Feddeiketone B

Details

• Internal ID: d1e8fabe-8571-4f0d-96bc-ad50d40933cb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 3-hydroxy-1-(3-hydroxy-4,5-dimethoxyphenyl)propan-1-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)O)C(=O)CCO
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)O)C(=O)CCO
• InChI: InChI=1S/C11H14O5/c1-15-10-6-7(8(13)3-4-12)5-9(14)11(10)16-2/h5-6,12,14H,3-4H2,1-2H3
• InChI Key: GEBWXMCCQWXQLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• J3.544.216B

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.8212	82.12%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8986	89.86%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8138	81.38%
P-glycoprotein inhibitior	-	0.9593	95.93%
P-glycoprotein substrate	-	0.9374	93.74%
CYP3A4 substrate	-	0.5772	57.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6904	69.04%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.7650	76.50%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.5278	52.78%
CYP2C8 inhibition	+	0.4467	44.67%
CYP inhibitory promiscuity	-	0.8834	88.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.7853	78.53%
Eye corrosion	-	0.9348	93.48%
Eye irritation	+	0.9554	95.54%
Skin irritation	-	0.6337	63.37%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6776	67.76%
Micronuclear	-	0.8023	80.23%
Hepatotoxicity	-	0.6070	60.70%
skin sensitisation	-	0.5648	56.48%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7168	71.68%
Acute Oral Toxicity (c)	III	0.8296	82.96%
Estrogen receptor binding	-	0.6123	61.23%
Androgen receptor binding	-	0.8806	88.06%
Thyroid receptor binding	-	0.6883	68.83%
Glucocorticoid receptor binding	-	0.7401	74.01%
Aromatase binding	-	0.6228	62.28%
PPAR gamma	-	0.7454	74.54%
Honey bee toxicity	-	0.9598	95.98%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8436	84.36%
Fish aquatic toxicity	-	0.7171	71.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.97%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.00%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.50%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	87.00%	90.20%
CHEMBL4208	P20618	Proteasome component C5	86.43%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.32%	96.00%

Plants that contains it

• Daphne feddei
• Solanum aculeatissimum

Cross-Links

• PubChem: 57409879
• NPASS: NPC15