3,4,6-Trimethoxyphenanthrene

Details

• Internal ID: 2a50796b-60e8-406f-9459-696d0aca8304
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 3,4,6-trimethoxyphenanthrene
• SMILES (Canonical): COC1=CC2=C(C=CC3=C2C(=C(C=C3)OC)OC)C=C1
• SMILES (Isomeric): COC1=CC2=C(C=CC3=C2C(=C(C=C3)OC)OC)C=C1
• InChI: InChI=1S/C17H16O3/c1-18-13-8-6-11-4-5-12-7-9-15(19-2)17(20-3)16(12)14(11)10-13/h4-10H,1-3H3
• InChI Key: BPLAXUXVTBKFFG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.31 g/mol
• Exact Mass: 268.109944368 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9433	94.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7392	73.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9808	98.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8339	83.39%
P-glycoprotein inhibitior	-	0.7036	70.36%
P-glycoprotein substrate	-	0.8533	85.33%
CYP3A4 substrate	-	0.6215	62.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5092	50.92%
CYP3A4 inhibition	-	0.6671	66.71%
CYP2C9 inhibition	-	0.7873	78.73%
CYP2C19 inhibition	+	0.5871	58.71%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	+	0.9537	95.37%
CYP2C8 inhibition	-	0.6174	61.74%
CYP inhibitory promiscuity	+	0.6813	68.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8238	82.38%
Carcinogenicity (trinary)	Warning	0.5096	50.96%
Eye corrosion	-	0.9556	95.56%
Eye irritation	+	0.9481	94.81%
Skin irritation	-	0.6722	67.22%
Skin corrosion	-	0.9877	98.77%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7341	73.41%
Micronuclear	-	0.5282	52.82%
Hepatotoxicity	+	0.5025	50.25%
skin sensitisation	-	0.8197	81.97%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7293	72.93%
Acute Oral Toxicity (c)	III	0.6507	65.07%
Estrogen receptor binding	+	0.9290	92.90%
Androgen receptor binding	+	0.8690	86.90%
Thyroid receptor binding	+	0.7138	71.38%
Glucocorticoid receptor binding	+	0.8558	85.58%
Aromatase binding	+	0.8551	85.51%
PPAR gamma	-	0.5145	51.45%
Honey bee toxicity	-	0.9115	91.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.8800	88.00%
Fish aquatic toxicity	+	0.9629	96.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.77%	94.00%
CHEMBL2535	P11166	Glucose transporter	90.27%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.91%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.26%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	87.60%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.36%	96.00%
CHEMBL4208	P20618	Proteasome component C5	85.35%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.78%	89.62%
CHEMBL5747	Q92793	CREB-binding protein	83.48%	95.12%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	83.33%	94.67%
CHEMBL1255126	O15151	Protein Mdm4	83.26%	90.20%
CHEMBL1951	P21397	Monoamine oxidase A	81.93%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.65%	93.99%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.23%	96.67%

Plants that contains it

• Papaver bracteatum

Cross-Links

• PubChem: 86122044
• LOTUS: LTS0179766
• wikiData: Q104942779