3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-4-[(E)-3-[3-hydroxy-5-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoxy]-3-methyl-4-oxobutanoic acid

Details

• Internal ID: f810ca8a-db11-4a56-bed7-47b3de54959e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-4-[(E)-3-[3-hydroxy-5-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoxy]-3-methyl-4-oxobutanoic acid
• SMILES (Canonical): CC(CC(=O)O)(C(=O)OCC=CC1=CC(=C(C(=C1)OC)OC2C(C(C(C(O2)CO)O)O)O)O)OC3C(C(C(C(O3)CO)OC(=O)C=CC4=CC=C(C=C4)O)O)O
• SMILES (Isomeric): CC(CC(=O)O)(C(=O)OC/C=C/C1=CC(=C(C(=C1)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)OC(=O)/C=C/C4=CC=C(C=C4)O)O)O
• InChI: InChI=1S/C36H44O20/c1-36(14-24(41)42,56-34-30(48)28(46)32(23(16-38)53-34)54-25(43)10-7-17-5-8-19(39)9-6-17)35(49)51-11-3-4-18-12-20(40)31(21(13-18)50-2)55-33-29(47)27(45)26(44)22(15-37)52-33/h3-10,12-13,22-23,26-30,32-34,37-40,44-48H,11,14-16H2,1-2H3,(H,41,42)/b4-3+,10-7+/t22-,23-,26-,27+,28-,29-,30-,32-,33+,34+,36?/m1/s1
• InChI Key: HQPWXCQVQGDQIF-BLLDOXQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₂₀
• Molecular Weight: 796.70 g/mol
• Exact Mass: 796.24259379 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.84
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6816	68.16%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6091	60.91%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9121	91.21%
P-glycoprotein inhibitior	+	0.7255	72.55%
P-glycoprotein substrate	+	0.5157	51.57%
CYP3A4 substrate	+	0.6931	69.31%
CYP2C9 substrate	-	0.7976	79.76%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.8411	84.11%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.8489	84.89%
CYP2C8 inhibition	+	0.8451	84.51%
CYP inhibitory promiscuity	-	0.9531	95.31%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6832	68.32%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.8323	83.23%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7168	71.68%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9149	91.49%
Acute Oral Toxicity (c)	III	0.6551	65.51%
Estrogen receptor binding	+	0.8282	82.82%
Androgen receptor binding	+	0.6673	66.73%
Thyroid receptor binding	+	0.5419	54.19%
Glucocorticoid receptor binding	+	0.6714	67.14%
Aromatase binding	+	0.5465	54.65%
PPAR gamma	+	0.7312	73.12%
Honey bee toxicity	-	0.7117	71.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9357	93.57%

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	98.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.08%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.87%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.11%	96.00%
CHEMBL3194	P02766	Transthyretin	95.61%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.54%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.12%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.87%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.80%	85.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.89%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.94%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.87%	97.09%
CHEMBL1921	P47901	Vasopressin V1b receptor	80.60%	92.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.54%	89.62%

Plants that contains it

• Campanula barbata

Cross-Links

• PubChem: 101718164
• LOTUS: LTS0066039
• wikiData: Q105032372