Methyl 3-hydroxy-4,8-dimethoxy-10-nitrophenanthrene-1-carboxylate

Details

• Internal ID: ba1cc41b-cdb3-4b41-82ec-e8a67617b3d2
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Aristolochic acids and derivatives
• IUPAC Name: methyl 3-hydroxy-4,8-dimethoxy-10-nitrophenanthrene-1-carboxylate
• InChI: InChI=1S/C18H15NO7/c1-24-14-6-4-5-9-10(14)7-12(19(22)23)15-11(18(21)26-3)8-13(20)17(25-2)16(9)15/h4-8,20H,1-3H3
• InChI Key: IBMRJTDZJONBHH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅NO₇
• Molecular Weight: 357.30 g/mol
• Exact Mass: 357.08485182 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 7
• 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	+	0.9393	93.93%
Caco-2	+	0.7743	77.43%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5570	55.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5808	58.08%
P-glycoprotein inhibitior	-	0.5572	55.72%
P-glycoprotein substrate	-	0.8001	80.01%
CYP3A4 substrate	+	0.6329	63.29%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.7569	75.69%
CYP2C9 inhibition	-	0.7353	73.53%
CYP2C19 inhibition	-	0.7167	71.67%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.6790	67.90%
CYP2C8 inhibition	+	0.8054	80.54%
CYP inhibitory promiscuity	-	0.8027	80.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5135	51.35%
Carcinogenicity (trinary)	Non-required	0.4022	40.22%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.6661	66.61%
Skin irritation	-	0.8206	82.06%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6903	69.03%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6425	64.25%
Nephrotoxicity	+	0.5176	51.76%
Acute Oral Toxicity (c)	III	0.5898	58.98%
Estrogen receptor binding	+	0.8765	87.65%
Androgen receptor binding	-	0.4938	49.38%
Thyroid receptor binding	+	0.6596	65.96%
Glucocorticoid receptor binding	+	0.8886	88.86%
Aromatase binding	+	0.6676	66.76%
PPAR gamma	+	0.8307	83.07%
Honey bee toxicity	-	0.9283	92.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2535	P11166	Glucose transporter	97.78%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.10%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	93.26%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.24%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.75%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.80%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.96%	96.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.87%	92.88%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.67%	93.81%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.51%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.38%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.59%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.56%	94.00%

Plants that contains it

• Aristolochia zollingeriana

Cross-Links

• PubChem: 10406029
• LOTUS: LTS0159966
• wikiData: Q105036578