(+/-)-peniphenone E

Details

• Internal ID: 8ae31d63-e839-4201-8570-22ad71eadd6a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-[4-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3-hydroxy-5-oxo-2H-furan-2-yl]acetic acid
• SMILES (Canonical): CC1=CC(=C(C(=C1O)CC2=C(C(OC2=O)CC(=O)O)O)O)C(=O)C
• SMILES (Isomeric): CC1=CC(=C(C(=C1O)CC2=C(C(OC2=O)CC(=O)O)O)O)C(=O)C
• InChI: InChI=1S/C16H16O8/c1-6-3-8(7(2)17)14(21)9(13(6)20)4-10-15(22)11(5-12(18)19)24-16(10)23/h3,11,20-22H,4-5H2,1-2H3,(H,18,19)
• InChI Key: UUIXAUNVUMHZTJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₈
• Molecular Weight: 336.29 g/mol
• Exact Mass: 336.08451746 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• MEGxm0_000230
• CHEMBL4475663

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9438	94.38%
Caco-2	-	0.7759	77.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6738	67.38%
OATP2B1 inhibitior	-	0.7094	70.94%
OATP1B1 inhibitior	+	0.7244	72.44%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7423	74.23%
P-glycoprotein inhibitior	-	0.8697	86.97%
P-glycoprotein substrate	-	0.7795	77.95%
CYP3A4 substrate	-	0.5088	50.88%
CYP2C9 substrate	+	0.7917	79.17%
CYP2D6 substrate	-	0.8861	88.61%
CYP3A4 inhibition	-	0.8226	82.26%
CYP2C9 inhibition	-	0.6637	66.37%
CYP2C19 inhibition	-	0.6579	65.79%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.6840	68.40%
CYP2C8 inhibition	-	0.6339	63.39%
CYP inhibitory promiscuity	-	0.6826	68.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6007	60.07%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.6013	60.13%
Skin irritation	-	0.6876	68.76%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7067	70.67%
Micronuclear	+	0.6318	63.18%
Hepatotoxicity	+	0.5496	54.96%
skin sensitisation	-	0.5472	54.72%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8110	81.10%
Acute Oral Toxicity (c)	III	0.4686	46.86%
Estrogen receptor binding	+	0.7634	76.34%
Androgen receptor binding	+	0.6607	66.07%
Thyroid receptor binding	-	0.6993	69.93%
Glucocorticoid receptor binding	+	0.7915	79.15%
Aromatase binding	-	0.5445	54.45%
PPAR gamma	+	0.5393	53.93%
Honey bee toxicity	-	0.9266	92.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9702	97.02%

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	96.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.20%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.33%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.21%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.04%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.90%	89.34%
CHEMBL4208	P20618	Proteasome component C5	80.71%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54680454
• LOTUS: LTS0184165
• wikiData: Q104198927