[2-(Acetyloxymethyl)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 1fda8da8-f250-4c0f-be4f-2bab15a62faf
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [2-(acetyloxymethyl)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC(=O)C)OCCC4=CC(=C(C=C4)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC(=O)C)OCCC4=CC(=C(C=C4)O)O)O)O)O)O
• InChI: InChI=1S/C31H38O16/c1-14-24(38)25(39)26(40)31(44-14)47-29-27(41)30(42-10-9-17-4-7-19(34)21(36)12-17)45-22(13-43-15(2)32)28(29)46-23(37)8-5-16-3-6-18(33)20(35)11-16/h3-8,11-12,14,22,24-31,33-36,38-41H,9-10,13H2,1-2H3
• InChI Key: JBGBPOYDCGQCJC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₆
• Molecular Weight: 666.60 g/mol
• Exact Mass: 666.21598512 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7348	73.48%
Caco-2	-	0.9056	90.56%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8011	80.11%
OATP2B1 inhibitior	-	0.7267	72.67%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9113	91.13%
P-glycoprotein inhibitior	-	0.4577	45.77%
P-glycoprotein substrate	-	0.5850	58.50%
CYP3A4 substrate	+	0.6691	66.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	-	0.8354	83.54%
CYP2C9 inhibition	-	0.6830	68.30%
CYP2C19 inhibition	-	0.8226	82.26%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.8017	80.17%
CYP2C8 inhibition	+	0.7321	73.21%
CYP inhibitory promiscuity	-	0.7551	75.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7276	72.76%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.8391	83.91%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6420	64.20%
Micronuclear	-	0.7167	71.67%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8464	84.64%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9456	94.56%
Acute Oral Toxicity (c)	III	0.7734	77.34%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	-	0.6709	67.09%
Thyroid receptor binding	+	0.5434	54.34%
Glucocorticoid receptor binding	+	0.6314	63.14%
Aromatase binding	+	0.5227	52.27%
PPAR gamma	+	0.6982	69.82%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9594	95.94%

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	99.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.52%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.73%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.23%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.73%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.76%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.76%	99.17%
CHEMBL3194	P02766	Transthyretin	90.93%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.35%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.23%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.75%	94.80%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.68%	97.36%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.35%	80.78%
CHEMBL4208	P20618	Proteasome component C5	81.96%	90.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.95%	96.37%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.82%	94.62%

Plants that contains it

• Penstemon centranthifolius
• Santisukia kerrii

Cross-Links

• PubChem: 85149760
• LOTUS: LTS0042872
• wikiData: Q105124316