10-Hydroxy-10-(2-oxohexyl)phenanthren-9-one

Details

• Internal ID: b1ea6ad8-8ffc-4026-8f7b-5c10f97860b7
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 10-hydroxy-10-(2-oxohexyl)phenanthren-9-one
• SMILES (Canonical): CCCCC(=O)CC1(C2=CC=CC=C2C3=CC=CC=C3C1=O)O
• SMILES (Isomeric): CCCCC(=O)CC1(C2=CC=CC=C2C3=CC=CC=C3C1=O)O
• InChI: InChI=1S/C20H20O3/c1-2-3-8-14(21)13-20(23)18-12-7-6-10-16(18)15-9-4-5-11-17(15)19(20)22/h4-7,9-12,23H,2-3,8,13H2,1H3
• InChI Key: HRVMRUJBSYZEBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₃
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6572	65.72%
Blood Brain Barrier	+	0.5054	50.54%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7997	79.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	+	0.9704	97.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7359	73.59%
P-glycoprotein inhibitior	-	0.4393	43.93%
P-glycoprotein substrate	-	0.7362	73.62%
CYP3A4 substrate	-	0.5157	51.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7485	74.85%
CYP3A4 inhibition	-	0.7032	70.32%
CYP2C9 inhibition	-	0.7705	77.05%
CYP2C19 inhibition	-	0.8363	83.63%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.6882	68.82%
CYP2C8 inhibition	-	0.6861	68.61%
CYP inhibitory promiscuity	-	0.9023	90.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5935	59.35%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.5166	51.66%
Skin corrosion	-	0.8883	88.83%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6027	60.27%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6095	60.95%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7712	77.12%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.7044	70.44%
Androgen receptor binding	+	0.6398	63.98%
Thyroid receptor binding	-	0.5663	56.63%
Glucocorticoid receptor binding	+	0.7430	74.30%
Aromatase binding	+	0.7626	76.26%
PPAR gamma	+	0.8287	82.87%
Honey bee toxicity	-	0.9843	98.43%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.47%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.32%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.70%	85.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.83%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	87.37%	93.31%
CHEMBL221	P23219	Cyclooxygenase-1	84.25%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	82.91%	98.03%
CHEMBL2535	P11166	Glucose transporter	81.92%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.65%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Toona ciliata

Cross-Links

• PubChem: 162820440
• LOTUS: LTS0045857
• wikiData: Q104168333