4-[4-Hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]but-3-en-2-one

Details

• Internal ID: 660ad04f-773d-4d07-baed-fbe111db43fb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 4-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]but-3-en-2-one
• SMILES (Canonical): CC(=O)C=CC1=CC(=C(C=C1)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(=O)C=CC1=CC(=C(C=C1)O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C16H20O8/c1-8(18)2-3-9-4-5-10(19)11(6-9)23-16-15(22)14(21)13(20)12(7-17)24-16/h2-6,12-17,19-22H,7H2,1H3
• InChI Key: MUEZIDNXMWEAOM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₈
• Molecular Weight: 340.32 g/mol
• Exact Mass: 340.11581759 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.83
• 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	-	0.5798	57.98%
Caco-2	-	0.8893	88.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6826	68.26%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8177	81.77%
P-glycoprotein inhibitior	-	0.9284	92.84%
P-glycoprotein substrate	-	0.9379	93.79%
CYP3A4 substrate	-	0.5074	50.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.8285	82.85%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.8892	88.92%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.8721	87.21%
CYP2C8 inhibition	-	0.5963	59.63%
CYP inhibitory promiscuity	-	0.5499	54.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7420	74.20%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8022	80.22%
Skin irritation	-	0.8088	80.88%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7526	75.26%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.7814	78.14%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7154	71.54%
Acute Oral Toxicity (c)	III	0.7569	75.69%
Estrogen receptor binding	+	0.5665	56.65%
Androgen receptor binding	-	0.5286	52.86%
Thyroid receptor binding	+	0.5134	51.34%
Glucocorticoid receptor binding	+	0.6555	65.55%
Aromatase binding	+	0.5233	52.33%
PPAR gamma	+	0.5976	59.76%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.8212	82.12%

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	99.36%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.33%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.26%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.95%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	91.96%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.89%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.07%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL3194	P02766	Transthyretin	88.40%	90.71%
CHEMBL2581	P07339	Cathepsin D	84.53%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.72%	89.62%
CHEMBL4208	P20618	Proteasome component C5	81.01%	90.00%

Plants that contains it

• Helichrysum arenarium

Cross-Links

• PubChem: 162952070
• LOTUS: LTS0183808
• wikiData: Q105172260