Phenylnannolone A

Details

• Internal ID: 058c3068-233c-464d-a55d-b219f1934e7a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 6-[(1E,3E,5E)-3-ethyl-6-phenylhexa-1,3,5-trienyl]pyran-2-one
• SMILES (Canonical): CCC(=CC=CC1=CC=CC=C1)C=CC2=CC=CC(=O)O2
• SMILES (Isomeric): CC/C(=C\C=C\C1=CC=CC=C1)/C=C/C2=CC=CC(=O)O2
• InChI: InChI=1S/C19H18O2/c1-2-16(10-6-11-17-8-4-3-5-9-17)14-15-18-12-7-13-19(20)21-18/h3-15H,2H2,1H3/b11-6+,15-14+,16-10+
• InChI Key: RRPLGXJSBDXTJL-SWXKCSOPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₂
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8024	80.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7225	72.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8455	84.55%
P-glycoprotein inhibitior	-	0.8237	82.37%
P-glycoprotein substrate	-	0.8853	88.53%
CYP3A4 substrate	-	0.5511	55.11%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.6750	67.50%
CYP2C9 inhibition	+	0.5849	58.49%
CYP2C19 inhibition	+	0.8374	83.74%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	+	0.7025	70.25%
CYP2C8 inhibition	+	0.5281	52.81%
CYP inhibitory promiscuity	+	0.8932	89.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7513	75.13%
Carcinogenicity (trinary)	Non-required	0.3817	38.17%
Eye corrosion	-	0.9428	94.28%
Eye irritation	+	0.5439	54.39%
Skin irritation	-	0.5750	57.50%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8243	82.43%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.6855	68.55%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8348	83.48%
Acute Oral Toxicity (c)	III	0.8163	81.63%
Estrogen receptor binding	+	0.9595	95.95%
Androgen receptor binding	+	0.5904	59.04%
Thyroid receptor binding	+	0.5400	54.00%
Glucocorticoid receptor binding	-	0.5052	50.52%
Aromatase binding	+	0.9391	93.91%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9441	94.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9584	95.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.42%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.67%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.71%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.51%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.18%	94.73%
CHEMBL3959	P16083	Quinone reductase 2	84.50%	89.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.31%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.77%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.31%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.81%	91.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.41%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585743
• LOTUS: LTS0239923
• wikiData: Q77490681