[(2R,13bS)-11-hydroxy-2-methoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-12-yl] hydrogen sulfate

Details

• Internal ID: 4cf874ec-2902-4f85-bf07-5e4155a2f261
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: [(2R,13bS)-11-hydroxy-2-methoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-12-yl] hydrogen sulfate
• SMILES (Canonical): COC1CC23C(=CCN2CCC4=CC(=C(C=C34)OS(=O)(=O)O)O)C=C1
• SMILES (Isomeric): CO[C@@H]1C[C@@]23C(=CCN2CCC4=CC(=C(C=C34)OS(=O)(=O)O)O)C=C1
• InChI: InChI=1S/C17H19NO6S/c1-23-13-3-2-12-5-7-18-6-4-11-8-15(19)16(24-25(20,21)22)9-14(11)17(12,18)10-13/h2-3,5,8-9,13,19H,4,6-7,10H2,1H3,(H,20,21,22)/t13-,17-/m0/s1
• InChI Key: SLYFNXRKYFMGFL-GUYCJALGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₆S
• Molecular Weight: 365.40 g/mol
• Exact Mass: 365.09330850 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9599	95.99%
Caco-2	+	0.5239	52.39%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4545	45.45%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8325	83.25%
P-glycoprotein inhibitior	-	0.7233	72.33%
P-glycoprotein substrate	-	0.5062	50.62%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	+	0.5951	59.51%
CYP2D6 substrate	+	0.4213	42.13%
CYP3A4 inhibition	-	0.9053	90.53%
CYP2C9 inhibition	-	0.7416	74.16%
CYP2C19 inhibition	-	0.6980	69.80%
CYP2D6 inhibition	-	0.8225	82.25%
CYP1A2 inhibition	-	0.7165	71.65%
CYP2C8 inhibition	-	0.6989	69.89%
CYP inhibitory promiscuity	-	0.6555	65.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5134	51.34%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9614	96.14%
Skin irritation	-	0.7542	75.42%
Skin corrosion	-	0.9027	90.27%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5378	53.78%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8236	82.36%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7450	74.50%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	+	0.6338	63.38%
Androgen receptor binding	+	0.5798	57.98%
Thyroid receptor binding	-	0.4926	49.26%
Glucocorticoid receptor binding	+	0.6385	63.85%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5888	58.88%
Honey bee toxicity	-	0.7887	78.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9567	95.67%

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	98.37%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.71%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.25%	91.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	91.68%	95.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.26%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.88%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.39%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.39%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.26%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.57%	85.14%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.15%	96.25%
CHEMBL2056	P21728	Dopamine D1 receptor	82.89%	91.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.67%	93.03%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.61%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.77%	97.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.75%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.30%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.55%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.36%	86.33%

Plants that contains it

• Erythrina velutina

Cross-Links

• PubChem: 53237199
• LOTUS: LTS0045516
• wikiData: Q105255748