5-Methoxy-7-hydroxy-9,10-dihydro-1,4-phenanthrenequinone

Details

• Internal ID: 6958286c-1db7-410e-9f7d-6a915c4e3e1e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 7-hydroxy-5-methoxy-9,10-dihydrophenanthrene-1,4-dione
• SMILES (Canonical): COC1=CC(=CC2=C1C3=C(CC2)C(=O)C=CC3=O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C3=C(CC2)C(=O)C=CC3=O)O
• InChI: InChI=1S/C15H12O4/c1-19-13-7-9(16)6-8-2-3-10-11(17)4-5-12(18)15(10)14(8)13/h4-7,16H,2-3H2,1H3
• InChI Key: UDZFBCPUSPWLBS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.5878	58.78%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9011	90.11%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.9754	97.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6304	63.04%
P-glycoprotein inhibitior	-	0.9369	93.69%
P-glycoprotein substrate	-	0.8964	89.64%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.7782	77.82%
CYP3A4 inhibition	-	0.7330	73.30%
CYP2C9 inhibition	+	0.7090	70.90%
CYP2C19 inhibition	+	0.5819	58.19%
CYP2D6 inhibition	-	0.7664	76.64%
CYP1A2 inhibition	+	0.9553	95.53%
CYP2C8 inhibition	-	0.6689	66.89%
CYP inhibitory promiscuity	+	0.6555	65.55%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8129	81.29%
Carcinogenicity (trinary)	Non-required	0.5177	51.77%
Eye corrosion	-	0.9724	97.24%
Eye irritation	+	0.8856	88.56%
Skin irritation	-	0.6374	63.74%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6288	62.88%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5244	52.44%
skin sensitisation	-	0.7901	79.01%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6400	64.00%
Acute Oral Toxicity (c)	II	0.4363	43.63%
Estrogen receptor binding	+	0.7080	70.80%
Androgen receptor binding	+	0.6539	65.39%
Thyroid receptor binding	-	0.7169	71.69%
Glucocorticoid receptor binding	+	0.6724	67.24%
Aromatase binding	-	0.6098	60.98%
PPAR gamma	+	0.6627	66.27%
Honey bee toxicity	-	0.9416	94.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.9647	96.47%

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	97.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.16%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.65%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.81%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.71%	94.00%
CHEMBL2535	P11166	Glucose transporter	82.76%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.49%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.64%	91.07%

Plants that contains it

• Dendrobium draconis

Cross-Links

• PubChem: 53343359
• LOTUS: LTS0265729
• wikiData: Q105270697