8-Ethoxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[8.4.3.01,10.02,7]heptadeca-2(7),3,5,12-tetraen-3-ol

Details

• Internal ID: b82e365c-6dcc-4567-aeac-ec3f45a96ddc
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 8-ethoxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[8.4.3.01,10.02,7]heptadeca-2(7),3,5,12-tetraen-3-ol
• SMILES (Canonical): CCOC1CC23CC(=CCC2(CCN3C)C4=C1C=CC(=C4O)OC)OC
• SMILES (Isomeric): CCOC1CC23CC(=CCC2(CCN3C)C4=C1C=CC(=C4O)OC)OC
• InChI: InChI=1S/C21H29NO4/c1-5-26-17-13-21-12-14(24-3)8-9-20(21,10-11-22(21)2)18-15(17)6-7-16(25-4)19(18)23/h6-8,17,23H,5,9-13H2,1-4H3
• InChI Key: CAOVHEBNWTUWCP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₉NO₄
• Molecular Weight: 359.50 g/mol
• Exact Mass: 359.20965841 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.8841	88.41%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5753	57.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.5924	59.24%
P-glycoprotein inhibitior	-	0.6500	65.00%
P-glycoprotein substrate	+	0.6467	64.67%
CYP3A4 substrate	+	0.6815	68.15%
CYP2C9 substrate	-	0.7851	78.51%
CYP2D6 substrate	+	0.6169	61.69%
CYP3A4 inhibition	+	0.5185	51.85%
CYP2C9 inhibition	-	0.8596	85.96%
CYP2C19 inhibition	-	0.7580	75.80%
CYP2D6 inhibition	+	0.5804	58.04%
CYP1A2 inhibition	-	0.9061	90.61%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5789	57.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5533	55.33%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9704	97.04%
Skin irritation	-	0.7893	78.93%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7530	75.30%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6763	67.63%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6272	62.72%
Acute Oral Toxicity (c)	III	0.7351	73.51%
Estrogen receptor binding	+	0.5876	58.76%
Androgen receptor binding	+	0.7005	70.05%
Thyroid receptor binding	+	0.7107	71.07%
Glucocorticoid receptor binding	-	0.4704	47.04%
Aromatase binding	-	0.5707	57.07%
PPAR gamma	+	0.5184	51.84%
Honey bee toxicity	-	0.8079	80.79%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9443	94.43%

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	99.23%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.70%	97.25%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.74%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.04%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.80%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.17%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.56%	94.00%
CHEMBL240	Q12809	HERG	88.93%	89.76%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	86.80%	92.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.32%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.49%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.38%	92.62%

Plants that contains it

• Stephania longa

Cross-Links

• PubChem: 163085181
• LOTUS: LTS0204359
• wikiData: Q104951710