Methyl 3,6-dihydroxy-4-methoxy-10-nitrophenanthrene-1-carboxylate

Details

• Internal ID: 0ff1d4e5-2425-4769-a670-c16ccdb118eb
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Aristolochic acids and derivatives
• IUPAC Name: methyl 3,6-dihydroxy-4-methoxy-10-nitrophenanthrene-1-carboxylate
• InChI: InChI=1S/C17H13NO7/c1-24-16-13(20)7-11(17(21)25-2)14-12(18(22)23)5-8-3-4-9(19)6-10(8)15(14)16/h3-7,19-20H,1-2H3
• InChI Key: UYWPLYPCKTXCHC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₃NO₇
• Molecular Weight: 343.29 g/mol
• Exact Mass: 343.06920175 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9086	90.86%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5634	56.34%
OATP2B1 inhibitior	-	0.7082	70.82%
OATP1B1 inhibitior	+	0.8329	83.29%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6827	68.27%
P-glycoprotein inhibitior	-	0.7313	73.13%
P-glycoprotein substrate	-	0.7663	76.63%
CYP3A4 substrate	+	0.5707	57.07%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.8236	82.36%
CYP2C9 inhibition	-	0.5626	56.26%
CYP2C19 inhibition	-	0.7318	73.18%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.7231	72.31%
CYP2C8 inhibition	+	0.7566	75.66%
CYP inhibitory promiscuity	-	0.7020	70.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5435	54.35%
Carcinogenicity (trinary)	Non-required	0.4395	43.95%
Eye corrosion	-	0.9799	97.99%
Eye irritation	+	0.5529	55.29%
Skin irritation	-	0.7824	78.24%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	+	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8211	82.11%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9178	91.78%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6925	69.25%
Nephrotoxicity	-	0.5958	59.58%
Acute Oral Toxicity (c)	III	0.6458	64.58%
Estrogen receptor binding	+	0.7986	79.86%
Androgen receptor binding	+	0.6362	63.62%
Thyroid receptor binding	-	0.4917	49.17%
Glucocorticoid receptor binding	+	0.8637	86.37%
Aromatase binding	-	0.5451	54.51%
PPAR gamma	+	0.7331	73.31%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.32%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.80%	99.17%
CHEMBL2535	P11166	Glucose transporter	92.24%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.02%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.90%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	84.50%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.68%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.65%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.25%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	80.63%	91.49%

Plants that contains it

• Aristolochia zollingeriana

Cross-Links

• PubChem: 10315388
• LOTUS: LTS0148634
• wikiData: Q105282007