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

Details

• Internal ID: 1f8785ca-03aa-4b8a-a502-07869599a82b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2-[(2S,3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-3,5-dihydroxyoxan-2-yl]oxyphenyl]methyl benzoate
• InChI: InChI=1S/C24H26O10/c1-14(25)30-13-19-20(27)22(32-15(2)26)21(28)24(34-19)33-18-11-7-6-10-17(18)12-31-23(29)16-8-4-3-5-9-16/h3-11,19-22,24,27-28H,12-13H2,1-2H3/t19-,20-,21-,22+,24-/m1/s1
• InChI Key: SXRXPSLQMYYQMF-SWAMLEPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₀
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.15259702 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6903	69.03%
Caco-2	-	0.7960	79.60%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7410	74.10%
OATP2B1 inhibitior	-	0.8459	84.59%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	-	0.2714	27.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9491	94.91%
P-glycoprotein inhibitior	+	0.8144	81.44%
P-glycoprotein substrate	-	0.8364	83.64%
CYP3A4 substrate	+	0.5936	59.36%
CYP2C9 substrate	-	0.5933	59.33%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.7386	73.86%
CYP2C19 inhibition	-	0.8249	82.49%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.7985	79.85%
CYP2C8 inhibition	+	0.5144	51.44%
CYP inhibitory promiscuity	-	0.7152	71.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7540	75.40%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9321	93.21%
Skin irritation	-	0.8753	87.53%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5476	54.76%
Micronuclear	-	0.5493	54.93%
Hepatotoxicity	-	0.6819	68.19%
skin sensitisation	-	0.8847	88.47%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5470	54.70%
Acute Oral Toxicity (c)	III	0.7729	77.29%
Estrogen receptor binding	+	0.7154	71.54%
Androgen receptor binding	-	0.6073	60.73%
Thyroid receptor binding	-	0.4940	49.40%
Glucocorticoid receptor binding	+	0.5770	57.70%
Aromatase binding	-	0.6434	64.34%
PPAR gamma	+	0.5918	59.18%
Honey bee toxicity	-	0.8060	80.60%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9465	94.65%

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	96.19%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.27%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.96%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.60%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.81%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.42%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.73%	95.93%
CHEMBL5028	O14672	ADAM10	81.90%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.58%	96.00%

Plants that contains it

• Kaempferia rotunda

Cross-Links

• PubChem: 16741794
• LOTUS: LTS0234065
• wikiData: Q105263299