(3,4,5,6-Tetrahydroxyoxan-2-yl)methyl 3-(4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 9cb03fbd-6d31-4d3c-bf79-c091dee6a1e5
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: (3,4,5,6-tetrahydroxyoxan-2-yl)methyl 3-(4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC(=O)OCC2C(C(C(C(O2)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C=CC(=O)OCC2C(C(C(C(O2)O)O)O)O
• InChI: InChI=1S/C16H20O8/c1-22-10-5-2-9(3-6-10)4-7-12(17)23-8-11-13(18)14(19)15(20)16(21)24-11/h2-7,11,13-16,18-21H,8H2,1H3
• InChI Key: MTOYMHLXRWCTMD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₈
• Molecular Weight: 340.32 g/mol
• Exact Mass: 340.11581759 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6115	61.15%
Caco-2	-	0.7945	79.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7029	70.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6670	66.70%
P-glycoprotein inhibitior	-	0.9005	90.05%
P-glycoprotein substrate	-	0.9561	95.61%
CYP3A4 substrate	+	0.5264	52.64%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8528	85.28%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.8790	87.90%
CYP2C8 inhibition	-	0.6907	69.07%
CYP inhibitory promiscuity	-	0.5987	59.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9416	94.16%
Skin irritation	-	0.7952	79.52%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3943	39.43%
Micronuclear	+	0.5766	57.66%
Hepatotoxicity	-	0.6819	68.19%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8461	84.61%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.6237	62.37%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6091	60.91%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5061	50.61%
PPAR gamma	-	0.6835	68.35%
Honey bee toxicity	-	0.9027	90.27%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7565	75.65%

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	97.47%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.39%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.31%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.28%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.74%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	91.05%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.29%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.41%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.30%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.24%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.22%	86.92%

Plants that contains it

• Spiraea canescens

Cross-Links

• PubChem: 75038548
• LOTUS: LTS0099661
• wikiData: Q104888775