2-(8-Methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxol-5-yl)acetic acid

Details

• Internal ID: b99faa34-5abb-44f6-8f13-7ce11f7f8915
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 2-(8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxol-5-yl)acetic acid
• InChI: InChI=1S/C18H13NO7/c1-24-13-4-2-3-10-11(13)7-12(19(22)23)16-9(6-15(20)21)5-14-18(17(10)16)26-8-25-14/h2-5,7H,6,8H2,1H3,(H,20,21)
• InChI Key: WREVKVSQUJQADU-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₃NO₇
• Molecular Weight: 355.30 g/mol
• Exact Mass: 355.06920175 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 6
• 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	+	0.9632	96.32%
Caco-2	+	0.7078	70.78%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5324	53.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7949	79.49%
P-glycoprotein inhibitior	-	0.8257	82.57%
P-glycoprotein substrate	-	0.7592	75.92%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.7819	78.19%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.5811	58.11%
CYP2C9 inhibition	-	0.8672	86.72%
CYP2C19 inhibition	-	0.7668	76.68%
CYP2D6 inhibition	-	0.8704	87.04%
CYP1A2 inhibition	+	0.8676	86.76%
CYP2C8 inhibition	+	0.6110	61.10%
CYP inhibitory promiscuity	+	0.5646	56.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6613	66.13%
Carcinogenicity (trinary)	Non-required	0.4130	41.30%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.7781	77.81%
Skin irritation	-	0.7753	77.53%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7841	78.41%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8569	85.69%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6278	62.78%
Acute Oral Toxicity (c)	II	0.4924	49.24%
Estrogen receptor binding	+	0.7366	73.66%
Androgen receptor binding	+	0.6376	63.76%
Thyroid receptor binding	-	0.4914	49.14%
Glucocorticoid receptor binding	+	0.8232	82.32%
Aromatase binding	+	0.5552	55.52%
PPAR gamma	+	0.8819	88.19%
Honey bee toxicity	-	0.8595	85.95%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9157	91.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.41%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.22%	96.77%
CHEMBL1255126	O15151	Protein Mdm4	93.90%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.16%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.38%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.15%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.83%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.43%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.39%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%

Plants that contains it

• Aristolochia manshuriensis

Cross-Links

• PubChem: 5316406
• NPASS: NPC195182
• LOTUS: LTS0105061
• wikiData: Q104249874