2-methoxy-2,3,5,6,8,9-hexahydro-1H-indolo[7a,1-a]isoquinoline-3,11,12-triol

Details

• Internal ID: e0853f93-1e93-4bd3-ab02-f162cb7576a0
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: 2-methoxy-2,3,5,6,8,9-hexahydro-1H-indolo[7a,1-a]isoquinoline-3,11,12-triol
• SMILES (Canonical): COC1CC23C(=CC1O)CCN2CCC4=CC(=C(C=C34)O)O
• SMILES (Isomeric): COC1CC23C(=CC1O)CCN2CCC4=CC(=C(C=C34)O)O
• InChI: InChI=1S/C17H21NO4/c1-22-16-9-17-11(7-15(16)21)3-5-18(17)4-2-10-6-13(19)14(20)8-12(10)17/h6-8,15-16,19-21H,2-5,9H2,1H3
• InChI Key: JNEAOYNEZKTYPO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.35 g/mol
• Exact Mass: 303.14705815 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	+	0.6371	63.71%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7822	78.22%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5083	50.83%
P-glycoprotein inhibitior	-	0.8981	89.81%
P-glycoprotein substrate	-	0.6391	63.91%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	+	0.5986	59.86%
CYP3A4 inhibition	-	0.9615	96.15%
CYP2C9 inhibition	-	0.8532	85.32%
CYP2C19 inhibition	-	0.7686	76.86%
CYP2D6 inhibition	-	0.5141	51.41%
CYP1A2 inhibition	-	0.6570	65.70%
CYP2C8 inhibition	-	0.8548	85.48%
CYP inhibitory promiscuity	-	0.8937	89.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5217	52.17%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8601	86.01%
Skin irritation	-	0.7358	73.58%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.6644	66.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.3899	38.99%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6455	64.55%
skin sensitisation	-	0.8219	82.19%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7230	72.30%
Acute Oral Toxicity (c)	III	0.4678	46.78%
Estrogen receptor binding	-	0.5151	51.51%
Androgen receptor binding	+	0.6295	62.95%
Thyroid receptor binding	+	0.6657	66.57%
Glucocorticoid receptor binding	+	0.7202	72.02%
Aromatase binding	-	0.5812	58.12%
PPAR gamma	-	0.5921	59.21%
Honey bee toxicity	-	0.7760	77.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.8389	83.89%

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	98.14%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.41%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.55%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.79%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.14%	91.03%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.68%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.48%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.90%	100.00%
CHEMBL2056	P21728	Dopamine D1 receptor	82.40%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	82.21%	95.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.16%	94.00%

Plants that contains it

• Erythrina variegata

Cross-Links

• PubChem: 163002573
• LOTUS: LTS0237889
• wikiData: Q105131854