[2-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]methyl benzoate

Details

• Internal ID: 73574f07-7233-4d3e-b4b2-1281f7abb2a7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]methyl benzoate
• InChI: InChI=1S/C22H24O9/c1-13(23)28-12-17-18(24)19(25)20(26)22(31-17)30-16-10-6-5-9-15(16)11-29-21(27)14-7-3-2-4-8-14/h2-10,17-20,22,24-26H,11-12H2,1H3/t17-,18-,19+,20-,22-/m1/s1
• InChI Key: CKCUUKXLYZDERN-OUUKCGNVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₉
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.14203234 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7071	70.71%
Caco-2	-	0.8548	85.48%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7362	73.62%
OATP2B1 inhibitior	-	0.8438	84.38%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.8966	89.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9000	90.00%
P-glycoprotein inhibitior	+	0.6120	61.20%
P-glycoprotein substrate	-	0.8935	89.35%
CYP3A4 substrate	+	0.5468	54.68%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.9366	93.66%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.9029	90.29%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	+	0.5132	51.32%
CYP inhibitory promiscuity	-	0.8214	82.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7055	70.55%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9347	93.47%
Skin irritation	-	0.8548	85.48%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5399	53.99%
Micronuclear	-	0.5293	52.93%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5141	51.41%
Acute Oral Toxicity (c)	III	0.7383	73.83%
Estrogen receptor binding	+	0.6915	69.15%
Androgen receptor binding	-	0.6468	64.68%
Thyroid receptor binding	-	0.5376	53.76%
Glucocorticoid receptor binding	-	0.4902	49.02%
Aromatase binding	-	0.4898	48.98%
PPAR gamma	+	0.5810	58.10%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9472	94.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.87%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.27%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.40%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.51%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.13%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.72%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.97%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.52%	98.75%
CHEMBL5028	O14672	ADAM10	80.86%	97.50%

Plants that contains it

• Curcuma wenyujin

Cross-Links

• PubChem: 162937620
• LOTUS: LTS0262805
• wikiData: Q104962130