[(2S,3S,4S,5R,6R)-4-acetyloxy-5,6-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 52e754b1-8c09-4e27-b7ba-3a4d3f2912c7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [(2S,3S,4S,5R,6R)-4-acetyloxy-5,6-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)O)O)OC(=O)C)OC(=O)C=CC2=CC=C(C=C2)OC
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O)O)OC(=O)C)OC(=O)/C=C/C2=CC=C(C=C2)OC
• InChI: InChI=1S/C18H22O8/c1-10-16(17(25-11(2)19)15(21)18(22)24-10)26-14(20)9-6-12-4-7-13(23-3)8-5-12/h4-10,15-18,21-22H,1-3H3/b9-6+/t10-,15+,16-,17-,18+/m0/s1
• InChI Key: VMSZXJQLNONAIB-OZBYLCEBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₈
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.13146766 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7938	79.38%
Caco-2	-	0.7056	70.56%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9195	91.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6551	65.51%
P-glycoprotein inhibitior	-	0.6152	61.52%
P-glycoprotein substrate	-	0.8864	88.64%
CYP3A4 substrate	+	0.5670	56.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.8068	80.68%
CYP2C9 inhibition	-	0.9526	95.26%
CYP2C19 inhibition	-	0.9149	91.49%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.9226	92.26%
CYP2C8 inhibition	-	0.7695	76.95%
CYP inhibitory promiscuity	-	0.8062	80.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8911	89.11%
Carcinogenicity (trinary)	Danger	0.4555	45.55%
Eye corrosion	-	0.9736	97.36%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.7355	73.55%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3895	38.95%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6057	60.57%
skin sensitisation	-	0.9109	91.09%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6783	67.83%
Acute Oral Toxicity (c)	III	0.5430	54.30%
Estrogen receptor binding	+	0.6512	65.12%
Androgen receptor binding	-	0.5770	57.70%
Thyroid receptor binding	+	0.5439	54.39%
Glucocorticoid receptor binding	-	0.5423	54.23%
Aromatase binding	-	0.5840	58.40%
PPAR gamma	-	0.7369	73.69%
Honey bee toxicity	-	0.8003	80.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9383	93.83%

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	97.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.46%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.50%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.01%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.50%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.42%	81.11%
CHEMBL1951	P21397	Monoamine oxidase A	80.11%	91.49%

Plants that contains it

• Buddleja asiatica

Cross-Links

• PubChem: 102394754
• LOTUS: LTS0126768
• wikiData: Q105289260