1,6-Dihydroxy-2,5,7-trimethoxyphenanthrene

Details

• Internal ID: a0fc72e1-e5b8-49fc-bf5f-8a7bf8b4f15e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 2,5,7-trimethoxyphenanthrene-1,6-diol
• InChI: InChI=1S/C17H16O5/c1-20-12-7-6-10-11(15(12)18)5-4-9-8-13(21-2)16(19)17(22-3)14(9)10/h4-8,18-19H,1-3H3
• InChI Key: JGJZCWFRFKPKTD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 5
• 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	+	0.9880	98.80%
Caco-2	+	0.7977	79.77%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6260	62.60%
P-glycoprotein inhibitior	-	0.7864	78.64%
P-glycoprotein substrate	-	0.7569	75.69%
CYP3A4 substrate	-	0.5686	56.86%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.8695	86.95%
CYP2C19 inhibition	-	0.6087	60.87%
CYP2D6 inhibition	-	0.8156	81.56%
CYP1A2 inhibition	+	0.9131	91.31%
CYP2C8 inhibition	+	0.7644	76.44%
CYP inhibitory promiscuity	+	0.5736	57.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.5053	50.53%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.8607	86.07%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6593	65.93%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8312	83.12%
Acute Oral Toxicity (c)	III	0.4932	49.32%
Estrogen receptor binding	+	0.8510	85.10%
Androgen receptor binding	+	0.6686	66.86%
Thyroid receptor binding	+	0.8387	83.87%
Glucocorticoid receptor binding	+	0.7791	77.91%
Aromatase binding	+	0.6911	69.11%
PPAR gamma	+	0.6791	67.91%
Honey bee toxicity	-	0.9335	93.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6251	62.51%
Fish aquatic toxicity	+	0.9563	95.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.66%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	90.72%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.54%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.19%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.83%	89.62%
CHEMBL2535	P11166	Glucose transporter	84.54%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.65%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.39%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.70%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.63%	96.00%

Plants that contains it

• Dioscorea bulbifera

Cross-Links

• PubChem: 129834244
• LOTUS: LTS0055916
• wikiData: Q105127471