INN-Latin)
Con-5-enin-3-amine, N,N-dimethyl-, (3beta)-
(1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-amine
(1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo(10.8.0.02,9.05,9.013,18)icos-18-en-16-amine
(+)-Conessine
3 beta-(dimethylamino)con-5-enine
Conkurchine, N,18-dihydrotrimethyl-(7CI)
Con-5-enine, 3beta-(dimethylamino)-(8CI)
Con-5-enin-3-amine, N,N-dimethyl-, (3beta)-(9CI)
208-897-2
N,n,6,7,13-pentamethyl-7-azapentacyclo(10.8.0.02,9.05,9.013,18)icos-18-en-16-amine
N,n,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-amine
MFCD00016752
Con-5-enine, 3.beta.-(dimethylamino)-
UNII-EZ38J9BBDF
NCGC00095844-01
CAS-546-06-5
Prestwick_692
ST066907
Prestwick0_000638
Prestwick1_000638
Prestwick2_000638
Prestwick3_000638
ConessineWrightine
BSPBio_000636
BIDD:ER0525
SCHEMBL791146
SPBio_002855
BPBio1_000700
CHEMBL191703
GTPL8981
Conessine, >=97% (HPLC)
BDBM27193
GLXC-26648
HMS1569P18
HMS2096P18
Tox21_111531
MSK164242
AKOS024283367
Tox21_111531_1
FC57645
NCGC00092388-01
NCGC00092388-03
NCGC00092388-05
NCGC00092388-15
((2S,5S,12S,16S,1R,9R,13R)-6,7,13-trimethyl-7-azapentacyclo[10.8.0.0<2,9>.0<5, 9>.0<13,18>]icos-18-en-16-yl)dimethylamine
MS-25590
(3beta)-N,N-dimethyl-con-5-enin-3-amine
HY-107566
NS00033145
C06545
F82154
A1-00780
Q5159518
(1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.0^{2,9}.0^{5,9}.0^{13,18}]icos-18-en-16-amine
- 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]
Pubchem:
441082
Cas:
546-06-5
Gnps:
CCMSLIB00006395299
Zinc:
ZINC000004097188
Kegg Ligand:
C06545
Chebi:
27965
Nmrshiftdb2:
60049193
Metabolights:
MTBLC27965
Chembl:
CHEMBL191703
Comptox:
DTXSID6046000
Bindingdb:
27193
CPRiL:
88878
SMILES: C1NCC(C123)CCC2C4C(CC3)C5C(=CC4)CCCC5
Level: 0
Mol. Weight: 356.6 g/mol
Antitrypanosomal
Absorption
- Caco-2 (logPapp)
- -4.79
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.8
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -3.09
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.42
- Plasma Protein Binding
- 50.87
- 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
- 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
- 17.03
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.47
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.99
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.89
- Micronucleos
- Safe
- 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
- -9.1
- Rat (Acute)
- 3.26
- Rat (Chronic Oral)
- 1.26
- Fathead Minnow
- 3.74
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 391.95
- Hydration Free Energy
- -6.26
- Log(D) at pH=7.4
- 3.24
- Log(P)
- 4.95
- Log S
- -3.96
- Log(Vapor Pressure)
- -5.59
- Melting Point
- 128.41
- pKa Acid
- 11.0
- pKa Basic
- 10.73
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Neocarzinostatin | P0A3R9 | NCZS_STRCZ | Streptomyces carzinostaticus | 3 | 0.8712 |
| 4,4'-diapophytoene synthase | A9JQL9 | CRTM_STAAU | Staphylococcus aureus | 3 | 0.8084 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7604 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 3 | 0.7528 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7502 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 3 | 0.7350 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7024 |