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Strychnine
- Family: Plantae - Loganiaceae
- Kingdom: Plantae
-
Class: Alkaloid
- Subclass: Monoindole Alkaloid
| Canonical Smiles | O=C1C[C@@H]2OCC=C3[C@H]4[C@@H]2[C@@H]2N1c1ccccc1[C@]12CCN([C@H]1C4)C3 |
|---|---|
| InChI | InChI=1S/C21H22N2O2/c24-18-10-16-19-13-9-17-21(6-7-22(17)11-12(13)5-8-25-16)14-3-1-2-4-15(14)23(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+/m0/s1 |
| InChIKey | QMGVPVSNSZLJIA-FVWCLLPLSA-N |
| Formula | C21H22N2O2 |
| HBA | 3 |
| HBD | 0 |
| MW | 334.42 |
| Rotatable Bonds | 0 |
| TPSA | 32.78 |
| LogP | 2.09 |
| Number Rings | 7 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.57 |
| Exact Mass | 334.17 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Strychnos icaja | Loganiaceae | Plantae | 1040889 |
Showing of synonyms
Strychnine
57-24-9
(-)-Strychnine
Sanaseed
Strychnin
Strychninum
Estricnina
Strychinos
Gopher bait
Gopher-gitter
Boomer-rid
Hare-Rid
Caswell No. 805
CHEBI:28973
RCRA waste number P108
UNII-H9Y79VD43J
Stricnina
Certox
Mole death
Mouse-nots
H9Y79VD43J
Mouse-rid
Mouse-tox
Kwik-kil
DTXSID6023600
HSDB 2001
Dolco mouse cereal
Ro-Dex
NSC 5365
NSC-5365
EINECS 200-319-7
EPA Pesticide Chemical Code 076901
Pied piper mouse seed
DTXCID503600
(4br,7as,8ar,13S,13ar,13bs)-5,6,7a,8,8a,11,13a,13b-octahydro-13H-13,14-ethano-7,9-methanooxepino(3,4-a)pyrrolo(2,3-d)carbazol-15-one
Strynchnos
Strychnine [BSI:ISO]
(4bR,7aS,8aR,13S,13aR,13bS)-5,6,7a,8,8a,11,13a,13b-octahydro-13H-13,14-ethano-7,9-methanooxepino[3,4-a]pyrrolo[2,3-d]carbazol-15-one
STRYCHNINE, (SOLID)
200-319-7
Strychnine (acgih:osha)
Strychnidin-10-one
[3H]strychnine
Strychnine [NF]
(4aR,5aS,8aR,13aS,15aS,15bR)-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
Strychnin [German]
Stricnina [Italian]
NCGC00163241-01
(1R,11S,18S,20R,21R,22S)-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-9-one
SY9
(-)-Strychnin
MFCD00005941
UN1692
STRYCHNINE [MI]
STRYCHNINE [ISO]
STRYCHNINE [HSDB]
RCRA waste no. P108
STRYCHNINE [VANDF]
STRYCHNINUM [HPUS]
NCIStruc1_001823
NCIStruc2_000542
STRYCHNINE [WHO-DD]
SCHEMBL93798
GTPL347
CHEMBL227934
GTPL2360
MEGxp0_001768
SCHEMBL14029424
QMGVPVSNSZLJIA-FVWCLLPLSA-N
HMS2089C04
Tox21_112038
BDBM50225707
PDSP2_000441
AKOS015955688
AC-8050
CAS-57-24-9
NCGC00142530-02
NCGC00186632-01
NCGC00186632-02
NCGC00489075-01
(11S,18S,22S,1R,20R,21R)-12-oxa-8,17-diazaheptacyclo[15.5.2.0<1,18>.0<2,7>.0<8 ,22>.0<11,21>.0<15,20>]tetracosa-2,4,6,14-tetraen-9-one
(4aR,4a1R,5aS,8aR,8a1S,15aS)-4a1,5,5a,7,8,8a1,15,15a-octahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14(4aH)-one
NS00009135
S0249
Strychnine, PESTANAL(R), analytical standard
C06522
AB01275436-01
Q194406
Strychnine, European Pharmacopoeia (EP) Reference Standard
- Tchinda A, Tamze V, et al. (2012). Alkaloids from the stem bark of Strychnos icaja. Phytochemistry Letters, 2012, 5(1), 108-113. [View]
