5-Hydroxy-3-methoxyphenanthrene-1,4-dione

Details

• Internal ID: dcd4fa06-f188-45ab-8b8b-de24f1c9831e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 5-hydroxy-3-methoxyphenanthrene-1,4-dione
• SMILES (Canonical): COC1=CC(=O)C2=C(C1=O)C3=C(C=CC=C3O)C=C2
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1=O)C3=C(C=CC=C3O)C=C2
• InChI: InChI=1S/C15H10O4/c1-19-12-7-11(17)9-6-5-8-3-2-4-10(16)13(8)14(9)15(12)18/h2-7,16H,1H3
• InChI Key: DDEQWQREGNUPCT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 5-hydroxy-3-methoxyphenanthrene-1,4-dione
• 130837-95-5
• DTXSID00926938

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.6747	67.47%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.9870	98.70%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7274	72.74%
P-glycoprotein inhibitior	-	0.7625	76.25%
P-glycoprotein substrate	-	0.8897	88.97%
CYP3A4 substrate	-	0.5312	53.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8070	80.70%
CYP3A4 inhibition	-	0.6885	68.85%
CYP2C9 inhibition	+	0.5791	57.91%
CYP2C19 inhibition	-	0.5653	56.53%
CYP2D6 inhibition	-	0.8596	85.96%
CYP1A2 inhibition	+	0.9402	94.02%
CYP2C8 inhibition	+	0.4824	48.24%
CYP inhibitory promiscuity	+	0.6069	60.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8738	87.38%
Carcinogenicity (trinary)	Non-required	0.4547	45.47%
Eye corrosion	-	0.9853	98.53%
Eye irritation	+	0.8745	87.45%
Skin irritation	-	0.5163	51.63%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9023	90.23%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.7908	79.08%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.8209	82.09%
Acute Oral Toxicity (c)	II	0.4741	47.41%
Estrogen receptor binding	+	0.8035	80.35%
Androgen receptor binding	+	0.7965	79.65%
Thyroid receptor binding	-	0.6223	62.23%
Glucocorticoid receptor binding	+	0.7942	79.42%
Aromatase binding	+	0.7944	79.44%
PPAR gamma	+	0.6215	62.15%
Honey bee toxicity	-	0.9332	93.32%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	97.65%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.10%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.56%	93.99%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.14%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.46%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	89.32%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.32%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	88.52%	94.75%
CHEMBL2535	P11166	Glucose transporter	87.83%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.98%	93.03%
CHEMBL1255126	O15151	Protein Mdm4	82.38%	90.20%

Plants that contains it

• Cymbidium aloifolium

Cross-Links

• PubChem: 3086629
• LOTUS: LTS0245725
• wikiData: Q82901549