16-Methoxy-5-oxa-10-azatetracyclo[8.7.0.01,13.02,7]heptadeca-2,12,14-triene-4,9-dione

Details

• Internal ID: 1b17c6d4-317f-4084-9beb-daf6f3e0671d
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: 16-methoxy-5-oxa-10-azatetracyclo[8.7.0.01,13.02,7]heptadeca-2,12,14-triene-4,9-dione
• SMILES (Canonical): COC1CC23C(=CCN2C(=O)CC4C3=CC(=O)OC4)C=C1
• SMILES (Isomeric): COC1CC23C(=CCN2C(=O)CC4C3=CC(=O)OC4)C=C1
• InChI: InChI=1S/C16H17NO4/c1-20-12-3-2-11-4-5-17-14(18)6-10-9-21-15(19)7-13(10)16(11,17)8-12/h2-4,7,10,12H,5-6,8-9H2,1H3
• InChI Key: DENQVEACEYIKQM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.31 g/mol
• Exact Mass: 287.11575802 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.7682	76.82%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6088	60.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7782	77.82%
P-glycoprotein inhibitior	-	0.8791	87.91%
P-glycoprotein substrate	+	0.5158	51.58%
CYP3A4 substrate	+	0.6113	61.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.8886	88.86%
CYP2C9 inhibition	-	0.8499	84.99%
CYP2C19 inhibition	-	0.7709	77.09%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.8140	81.40%
CYP2C8 inhibition	-	0.7987	79.87%
CYP inhibitory promiscuity	-	0.8036	80.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4411	44.11%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9485	94.85%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4565	45.65%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6117	61.17%
skin sensitisation	-	0.8350	83.50%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6763	67.63%
Acute Oral Toxicity (c)	III	0.6050	60.50%
Estrogen receptor binding	-	0.5736	57.36%
Androgen receptor binding	+	0.6305	63.05%
Thyroid receptor binding	-	0.5134	51.34%
Glucocorticoid receptor binding	+	0.7610	76.10%
Aromatase binding	+	0.5985	59.85%
PPAR gamma	-	0.6394	63.94%
Honey bee toxicity	-	0.7701	77.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8304	83.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.53%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.52%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.00%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.99%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.34%	85.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.43%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.22%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.05%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.85%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.54%	86.33%

Plants that contains it

• Erythrina berteroana

Cross-Links

• PubChem: 163083069
• LOTUS: LTS0027268
• wikiData: Q104977395