[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 55e0ba28-c1d6-40d9-b62b-d1fc724575a5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)CO)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(COC(=O)/C=C/C4=CC(=C(C=C4)O)OC)O)O)O)O)O
• InChI: InChI=1S/C29H36O15/c1-38-19-9-15(3-6-17(19)31)5-8-22(32)41-13-29(37)14-42-28(26(29)36)40-12-21-23(33)24(34)25(35)27(44-21)43-18-7-4-16(11-30)10-20(18)39-2/h3-10,21,23-28,30-31,33-37H,11-14H2,1-2H3/b8-5+/t21-,23-,24+,25-,26+,27-,28-,29-/m1/s1
• InChI Key: ZZIUHYJXYFZBKH-CHKIQGBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₅
• Molecular Weight: 624.60 g/mol
• Exact Mass: 624.20542044 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 15
• 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	-	0.5339	53.39%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5931	59.31%
P-glycoprotein inhibitior	+	0.5972	59.72%
P-glycoprotein substrate	+	0.5251	52.51%
CYP3A4 substrate	+	0.6861	68.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.8528	85.28%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.8899	88.99%
CYP2C8 inhibition	+	0.8455	84.55%
CYP inhibitory promiscuity	-	0.7820	78.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9322	93.22%
Skin irritation	-	0.8262	82.62%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7463	74.63%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.7931	79.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9402	94.02%
Acute Oral Toxicity (c)	III	0.6505	65.05%
Estrogen receptor binding	+	0.8237	82.37%
Androgen receptor binding	+	0.5689	56.89%
Thyroid receptor binding	+	0.5255	52.55%
Glucocorticoid receptor binding	+	0.7031	70.31%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.6787	67.87%
Honey bee toxicity	-	0.7464	74.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.8686	86.86%

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	99.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.40%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.00%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.40%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.03%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.52%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.42%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.52%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.57%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.11%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.10%	89.62%
CHEMBL3194	P02766	Transthyretin	85.58%	90.71%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.84%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.05%	96.90%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.99%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	83.66%	91.49%
CHEMBL4208	P20618	Proteasome component C5	83.34%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.05%	97.36%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.28%	97.28%

Plants that contains it

• Strychnos axillaris

Cross-Links

• PubChem: 101844697
• LOTUS: LTS0063552
• wikiData: Q105386843