3,4-Phenanthrenequinone

Details

• Internal ID: 5c1de5e8-ef58-4a98-b53e-1f2a22ae3171
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: phenanthrene-3,4-dione
• InChI: InChI=1S/C14H8O2/c15-12-8-7-10-6-5-9-3-1-2-4-11(9)13(10)14(12)16/h1-8H
• InChI Key: NKGGYWQZHFAHRK-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₈O₂
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.052429494 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 4733-11-3
• 3,4-Phenanthrenequinone
• T5W093U4IM
• NSC-115100
• DTXSID20197108
• RefChem:91272
• DTXCID90119599
• phenanthrene-3,4-dione
• CHEMBL4213662
• Benzonaphthalindion
• NSC115100
• UNII-T5W093U4IM
• 5,6-PHENANTHRAQUINONE
• SCHEMBL380656
• PHENANTHRENE-5,6-DIONE
• BDBM50458271
• NSC 115100
• DB-217796

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8192	81.92%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7042	70.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9639	96.39%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6686	66.86%
P-glycoprotein inhibitior	-	0.9251	92.51%
P-glycoprotein substrate	-	0.9665	96.65%
CYP3A4 substrate	-	0.5425	54.25%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.8398	83.98%
CYP3A4 inhibition	-	0.8436	84.36%
CYP2C9 inhibition	+	0.8150	81.50%
CYP2C19 inhibition	+	0.6630	66.30%
CYP2D6 inhibition	-	0.5770	57.70%
CYP1A2 inhibition	+	0.9061	90.61%
CYP2C8 inhibition	-	0.8950	89.50%
CYP inhibitory promiscuity	+	0.5999	59.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8575	85.75%
Carcinogenicity (trinary)	Non-required	0.5254	52.54%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.9583	95.83%
Skin irritation	+	0.7847	78.47%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8449	84.49%
Micronuclear	-	0.6408	64.08%
Hepatotoxicity	+	0.6573	65.73%
skin sensitisation	+	0.9123	91.23%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.6257	62.57%
Acute Oral Toxicity (c)	II	0.5817	58.17%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.8707	87.07%
Thyroid receptor binding	-	0.5072	50.72%
Glucocorticoid receptor binding	+	0.8235	82.35%
Aromatase binding	+	0.7640	76.40%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9061	90.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	942 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.09%	95.56%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	91.26%	96.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.34%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.05%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.76%	92.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.30%	93.99%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 97313
• NPASS: NPC5968