2-(4-Hydroxyphenoxy)-6-[3-(4-hydroxyphenyl)prop-2-enoxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 14c1b328-f5a3-4234-842a-41a00b0c4d97
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-(4-hydroxyphenoxy)-6-[3-(4-hydroxyphenyl)prop-2-enoxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C=CCOCC2C(C(C(C(O2)OC3=CC=C(C=C3)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CCOCC2C(C(C(C(O2)OC3=CC=C(C=C3)O)O)O)O)O
• InChI: InChI=1S/C21H24O8/c22-14-5-3-13(4-6-14)2-1-11-27-12-17-18(24)19(25)20(26)21(29-17)28-16-9-7-15(23)8-10-16/h1-10,17-26H,11-12H2
• InChI Key: RWZYTJMNJNBFGT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.14711772 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7662	76.62%
Caco-2	-	0.7920	79.20%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6928	69.28%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7453	74.53%
P-glycoprotein inhibitior	-	0.7016	70.16%
P-glycoprotein substrate	-	0.9435	94.35%
CYP3A4 substrate	+	0.5436	54.36%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8187	81.87%
CYP3A4 inhibition	-	0.8889	88.89%
CYP2C9 inhibition	-	0.8516	85.16%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.8928	89.28%
CYP1A2 inhibition	-	0.9090	90.90%
CYP2C8 inhibition	+	0.6134	61.34%
CYP inhibitory promiscuity	-	0.6552	65.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5490	54.90%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8737	87.37%
Skin irritation	-	0.8355	83.55%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7026	70.26%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.8175	81.75%
skin sensitisation	-	0.8012	80.12%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7384	73.84%
Acute Oral Toxicity (c)	III	0.6596	65.96%
Estrogen receptor binding	+	0.6806	68.06%
Androgen receptor binding	+	0.5826	58.26%
Thyroid receptor binding	-	0.5267	52.67%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5185	51.85%
PPAR gamma	+	0.6822	68.22%
Honey bee toxicity	-	0.8330	83.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8523	85.23%

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	98.82%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	94.79%	98.35%
CHEMBL226	P30542	Adenosine A1 receptor	94.39%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.79%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.11%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.74%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	89.60%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.57%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	87.62%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.65%	96.09%
CHEMBL3194	P02766	Transthyretin	84.84%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.56%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.26%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.25%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.47%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.19%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.80%	86.92%

Plants that contains it

• Abutilon theophrasti
• Eleocharis sphacelata
• Ephedra breana
• Ginkgo biloba
• Hamamelis virginiana
• Lathyrus clymenum
• Lathyrus linifolius
• Launaea aspleniifolia
• Lavandula angustifolia subsp. angustifolia
• Lotus pedunculatus
• Matthiola incana
• Pinus halepensis
• Punica granatum
• Ribes sanguineum
• Salix caprea
• Sempervivum tectorum
• Solanum melongena
• Vaccinium dunalianum
• Vaccinium myrtillus
• Vicia faba

Cross-Links

• PubChem: 162890773
• LOTUS: LTS0276138
• wikiData: Q104392658