1-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone

Details

• Internal ID: d7f710d3-9db4-4dcd-b202-798277b9362a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=CC=CC=C1OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(=O)C1=CC=CC=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H18O7/c1-7(16)8-4-2-3-5-9(8)20-14-13(19)12(18)11(17)10(6-15)21-14/h2-5,10-15,17-19H,6H2,1H3/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: DEVVKVWCFXPLGG-RKQHYHRCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₇
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.10525291 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.93
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6968	69.68%
Caco-2	-	0.8217	82.17%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9235	92.35%
P-glycoprotein inhibitior	-	0.9510	95.10%
P-glycoprotein substrate	-	0.9501	95.01%
CYP3A4 substrate	-	0.5360	53.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.9323	93.23%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8956	89.56%
CYP2C8 inhibition	-	0.7695	76.95%
CYP inhibitory promiscuity	-	0.6895	68.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7453	74.53%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.8162	81.62%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5681	56.81%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	-	0.7118	71.18%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.7083	70.83%
Acute Oral Toxicity (c)	III	0.7648	76.48%
Estrogen receptor binding	-	0.7887	78.87%
Androgen receptor binding	-	0.7209	72.09%
Thyroid receptor binding	-	0.6953	69.53%
Glucocorticoid receptor binding	-	0.7047	70.47%
Aromatase binding	-	0.7835	78.35%
PPAR gamma	+	0.5387	53.87%
Honey bee toxicity	-	0.8571	85.71%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	+	0.6459	64.59%

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	96.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.84%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.67%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.66%	95.50%
CHEMBL2321614	Q9NPC2	Potassium channel subfamily K member 9	83.97%	80.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.22%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.21%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.07%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.01%	94.00%

Plants that contains it

• Chione venosa

Cross-Links

• PubChem: 102207693
• LOTUS: LTS0006350
• wikiData: Q104977562