2-[(2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-11-yl)oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 322efd0b-f1c1-44d6-8655-9126da07458c
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: 2-[(2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-11-yl)oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C3C(=C2)CCN4C35CC(C=CC5=CC4)OC)OC)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C=C3C(=C2)CCN4C35CC(C=CC5=CC4)OC)OC)O)O)O
• InChI: InChI=1S/C24H31NO7/c1-13-20(26)21(27)22(28)23(31-13)32-19-10-14-6-8-25-9-7-15-4-5-16(29-2)12-24(15,25)17(14)11-18(19)30-3/h4-5,7,10-11,13,16,20-23,26-28H,6,8-9,12H2,1-3H3
• InChI Key: IEZDXVZVKWGJRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₁NO₇
• Molecular Weight: 445.50 g/mol
• Exact Mass: 445.21005233 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8776	87.76%
Caco-2	-	0.6109	61.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5893	58.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8632	86.32%
P-glycoprotein inhibitior	-	0.4882	48.82%
P-glycoprotein substrate	+	0.6242	62.42%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7160	71.60%
CYP3A4 inhibition	-	0.9801	98.01%
CYP2C9 inhibition	-	0.9101	91.01%
CYP2C19 inhibition	-	0.8617	86.17%
CYP2D6 inhibition	-	0.7702	77.02%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.4537	45.37%
CYP inhibitory promiscuity	-	0.9275	92.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4434	44.34%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9719	97.19%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3840	38.40%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5876	58.76%
skin sensitisation	-	0.8163	81.63%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8404	84.04%
Acute Oral Toxicity (c)	III	0.5019	50.19%
Estrogen receptor binding	+	0.7351	73.51%
Androgen receptor binding	+	0.5307	53.07%
Thyroid receptor binding	+	0.6285	62.85%
Glucocorticoid receptor binding	+	0.6659	66.59%
Aromatase binding	+	0.5860	58.60%
PPAR gamma	+	0.5790	57.90%
Honey bee toxicity	-	0.7891	78.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.8520	85.20%

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	99.12%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	98.00%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.32%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.79%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.55%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.69%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.76%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.15%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.91%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.96%	82.67%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.24%	97.31%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.02%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.67%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.11%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.05%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.50%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.38%	97.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.97%	97.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.40%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.55%	90.95%
CHEMBL2535	P11166	Glucose transporter	81.49%	98.75%
CHEMBL5747	Q92793	CREB-binding protein	81.23%	95.12%

Plants that contains it

• Erythrina lysistemon

Cross-Links

• PubChem: 162949763
• LOTUS: LTS0172737
• wikiData: Q105112043