Phellinone

Details

• Internal ID: c7dbbd24-8031-4b9e-a015-27ef46d6be23
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-[(E)-2-[(1S,6S)-2,2,6-trimethyl-5-oxocyclohexyl]ethenyl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(CCC1=O)(C)C)C=CC2=CC(=O)OC2
• SMILES (Isomeric): C[C@H]1[C@@H](C(CCC1=O)(C)C)/C=C/C2=CC(=O)OC2
• InChI: InChI=1S/C15H20O3/c1-10-12(15(2,3)7-6-13(10)16)5-4-11-8-14(17)18-9-11/h4-5,8,10,12H,6-7,9H2,1-3H3/b5-4+/t10-,12-/m0/s1
• InChI Key: RYWMKAMLWXSVJC-XVHVLHHCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.7185	71.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6162	61.62%
P-glycoprotein inhibitior	-	0.8924	89.24%
P-glycoprotein substrate	-	0.8384	83.84%
CYP3A4 substrate	+	0.5500	55.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9104	91.04%
CYP3A4 inhibition	-	0.8450	84.50%
CYP2C9 inhibition	-	0.8501	85.01%
CYP2C19 inhibition	-	0.8390	83.90%
CYP2D6 inhibition	-	0.9139	91.39%
CYP1A2 inhibition	-	0.5307	53.07%
CYP2C8 inhibition	-	0.9002	90.02%
CYP inhibitory promiscuity	-	0.8196	81.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.4967	49.67%
Eye corrosion	-	0.9699	96.99%
Eye irritation	-	0.9653	96.53%
Skin irritation	+	0.5211	52.11%
Skin corrosion	-	0.8294	82.94%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4370	43.70%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6483	64.83%
skin sensitisation	+	0.5279	52.79%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5726	57.26%
Acute Oral Toxicity (c)	III	0.6566	65.66%
Estrogen receptor binding	-	0.6619	66.19%
Androgen receptor binding	-	0.5172	51.72%
Thyroid receptor binding	-	0.7805	78.05%
Glucocorticoid receptor binding	-	0.4798	47.98%
Aromatase binding	-	0.6671	66.71%
PPAR gamma	+	0.5460	54.60%
Honey bee toxicity	-	0.7720	77.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9555	95.55%

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	95.22%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.12%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.55%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.29%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.72%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.10%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.61%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.93%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.01%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	80.86%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.83%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.36%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.10%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583263
• LOTUS: LTS0038708
• wikiData: Q75057933