(5-Acetyloxy-4,6-dihydroxy-2-methyloxan-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: a08243d6-f1a6-43bf-857f-ad32bd9348c1
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (5-acetyloxy-4,6-dihydroxy-2-methyloxan-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C19H24O9/c1-10-17(16(22)18(19(23)26-10)27-11(2)20)28-15(21)8-6-12-5-7-13(24-3)14(9-12)25-4/h5-10,16-19,22-23H,1-4H3
• InChI Key: ONEXBDOPCBANRU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₉
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.14203234 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7918	79.18%
Caco-2	-	0.6683	66.83%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5286	52.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9019	90.19%
OATP1B3 inhibitior	+	0.8600	86.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4591	45.91%
P-glycoprotein inhibitior	-	0.5443	54.43%
P-glycoprotein substrate	-	0.7500	75.00%
CYP3A4 substrate	+	0.5808	58.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.6696	66.96%
CYP2C9 inhibition	-	0.8530	85.30%
CYP2C19 inhibition	-	0.8114	81.14%
CYP2D6 inhibition	-	0.8626	86.26%
CYP1A2 inhibition	-	0.8061	80.61%
CYP2C8 inhibition	+	0.4795	47.95%
CYP inhibitory promiscuity	-	0.5084	50.84%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9039	90.39%
Carcinogenicity (trinary)	Non-required	0.4765	47.65%
Eye corrosion	-	0.9692	96.92%
Eye irritation	-	0.9450	94.50%
Skin irritation	-	0.7224	72.24%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6179	61.79%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8515	85.15%
Acute Oral Toxicity (c)	III	0.4733	47.33%
Estrogen receptor binding	+	0.6723	67.23%
Androgen receptor binding	-	0.5715	57.15%
Thyroid receptor binding	+	0.5508	55.08%
Glucocorticoid receptor binding	-	0.6044	60.44%
Aromatase binding	-	0.6389	63.89%
PPAR gamma	-	0.6554	65.54%
Honey bee toxicity	-	0.8253	82.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5493	54.93%
Fish aquatic toxicity	+	0.9333	93.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.41%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.05%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.72%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.31%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.89%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.04%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.73%	85.14%
CHEMBL4208	P20618	Proteasome component C5	83.67%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.68%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	82.38%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.93%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.44%	95.50%
CHEMBL3194	P02766	Transthyretin	80.00%	90.71%

Plants that contains it

• Buddleja asiatica

Cross-Links

• PubChem: 163081558
• LOTUS: LTS0133607
• wikiData: Q105194634