[5-Acetyloxy-6-hydroxy-4-[3-(4-methoxyphenyl)prop-2-enoyloxy]-2-methyloxan-3-yl] 3-(4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 55e2a0da-6768-4ff9-ad07-b3728ee1ae2c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [5-acetyloxy-6-hydroxy-4-[3-(4-methoxyphenyl)prop-2-enoyloxy]-2-methyloxan-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)O)OC(=O)C)OC(=O)C=CC2=CC=C(C=C2)OC)OC(=O)C=CC3=CC=C(C=C3)OC
• SMILES (Isomeric): CC1C(C(C(C(O1)O)OC(=O)C)OC(=O)C=CC2=CC=C(C=C2)OC)OC(=O)C=CC3=CC=C(C=C3)OC
• InChI: InChI=1S/C28H30O10/c1-17-25(37-23(30)15-9-19-5-11-21(33-3)12-6-19)26(27(28(32)35-17)36-18(2)29)38-24(31)16-10-20-7-13-22(34-4)14-8-20/h5-17,25-28,32H,1-4H3
• InChI Key: ODLWVJASYLYINB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₀
• Molecular Weight: 526.50 g/mol
• Exact Mass: 526.18389715 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9250	92.50%
Caco-2	-	0.7490	74.90%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7325	73.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9248	92.48%
P-glycoprotein inhibitior	+	0.8397	83.97%
P-glycoprotein substrate	-	0.9006	90.06%
CYP3A4 substrate	+	0.5709	57.09%
CYP2C9 substrate	-	0.7946	79.46%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.7413	74.13%
CYP2C9 inhibition	-	0.9820	98.20%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8905	89.05%
CYP2C8 inhibition	-	0.7757	77.57%
CYP inhibitory promiscuity	-	0.7313	73.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8739	87.39%
Carcinogenicity (trinary)	Danger	0.5581	55.81%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.7773	77.73%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8068	80.68%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.9368	93.68%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7275	72.75%
Acute Oral Toxicity (c)	III	0.4736	47.36%
Estrogen receptor binding	+	0.7816	78.16%
Androgen receptor binding	+	0.5499	54.99%
Thyroid receptor binding	+	0.5965	59.65%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	-	0.5843	58.43%
PPAR gamma	+	0.5334	53.34%
Honey bee toxicity	-	0.8372	83.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9640	96.40%

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%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.09%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.43%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.04%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.26%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.48%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.99%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.83%	81.11%

Plants that contains it

• Scrophularia buergeriana

Cross-Links

• PubChem: 162981038
• LOTUS: LTS0274078
• wikiData: Q105189912