Pubchem:
441071
Cas:
57-24-9
Gnps:
CCMSLIB00005767386
Zinc:
ZINC000000119434
Kegg Ligand:
C06522
Chebi:
28973
Nmrshiftdb2:
40265284
Metabolights:
MTBLC28973
Chembl:
CHEMBL227934
Comptox:
DTXSID6023600
Drugbank:
DB15954
Pdb Ligand:
SY9
Bindingdb:
50225707
CPRiL:
5558
SMILES: c1cccc(c1C234)N5C2C6C7C(CN(C3C7)CC4)=CCOC6CC5=O
Level: 0
Mol. Weight: 334.42 g/mol
Anti-plasmodial
Absorption
- Caco-2 (logPapp)
- -4.46
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.83
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -2.0
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.83
- Plasma Protein Binding
- 53.6
- 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
- 8.65
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.35
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.25
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.62
- 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
- -10.05
- Rat (Acute)
- 5.46
- Rat (Chronic Oral)
- 1.7
- Fathead Minnow
- 3.94
- 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
- 456.1
- Hydration Free Energy
- -3.85
- Log(D) at pH=7.4
- 1.15
- Log(P)
- 1.86
- Log S
- -2.92
- Log(Vapor Pressure)
- -8.61
- Melting Point
- 257.46
- pKa Acid
- 8.99
- pKa Basic
- 7.57
| 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 | 2 | 0.7874 |
| Acidic mammalian chitinase | Q9BZP6 | CHIA_HUMAN | Homo sapiens | 3 | 0.7803 |
| Mycocyclosin synthase | P9WPP7 | CP121_MYCTU | Mycobacterium tuberculosis | 2 | 0.7687 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 2 | 0.7650 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7521 |
| Bifunctional epoxide hydrolase 2 | P34913 | HYES_HUMAN | Homo sapiens | 2 | 0.7490 |
| ATP-dependent molecular chaperone HSP82 | P02829 | HSP82_YEAST | Saccharomyces cerevisiae | 2 | 0.7336 |
| Adenylate cyclase type 5 | P30803 | ADCY5_CANLF | Canis lupus familiaris | 3 | 0.7301 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7268 |
| Beta-1 adrenergic receptor | P07700 | ADRB1_MELGA | Meleagris gallopavo | 2 | 0.7244 |
| Serine/threonine-protein kinase Chk1 | O14757 | CHK1_HUMAN | Homo sapiens | 2 | 0.7218 |
| ATP-dependent molecular chaperone HSP82 | P02829 | HSP82_YEAST | Saccharomyces cerevisiae | 2 | 0.7212 |
| cGMP-dependent protein kinase 2 | Q13237 | KGP2_HUMAN | Homo sapiens | 2 | 0.7201 |
| Adenylate cyclase type 5 | P30803 | ADCY5_CANLF | Canis lupus familiaris | 4 | 0.7172 |
| Adenylate cyclase type 5 | P30803 | ADCY5_CANLF | Canis lupus familiaris | 3 | 0.7169 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7090 |
| Steroid C26-monooxygenase | P9WPP1 | CP125_MYCTU | Mycobacterium tuberculosis | 2 | 0.7068 |
| Aldo-keto reductase family 1 member C3 | P42330 | AK1C3_HUMAN | Homo sapiens | 2 | 0.7055 |
| ATP-dependent molecular chaperone HSP82 | P02829 | HSP82_YEAST | Saccharomyces cerevisiae | 2 | 0.7027 |