geissoschizoline N(4)-oxide

Details

• Internal ID: a8e4588d-c959-4c54-81e8-db2f0fd673fe
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: [(1S,9S,10S,11S,12S,17S)-12-ethyl-14-oxido-8-aza-14-azoniapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-10-yl]methanol
• InChI: InChI=1S/C19H26N2O2/c1-2-12-10-21(23)8-7-19-15-5-3-4-6-16(15)20-18(19)14(11-22)13(12)9-17(19)21/h3-6,12-14,17-18,20,22H,2,7-11H2,1H3/t12-,13+,14+,17+,18+,19-,21?/m1/s1
• InChI Key: TWXSNNUYFGAFNA-IROWCEQYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆N₂O₂
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.199428076 g/mol
• Topological Polar Surface Area (TPSA): 50.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL514892

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6297	62.97%
Caco-2	+	0.7742	77.42%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5937	59.37%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9025	90.25%
P-glycoprotein inhibitior	-	0.8777	87.77%
P-glycoprotein substrate	+	0.5306	53.06%
CYP3A4 substrate	+	0.5881	58.81%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7381	73.81%
CYP3A4 inhibition	-	0.9332	93.32%
CYP2C9 inhibition	-	0.8599	85.99%
CYP2C19 inhibition	-	0.8357	83.57%
CYP2D6 inhibition	-	0.7803	78.03%
CYP1A2 inhibition	-	0.7901	79.01%
CYP2C8 inhibition	+	0.5314	53.14%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5533	55.33%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9865	98.65%
Skin irritation	-	0.7593	75.93%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8031	80.31%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5899	58.99%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7182	71.82%
Acute Oral Toxicity (c)	III	0.5886	58.86%
Estrogen receptor binding	+	0.6509	65.09%
Androgen receptor binding	+	0.7024	70.24%
Thyroid receptor binding	+	0.5696	56.96%
Glucocorticoid receptor binding	-	0.7123	71.23%
Aromatase binding	+	0.6264	62.64%
PPAR gamma	-	0.5633	56.33%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7036	70.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.23%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.47%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.25%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.64%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	88.17%	95.93%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.31%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.89%	95.83%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.46%	94.08%
CHEMBL240	Q12809	HERG	80.84%	89.76%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.17%	94.97%

Plants that contains it

• Geissospermum sericeum

Cross-Links

• PubChem: 11034384
• LOTUS: LTS0135501
• wikiData: Q105266197