3,4,7-Trimethoxyphenanthrene-2,6-diol

Details

• Internal ID: 8b7a1986-f6db-4068-9f47-88eb25a9374d
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 3,4,7-trimethoxyphenanthrene-2,6-diol
• SMILES (Canonical): COC1=C(C=C2C(=C1)C=CC3=CC(=C(C(=C32)OC)OC)O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C=CC3=CC(=C(C(=C32)OC)OC)O)O
• InChI: InChI=1S/C17H16O5/c1-20-14-7-9-4-5-10-6-13(19)16(21-2)17(22-3)15(10)11(9)8-12(14)18/h4-8,18-19H,1-3H3
• InChI Key: ALLCCEWBLKBKBO-UHFFFAOYSA-N
• Popularity: 0 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	+	0.8717	87.17%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6258	62.58%
P-glycoprotein inhibitior	-	0.7653	76.53%
P-glycoprotein substrate	-	0.8750	87.50%
CYP3A4 substrate	-	0.5932	59.32%
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	+	0.6043	60.43%
CYP inhibitory promiscuity	+	0.5736	57.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.5053	50.53%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.8576	85.76%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5179	51.79%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5230	52.30%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8076	80.76%
Acute Oral Toxicity (c)	III	0.4932	49.32%
Estrogen receptor binding	+	0.8613	86.13%
Androgen receptor binding	+	0.5859	58.59%
Thyroid receptor binding	+	0.8163	81.63%
Glucocorticoid receptor binding	+	0.8043	80.43%
Aromatase binding	+	0.7730	77.30%
PPAR gamma	+	0.5944	59.44%
Honey bee toxicity	-	0.9417	94.17%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6951	69.51%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.09%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.51%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.62%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.18%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.84%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.58%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.97%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.45%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.31%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.90%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.51%	91.49%
CHEMBL4208	P20618	Proteasome component C5	81.65%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

• Combretum apiculatum

Cross-Links

• PubChem: 22753770
• LOTUS: LTS0249924
• wikiData: Q104914191