1-(4-Hydroxyphenyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethanone

Details

• Internal ID: ec64e64f-ad16-4b76-b584-7c0669e12e3b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(4-hydroxyphenyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethanone
• SMILES (Canonical): C1=CC(=CC=C1C(=O)COC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)COC2C(C(C(C(O2)CO)O)O)O)O
• InChI: InChI=1S/C14H18O8/c15-5-10-11(18)12(19)13(20)14(22-10)21-6-9(17)7-1-3-8(16)4-2-7/h1-4,10-16,18-20H,5-6H2
• InChI Key: ITSGGSZQQLOKQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.61
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8214	82.14%
Caco-2	-	0.7656	76.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7033	70.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9334	93.34%
P-glycoprotein inhibitior	-	0.9368	93.68%
P-glycoprotein substrate	-	0.9587	95.87%
CYP3A4 substrate	-	0.5392	53.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.9318	93.18%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.9504	95.04%
CYP2C8 inhibition	+	0.5870	58.70%
CYP inhibitory promiscuity	-	0.7535	75.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.7460	74.60%
Skin irritation	-	0.8372	83.72%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7649	76.49%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8737	87.37%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6269	62.69%
Acute Oral Toxicity (c)	III	0.6035	60.35%
Estrogen receptor binding	-	0.6540	65.40%
Androgen receptor binding	-	0.4875	48.75%
Thyroid receptor binding	-	0.5877	58.77%
Glucocorticoid receptor binding	-	0.5526	55.26%
Aromatase binding	-	0.7350	73.50%
PPAR gamma	-	0.5482	54.82%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8350	83.50%
Fish aquatic toxicity	-	0.4833	48.33%

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	95.29%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.52%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.57%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.75%	97.09%
CHEMBL3194	P02766	Transthyretin	83.92%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.22%	85.00%
CHEMBL3401	O75469	Pregnane X receptor	82.65%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.29%	89.67%
CHEMBL4208	P20618	Proteasome component C5	80.24%	90.00%

Plants that contains it

• Picea abies

Cross-Links

• PubChem: 163009624
• LOTUS: LTS0259818
• wikiData: Q105120277