[5-[5-Acetyloxy-6-(acetyloxymethyl)-3,4-dihydroxyoxan-2-yl]oxy-3-hydroxy-4-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-(hydroxymethyl)oxolan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: c1e9f9fc-63b4-4364-9d09-7dc233e16275
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [5-[5-acetyloxy-6-(acetyloxymethyl)-3,4-dihydroxyoxan-2-yl]oxy-3-hydroxy-4-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-(hydroxymethyl)oxolan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)CO)O)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)CO)O)O)OC(=O)C
• InChI: InChI=1S/C36H42O19/c1-18(38)49-16-27-33(51-19(2)39)31(45)32(46)35(52-27)55-36(17-37)34(53-29(43)12-8-21-6-10-23(41)25(14-21)48-4)30(44)26(54-36)15-50-28(42)11-7-20-5-9-22(40)24(13-20)47-3/h5-14,26-27,30-35,37,40-41,44-46H,15-17H2,1-4H3
• InChI Key: ZRDGSDOGCXGCQI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂O₁₉
• Molecular Weight: 778.70 g/mol
• Exact Mass: 778.23202911 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 19
• H-Bond Donor: 6
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4636	46.36%
Caco-2	-	0.8796	87.96%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7879	78.79%
OATP2B1 inhibitior	-	0.5770	57.70%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8124	81.24%
P-glycoprotein inhibitior	+	0.7520	75.20%
P-glycoprotein substrate	-	0.6245	62.45%
CYP3A4 substrate	+	0.6711	67.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.8132	81.32%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.8391	83.91%
CYP2C8 inhibition	+	0.7455	74.55%
CYP inhibitory promiscuity	-	0.8052	80.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6624	66.24%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7272	72.72%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8366	83.66%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8558	85.58%
Acute Oral Toxicity (c)	III	0.5881	58.81%
Estrogen receptor binding	+	0.8319	83.19%
Androgen receptor binding	+	0.6829	68.29%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	+	0.6926	69.26%
Aromatase binding	+	0.5746	57.46%
PPAR gamma	+	0.7604	76.04%
Honey bee toxicity	-	0.7321	73.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9720	97.20%

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	99.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.30%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.84%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.91%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.39%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.29%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.79%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.75%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.63%	95.50%
CHEMBL3194	P02766	Transthyretin	88.43%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.45%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.35%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.03%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.91%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.27%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.00%	91.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.05%	96.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.68%	96.90%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.63%	86.92%

Plants that contains it

• Smilax china

Cross-Links

• PubChem: 73030180
• LOTUS: LTS0043276
• wikiData: Q105381893