2,11,12-trimethoxy-7-oxido-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-7-ium

Details

• Internal ID: fbb31de9-4137-4087-805b-8f410079b9cb
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: 2,11,12-trimethoxy-7-oxido-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-7-ium
• InChI: InChI=1S/C19H23NO4/c1-22-15-5-4-14-7-9-20(21)8-6-13-10-17(23-2)18(24-3)11-16(13)19(14,20)12-15/h4-5,7,10-11,15H,6,8-9,12H2,1-3H3
• InChI Key: LAYFSBDIAGEQJD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.40 g/mol
• Exact Mass: 329.16270821 g/mol
• Topological Polar Surface Area (TPSA): 45.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7328	73.28%
Caco-2	+	0.8697	86.97%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5423	54.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6648	66.48%
P-glycoprotein inhibitior	-	0.6949	69.49%
P-glycoprotein substrate	-	0.5172	51.72%
CYP3A4 substrate	+	0.6153	61.53%
CYP2C9 substrate	-	0.6035	60.35%
CYP2D6 substrate	-	0.7489	74.89%
CYP3A4 inhibition	-	0.7701	77.01%
CYP2C9 inhibition	-	0.8035	80.35%
CYP2C19 inhibition	-	0.7203	72.03%
CYP2D6 inhibition	-	0.6750	67.50%
CYP1A2 inhibition	-	0.8218	82.18%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8335	83.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8515	85.15%
Carcinogenicity (trinary)	Non-required	0.4627	46.27%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8712	87.12%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3630	36.30%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8321	83.21%
Acute Oral Toxicity (c)	III	0.5736	57.36%
Estrogen receptor binding	+	0.8821	88.21%
Androgen receptor binding	+	0.5465	54.65%
Thyroid receptor binding	+	0.7785	77.85%
Glucocorticoid receptor binding	+	0.6958	69.58%
Aromatase binding	+	0.5815	58.15%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7789	77.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9062	90.62%

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	96.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.44%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.69%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.92%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.86%	99.17%
CHEMBL2535	P11166	Glucose transporter	81.74%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.62%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.08%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.05%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.44%	97.14%

Plants that contains it

• Erythrina herbacea

Cross-Links

• PubChem: 163187275
• LOTUS: LTS0106349
• wikiData: Q104170778