[2,3,5-Trihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: ec22f2ab-b3ea-4c29-abc2-f41475360230
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C17H22O10/c1-24-9-5-8(6-10(25-2)13(9)20)3-4-12(19)27-16-14(21)11(7-18)26-17(23)15(16)22/h3-6,11,14-18,20-23H,7H2,1-2H3
• InChI Key: MFVPONXXQJAXCJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₁₀
• Molecular Weight: 386.30 g/mol
• Exact Mass: 386.12129689 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6048	60.48%
Caco-2	-	0.8519	85.19%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6192	61.92%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.7883	78.83%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8094	80.94%
P-glycoprotein inhibitior	-	0.8425	84.25%
P-glycoprotein substrate	-	0.8314	83.14%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.7213	72.13%
CYP2C9 inhibition	-	0.8850	88.50%
CYP2C19 inhibition	-	0.8591	85.91%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	-	0.8581	85.81%
CYP2C8 inhibition	-	0.5599	55.99%
CYP inhibitory promiscuity	-	0.6070	60.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7696	76.96%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.8214	82.14%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.8078	80.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7638	76.38%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.7694	76.94%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8035	80.35%
Acute Oral Toxicity (c)	III	0.7544	75.44%
Estrogen receptor binding	+	0.6278	62.78%
Androgen receptor binding	-	0.5914	59.14%
Thyroid receptor binding	+	0.5817	58.17%
Glucocorticoid receptor binding	-	0.5406	54.06%
Aromatase binding	-	0.6564	65.64%
PPAR gamma	-	0.5487	54.87%
Honey bee toxicity	-	0.8344	83.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.7406	74.06%

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	99.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.31%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.95%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.89%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.60%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.02%	99.17%
CHEMBL3194	P02766	Transthyretin	85.30%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.76%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.69%	92.94%
CHEMBL2581	P07339	Cathepsin D	80.08%	98.95%

Plants that contains it

• Fagraea gracilipes

Cross-Links

• PubChem: 73821017
• LOTUS: LTS0200795
• wikiData: Q105163034