2-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(2-hydroxy-5-prop-2-enylphenoxy)oxane-3,4,5-triol

Details

• Internal ID: cfa73ff6-804f-4ec6-82c9-1ab13f42d0cf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(2-hydroxy-5-prop-2-enylphenoxy)oxane-3,4,5-triol
• SMILES (Canonical): C=CCC1=CC(=C(C=C1)O)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): C=CCC1=CC(=C(C=C1)O)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C20H28O11/c1-2-3-10-4-5-11(22)12(6-10)30-18-16(25)15(24)14(23)13(31-18)7-28-19-17(26)20(27,8-21)9-29-19/h2,4-6,13-19,21-27H,1,3,7-9H2
• InChI Key: IJQCJDUCBNKRAY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₁₁
• Molecular Weight: 444.40 g/mol
• Exact Mass: 444.16316171 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6947	69.47%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6692	66.92%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6383	63.83%
P-glycoprotein inhibitior	-	0.7221	72.21%
P-glycoprotein substrate	-	0.7312	73.12%
CYP3A4 substrate	+	0.6140	61.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.7861	78.61%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.7735	77.35%
CYP2D6 inhibition	-	0.8614	86.14%
CYP1A2 inhibition	-	0.8931	89.31%
CYP2C8 inhibition	+	0.7069	70.69%
CYP inhibitory promiscuity	-	0.7614	76.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9325	93.25%
Skin irritation	-	0.8174	81.74%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7463	74.63%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7675	76.75%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7720	77.20%
Acute Oral Toxicity (c)	III	0.6496	64.96%
Estrogen receptor binding	+	0.7490	74.90%
Androgen receptor binding	-	0.6190	61.90%
Thyroid receptor binding	+	0.6489	64.89%
Glucocorticoid receptor binding	+	0.5704	57.04%
Aromatase binding	+	0.7871	78.71%
PPAR gamma	+	0.8119	81.19%
Honey bee toxicity	-	0.7144	71.44%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8712	87.12%

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	99.70%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.55%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.75%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.57%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.14%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	92.13%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.93%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.72%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.66%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.95%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.94%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.38%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.31%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.27%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	82.48%	96.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.30%	96.69%
CHEMBL4208	P20618	Proteasome component C5	82.27%	90.00%
CHEMBL5957	P21589	5'-nucleotidase	82.21%	97.78%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.80%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.77%	86.92%

Plants that contains it

• Magnolia chevalieri

Cross-Links

• PubChem: 162857050
• LOTUS: LTS0007721
• wikiData: Q105114062