(E)-3-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one

Details

• Internal ID: e12db569-1c26-41c8-83ab-b8a296d44a77
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: (E)-3-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C=CC(=O)C4=C(C=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)O)CO)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)/C=C/C(=O)C4=C(C=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)CO)O)O)O)(CO)O
• InChI: InChI=1S/C32H40O18/c33-10-20-22(38)24(40)26(42)29(48-20)47-16-6-7-17(19(37)9-16)18(36)8-3-14-1-4-15(5-2-14)46-30-27(25(41)23(39)21(11-34)49-30)50-31-28(43)32(44,12-35)13-45-31/h1-9,20-31,33-35,37-44H,10-13H2/b8-3+/t20-,21-,22-,23-,24+,25+,26-,27-,28+,29-,30-,31+,32-/m1/s1
• InChI Key: FYJCXNYYSACEJK-MRYIOYKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₈
• Molecular Weight: 712.60 g/mol
• Exact Mass: 712.22146442 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.89
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5825	58.25%
Caco-2	-	0.8983	89.83%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6707	67.07%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.9277	92.77%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9453	94.53%
P-glycoprotein inhibitior	+	0.6296	62.96%
P-glycoprotein substrate	-	0.7068	70.68%
CYP3A4 substrate	+	0.6467	64.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8390	83.90%
CYP2C9 inhibition	-	0.8898	88.98%
CYP2C19 inhibition	-	0.8493	84.93%
CYP2D6 inhibition	-	0.8673	86.73%
CYP1A2 inhibition	-	0.9016	90.16%
CYP2C8 inhibition	+	0.6603	66.03%
CYP inhibitory promiscuity	-	0.7165	71.65%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5805	58.05%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.8203	82.03%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7650	76.50%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.7750	77.50%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7088	70.88%
Acute Oral Toxicity (c)	III	0.6726	67.26%
Estrogen receptor binding	+	0.7713	77.13%
Androgen receptor binding	+	0.5759	57.59%
Thyroid receptor binding	+	0.5519	55.19%
Glucocorticoid receptor binding	-	0.4923	49.23%
Aromatase binding	+	0.6079	60.79%
PPAR gamma	+	0.7551	75.51%
Honey bee toxicity	-	0.6990	69.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8516	85.16%

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	99.56%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.47%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.74%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.71%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.64%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.99%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.27%	97.36%
CHEMBL4208	P20618	Proteasome component C5	89.32%	90.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.53%	97.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.38%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.36%	92.94%
CHEMBL3194	P02766	Transthyretin	86.28%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.23%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.09%	91.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.47%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.20%	94.33%
CHEMBL2581	P07339	Cathepsin D	82.44%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.98%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.84%	95.83%

Plants that contains it

• Glycyrrhiza aspera

Cross-Links

• PubChem: 102317735
• LOTUS: LTS0007931
• wikiData: Q105004516