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

Details

• Internal ID: c50d8326-c5f6-4460-ab44-4b5d9b92e04e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [4-acetyloxy-6-[4-acetyloxy-5-(acetyloxymethyl)-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-2-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(O1)(CO)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(C(O1)(CO)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)OC(=O)C
• InChI: InChI=1S/C38H44O20/c1-19(40)51-17-29-34(53-20(2)41)36(56-31(46)13-9-23-7-11-25(44)27(15-23)50-5)38(18-39,57-29)58-37-33(48)35(54-21(3)42)32(47)28(55-37)16-52-30(45)12-8-22-6-10-24(43)26(14-22)49-4/h6-15,28-29,32-37,39,43-44,47-48H,16-18H2,1-5H3
• InChI Key: JOQKSXLHMPCRQI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₄O₂₀
• Molecular Weight: 820.70 g/mol
• Exact Mass: 820.24259379 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 20
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6868	68.68%
Caco-2	-	0.8726	87.26%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6781	67.81%
OATP2B1 inhibitior	-	0.5800	58.00%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9010	90.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9680	96.80%
P-glycoprotein inhibitior	+	0.7769	77.69%
P-glycoprotein substrate	-	0.6127	61.27%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.7508	75.08%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.8336	83.36%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.8701	87.01%
CYP2C8 inhibition	+	0.7482	74.82%
CYP inhibitory promiscuity	-	0.6961	69.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9628	96.28%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.8493	84.93%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7241	72.41%
Micronuclear	-	0.5626	56.26%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8070	80.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8604	86.04%
Acute Oral Toxicity (c)	III	0.6092	60.92%
Estrogen receptor binding	+	0.8618	86.18%
Androgen receptor binding	+	0.6875	68.75%
Thyroid receptor binding	+	0.5971	59.71%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.6163	61.63%
PPAR gamma	+	0.7765	77.65%
Honey bee toxicity	-	0.7183	71.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9568	95.68%

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	99.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.36%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.67%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.82%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.37%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.20%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.05%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.45%	85.14%
CHEMBL4208	P20618	Proteasome component C5	88.01%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.74%	99.17%
CHEMBL3194	P02766	Transthyretin	86.60%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.27%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	84.98%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	84.01%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.69%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.52%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.31%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.48%	89.62%
CHEMBL226	P30542	Adenosine A1 receptor	80.61%	95.93%

Plants that contains it

• Lilium speciosum

Cross-Links

• PubChem: 162853129
• LOTUS: LTS0237855
• wikiData: Q105132484