13-Methyl-6-oxa-13-azapentacyclo[8.6.2.11,5.07,17.014,18]nonadeca-7,9,17-triene-4,5,8-triol

Details

• Internal ID: 5e5316fd-c70c-4cdd-a5a9-0b5df4d76a6d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromenopyridines
• IUPAC Name: 13-methyl-6-oxa-13-azapentacyclo[8.6.2.11,5.07,17.014,18]nonadeca-7,9,17-triene-4,5,8-triol
• SMILES (Canonical): CN1CCC2=CC(=C3C4=C2C1CCC45CCC(C(C5)(O3)O)O)O
• SMILES (Isomeric): CN1CCC2=CC(=C3C4=C2C1CCC45CCC(C(C5)(O3)O)O)O
• InChI: InChI=1S/C18H23NO4/c1-19-7-4-10-8-12(20)16-15-14(10)11(19)2-5-17(15)6-3-13(21)18(22,9-17)23-16/h8,11,13,20-22H,2-7,9H2,1H3
• InChI Key: HWTSKLLHGGZLEJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.40 g/mol
• Exact Mass: 317.16270821 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8146	81.46%
Caco-2	+	0.6179	61.79%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.5066	50.66%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8685	86.85%
P-glycoprotein inhibitior	-	0.9486	94.86%
P-glycoprotein substrate	+	0.5202	52.02%
CYP3A4 substrate	+	0.6531	65.31%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	+	0.4833	48.33%
CYP3A4 inhibition	-	0.8791	87.91%
CYP2C9 inhibition	-	0.9209	92.09%
CYP2C19 inhibition	-	0.8124	81.24%
CYP2D6 inhibition	-	0.8594	85.94%
CYP1A2 inhibition	-	0.7874	78.74%
CYP2C8 inhibition	-	0.8326	83.26%
CYP inhibitory promiscuity	-	0.9920	99.20%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6028	60.28%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9769	97.69%
Skin irritation	-	0.7490	74.90%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	+	0.5230	52.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7675	76.75%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7655	76.55%
skin sensitisation	-	0.8321	83.21%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8540	85.40%
Acute Oral Toxicity (c)	II	0.4674	46.74%
Estrogen receptor binding	+	0.5565	55.65%
Androgen receptor binding	+	0.7202	72.02%
Thyroid receptor binding	+	0.6825	68.25%
Glucocorticoid receptor binding	+	0.8208	82.08%
Aromatase binding	-	0.5971	59.71%
PPAR gamma	-	0.5108	51.08%
Honey bee toxicity	-	0.8799	87.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	97.97%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.21%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.68%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.84%	91.03%
CHEMBL238	Q01959	Dopamine transporter	89.45%	95.88%
CHEMBL1951	P21397	Monoamine oxidase A	88.59%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	87.77%	95.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.63%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.80%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.76%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.83%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.77%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.41%	99.18%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.13%	91.79%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.95%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.90%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.13%	85.14%
CHEMBL4208	P20618	Proteasome component C5	80.55%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.27%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.16%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.10%	100.00%

Plants that contains it

• Colchicum kesselringii

Cross-Links

• PubChem: 102059821
• LOTUS: LTS0108263
• wikiData: Q105034825