4,11-Dimethoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,16-pentaene-3,12,13-triol

Details

• Internal ID: 8fe61821-ca04-4c5a-990b-533f1f5f1b6f
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 4,11-dimethoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,16-pentaene-3,12,13-triol
• InChI: InChI=1S/C18H21NO5/c1-23-12-4-3-9-7-10-14-17(24-2)15(21)11(20)8-18(14,5-6-19-10)13(9)16(12)22/h3-4,6,10-11,15,20-22H,5,7-8H2,1-2H3
• InChI Key: KRUXGUIKHGIEBN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₅
• Molecular Weight: 331.40 g/mol
• Exact Mass: 331.14197277 g/mol
• Topological Polar Surface Area (TPSA): 91.50 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	-	0.6073	60.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5224	52.24%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6095	60.95%
P-glycoprotein inhibitior	-	0.8493	84.93%
P-glycoprotein substrate	+	0.5999	59.99%
CYP3A4 substrate	+	0.6455	64.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6992	69.92%
CYP3A4 inhibition	-	0.8338	83.38%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.5906	59.06%
CYP2D6 inhibition	-	0.6739	67.39%
CYP1A2 inhibition	+	0.5525	55.25%
CYP2C8 inhibition	+	0.5750	57.50%
CYP inhibitory promiscuity	-	0.7307	73.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5565	55.65%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9648	96.48%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5711	57.11%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5045	50.45%
skin sensitisation	-	0.7862	78.62%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7174	71.74%
Acute Oral Toxicity (c)	III	0.4626	46.26%
Estrogen receptor binding	+	0.5287	52.87%
Androgen receptor binding	+	0.5544	55.44%
Thyroid receptor binding	+	0.6551	65.51%
Glucocorticoid receptor binding	+	0.7466	74.66%
Aromatase binding	+	0.5528	55.28%
PPAR gamma	-	0.5373	53.73%
Honey bee toxicity	-	0.8339	83.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	-	0.4001	40.01%

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	97.55%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.27%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	94.76%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.50%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.17%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.32%	94.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.96%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.82%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.55%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.76%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.13%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.86%	89.62%

Plants that contains it

• Stephania cephalantha

Cross-Links

• PubChem: 163104782
• LOTUS: LTS0038207
• wikiData: Q105145252