5,9,10-Trimethoxy-16-methyl-7-oxa-16-azapentacyclo[10.6.1.01,6.02,15.08,19]nonadeca-2,8(19),9,11-tetraen-4-ol

Details

• Internal ID: 807b5e37-1422-442e-81b6-5335a6175ae5
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 5,9,10-trimethoxy-16-methyl-7-oxa-16-azapentacyclo[10.6.1.01,6.02,15.08,19]nonadeca-2,8(19),9,11-tetraen-4-ol
• SMILES (Canonical): CN1CCC23C4C(C(C=C2C1CCC5=CC(=C(C(=C35)O4)OC)OC)O)OC
• SMILES (Isomeric): CN1CCC23C4C(C(C=C2C1CCC5=CC(=C(C(=C35)O4)OC)OC)O)OC
• InChI: InChI=1S/C21H27NO5/c1-22-8-7-21-12-10-14(23)17(25-3)20(21)27-19-16(21)11(5-6-13(12)22)9-15(24-2)18(19)26-4/h9-10,13-14,17,20,23H,5-8H2,1-4H3
• InChI Key: CMPYQYNUFIZYQA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₇NO₅
• Molecular Weight: 373.40 g/mol
• Exact Mass: 373.18892296 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.8536	85.36%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3950	39.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6936	69.36%
P-glycoprotein inhibitior	-	0.6961	69.61%
P-glycoprotein substrate	+	0.5771	57.71%
CYP3A4 substrate	+	0.6842	68.42%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	+	0.7049	70.49%
CYP3A4 inhibition	-	0.8180	81.80%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.5915	59.15%
CYP1A2 inhibition	-	0.8155	81.55%
CYP2C8 inhibition	-	0.6598	65.98%
CYP inhibitory promiscuity	-	0.8934	89.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5940	59.40%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9590	95.90%
Skin irritation	-	0.7798	77.98%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8297	82.97%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8530	85.30%
Acute Oral Toxicity (c)	II	0.4794	47.94%
Estrogen receptor binding	+	0.6348	63.48%
Androgen receptor binding	-	0.5170	51.70%
Thyroid receptor binding	+	0.6837	68.37%
Glucocorticoid receptor binding	+	0.7854	78.54%
Aromatase binding	-	0.6099	60.99%
PPAR gamma	+	0.6466	64.66%
Honey bee toxicity	-	0.7400	74.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9575	95.75%

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	99.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.26%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.78%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.29%	96.77%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.28%	91.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.34%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.98%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.91%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.32%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.75%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.45%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.36%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.23%	99.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.16%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.97%	97.25%
CHEMBL5747	Q92793	CREB-binding protein	84.41%	95.12%
CHEMBL3820	P35557	Hexokinase type IV	83.48%	91.96%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.37%	89.05%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.79%	93.99%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.69%	93.04%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.51%	91.07%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.16%	95.78%
CHEMBL217	P14416	Dopamine D2 receptor	80.78%	95.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.68%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.03%	89.00%

Plants that contains it

• Schelhammera multiflora

Cross-Links

• PubChem: 15560403
• LOTUS: LTS0195855
• wikiData: Q104965012