[(2S,3R,4S,5S,6R)-2-(3-acetyl-2,4,6-trihydroxyphenyl)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 2c97a404-b51a-4d18-b3f0-9620eb0211fa
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-(3-acetyl-2,4,6-trihydroxyphenyl)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-phenylprop-2-enoate
• InChI: InChI=1S/C23H24O10/c1-11(25)17-13(26)9-14(27)18(20(17)30)22-23(21(31)19(29)15(10-24)32-22)33-16(28)8-7-12-5-3-2-4-6-12/h2-9,15,19,21-24,26-27,29-31H,10H2,1H3/b8-7+/t15-,19-,21+,22+,23-/m1/s1
• InChI Key: PQJMXPLWFWXATQ-FMXNNDMXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₀
• Molecular Weight: 460.40 g/mol
• Exact Mass: 460.13694696 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6153	61.53%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7025	70.25%
OATP2B1 inhibitior	+	0.5857	58.57%
OATP1B1 inhibitior	+	0.7566	75.66%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6246	62.46%
P-glycoprotein inhibitior	-	0.5957	59.57%
P-glycoprotein substrate	-	0.7952	79.52%
CYP3A4 substrate	+	0.5838	58.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.8111	81.11%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8879	88.79%
CYP2C8 inhibition	+	0.5910	59.10%
CYP inhibitory promiscuity	-	0.6537	65.37%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8713	87.13%
Skin irritation	-	0.8508	85.08%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7707	77.07%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8824	88.24%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9362	93.62%
Acute Oral Toxicity (c)	III	0.6956	69.56%
Estrogen receptor binding	+	0.6606	66.06%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	-	0.5735	57.35%
Glucocorticoid receptor binding	+	0.5801	58.01%
Aromatase binding	-	0.6337	63.37%
PPAR gamma	+	0.6474	64.74%
Honey bee toxicity	-	0.8472	84.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9497	94.97%

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	99.58%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.79%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.64%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.86%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.22%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.08%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.58%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.01%	95.50%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.50%	94.08%

Plants that contains it

• Upuna borneensis

Cross-Links

• PubChem: 21579258
• LOTUS: LTS0151516
• wikiData: Q105213253