Tert-butyl 2-(9-hydroxy-10-oxophenanthren-9-yl)acetate

Details

• Internal ID: 4c9e8e4f-7cd5-42cb-b672-d6737e4229d9
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: tert-butyl 2-(9-hydroxy-10-oxophenanthren-9-yl)acetate
• SMILES (Canonical): CC(C)(C)OC(=O)CC1(C2=CC=CC=C2C3=CC=CC=C3C1=O)O
• SMILES (Isomeric): CC(C)(C)OC(=O)CC1(C2=CC=CC=C2C3=CC=CC=C3C1=O)O
• InChI: InChI=1S/C20H20O4/c1-19(2,3)24-17(21)12-20(23)16-11-7-6-9-14(16)13-8-4-5-10-15(13)18(20)22/h4-11,23H,12H2,1-3H3
• InChI Key: GAHIOVYJRASZJS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.6526	65.26%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7782	77.82%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8775	87.75%
P-glycoprotein inhibitior	-	0.6516	65.16%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	-	0.7598	75.98%
CYP2C9 inhibition	-	0.7361	73.61%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.6941	69.41%
CYP2C8 inhibition	-	0.7094	70.94%
CYP inhibitory promiscuity	-	0.9118	91.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.7244	72.44%
Skin irritation	-	0.7966	79.66%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8500	85.00%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6532	65.32%
skin sensitisation	-	0.7521	75.21%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7093	70.93%
Acute Oral Toxicity (c)	III	0.6622	66.22%
Estrogen receptor binding	+	0.9002	90.02%
Androgen receptor binding	+	0.6307	63.07%
Thyroid receptor binding	+	0.6666	66.66%
Glucocorticoid receptor binding	+	0.8647	86.47%
Aromatase binding	+	0.6977	69.77%
PPAR gamma	+	0.6536	65.36%
Honey bee toxicity	-	0.9320	93.20%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9789	97.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.47%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.59%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.17%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.65%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.47%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.91%	80.78%

Plants that contains it

• Toona ciliata

Cross-Links

• PubChem: 129730354
• LOTUS: LTS0009271
• wikiData: Q104166945