Methyl 3,4,8-trimethoxy-10-nitrophenanthrene-1-carboxylate

Details

• Internal ID: 3b12e4da-1dd6-4d30-ba44-652ee65fa3d7
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Aristolochic acids and derivatives
• IUPAC Name: methyl 3,4,8-trimethoxy-10-nitrophenanthrene-1-carboxylate
• InChI: InChI=1S/C19H17NO7/c1-24-14-7-5-6-10-11(14)8-13(20(22)23)16-12(19(21)27-4)9-15(25-2)18(26-3)17(10)16/h5-9H,1-4H3
• InChI Key: NPCMWYJIIQNJFR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₇
• Molecular Weight: 371.30 g/mol
• Exact Mass: 371.10050188 g/mol
• Topological Polar Surface Area (TPSA): 99.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	+	0.9025	90.25%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5264	52.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7083	70.83%
P-glycoprotein inhibitior	+	0.5987	59.87%
P-glycoprotein substrate	-	0.7640	76.40%
CYP3A4 substrate	+	0.6154	61.54%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.6824	68.24%
CYP2C9 inhibition	-	0.6525	65.25%
CYP2C19 inhibition	-	0.5064	50.64%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.5622	56.22%
CYP2C8 inhibition	+	0.8033	80.33%
CYP inhibitory promiscuity	-	0.6298	62.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5335	53.35%
Carcinogenicity (trinary)	Non-required	0.3851	38.51%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.6904	69.04%
Skin irritation	-	0.8391	83.91%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	+	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6111	61.11%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.6909	69.09%
skin sensitisation	-	0.9314	93.14%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5802	58.02%
Acute Oral Toxicity (c)	III	0.5570	55.70%
Estrogen receptor binding	+	0.8826	88.26%
Androgen receptor binding	+	0.6073	60.73%
Thyroid receptor binding	+	0.7031	70.31%
Glucocorticoid receptor binding	+	0.8720	87.20%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.7693	76.93%
Honey bee toxicity	-	0.9246	92.46%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9934	99.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2535	P11166	Glucose transporter	97.05%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.35%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	93.03%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.92%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.27%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.71%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.00%	94.45%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.92%	93.81%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	85.72%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.64%	95.50%

Plants that contains it

• Aristolochia zollingeriana

Cross-Links

• PubChem: 10339181
• LOTUS: LTS0200217
• wikiData: Q105182971