Strychnovoline

Details

• Internal ID: f95f69f6-ff41-454e-9bf8-3c9a1e0dc66d
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: methyl (4aS)-6-hydroxy-7-methyl-1-oxo-2,4a,5,6,7,7a-hexahydrocyclopenta[c]pyridine-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1C(=O)NC=C2C(=O)OC)O
• SMILES (Isomeric): CC1C(C[C@H]2C1C(=O)NC=C2C(=O)OC)O
• InChI: InChI=1S/C11H15NO4/c1-5-8(13)3-6-7(11(15)16-2)4-12-10(14)9(5)6/h4-6,8-9,13H,3H2,1-2H3,(H,12,14)/t5?,6-,8?,9?/m1/s1
• InChI Key: DLTNCDMAPRTYIV-WFWLUNQWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₅NO₄
• Molecular Weight: 225.24 g/mol
• Exact Mass: 225.10010796 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Strychnovoline
• DTXSID80914277
• Methyl 1,6-dihydroxy-7-methyl-5,6,7,7a-tetrahydro-4aH-cyclopenta[c]pyridine-4-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9411	94.11%
Caco-2	+	0.5871	58.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5898	58.98%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9721	97.21%
P-glycoprotein inhibitior	-	0.9701	97.01%
P-glycoprotein substrate	-	0.6180	61.80%
CYP3A4 substrate	+	0.5332	53.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.9342	93.42%
CYP2C9 inhibition	-	0.8383	83.83%
CYP2C19 inhibition	-	0.8797	87.97%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.7928	79.28%
CYP2C8 inhibition	-	0.8995	89.95%
CYP inhibitory promiscuity	-	0.8773	87.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9425	94.25%
Carcinogenicity (trinary)	Non-required	0.5139	51.39%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9689	96.89%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6009	60.09%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4685	46.85%
Acute Oral Toxicity (c)	III	0.5360	53.60%
Estrogen receptor binding	-	0.8724	87.24%
Androgen receptor binding	+	0.5322	53.22%
Thyroid receptor binding	-	0.7365	73.65%
Glucocorticoid receptor binding	-	0.6522	65.22%
Aromatase binding	-	0.8641	86.41%
PPAR gamma	-	0.9015	90.15%
Honey bee toxicity	-	0.8430	84.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.5982	59.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.19%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL4208	P20618	Proteasome component C5	88.01%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.47%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.20%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.98%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.82%	99.23%

Plants that contains it

• Scaevola racemigera
• Strychnos mitis
• Strychnos variabilis

Cross-Links

• PubChem: 178920
• LOTUS: LTS0263084
• wikiData: Q82885051