[3,4-Dihydroxy-5-[[3,4,5-trihydroxy-6-(3,4,5-trimethoxyphenoxy)oxan-2-yl]methoxy]oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 8049d46c-5223-46e7-bd1e-f022dac9aeaa
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3,4-dihydroxy-5-[[3,4,5-trihydroxy-6-(3,4,5-trimethoxyphenoxy)oxan-2-yl]methoxy]oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H36O16/c1-38-18-9-15(10-19(39-2)25(18)40-3)44-27-24(35)23(34)22(33)20(45-27)11-41-28-26(36)29(37,13-43-28)12-42-21(32)7-5-14-4-6-16(30)17(31)8-14/h4-10,20,22-24,26-28,30-31,33-37H,11-13H2,1-3H3
• InChI Key: CKCXDLPHBUFZPH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₆
• Molecular Weight: 640.60 g/mol
• Exact Mass: 640.20033506 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4662	46.62%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	0.7261	72.61%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5954	59.54%
P-glycoprotein inhibitior	+	0.6346	63.46%
P-glycoprotein substrate	-	0.5633	56.33%
CYP3A4 substrate	+	0.6734	67.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.8973	89.73%
CYP2C9 inhibition	-	0.8691	86.91%
CYP2C19 inhibition	-	0.8359	83.59%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	-	0.8668	86.68%
CYP2C8 inhibition	+	0.8018	80.18%
CYP inhibitory promiscuity	-	0.7588	75.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.8266	82.66%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	+	0.5048	50.48%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8011	80.11%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9138	91.38%
Acute Oral Toxicity (c)	III	0.5984	59.84%
Estrogen receptor binding	+	0.8455	84.55%
Androgen receptor binding	+	0.5988	59.88%
Thyroid receptor binding	+	0.5850	58.50%
Glucocorticoid receptor binding	+	0.6963	69.63%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.7062	70.62%
Honey bee toxicity	-	0.7540	75.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9260	92.60%

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	99.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.60%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.80%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.76%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.57%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.52%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.32%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.26%	92.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.56%	80.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.38%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.88%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.56%	92.94%
CHEMBL3194	P02766	Transthyretin	81.91%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.62%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	80.62%	94.73%

Plants that contains it

• Ilex macropoda
• Neolamarckia cadamba

Cross-Links

• PubChem: 85286250
• LOTUS: LTS0272013
• wikiData: Q104962145